biological chemistry chapter 8
DESCRIPTION
Test uploadTRANSCRIPT
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Nucleotides and NucleotidesChapter 8
Some basics
Nucleic Acid Structure
Nucleic Acid Chemistry
Other functions of Nucleotides
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Learning Outcomes
Structure and function of nucleic acids
Draw and ID purine and pyramidine nitrogeneous bases
Draw and understand the mechanism for formation of ring inpentose ring in nuclotides
Draw the mechanism for formation and cleavage of N-glycosidic bond
ID and draw the mechanism for the formation ofphosphodiester bond which links nucleotides together in DNA
What are the major characteristics of DNA that highlight theimportant chemical interactions that impart structure andfunctionality
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Nucleotides: Building Blocks of Nucleic Acids
DNA = _________________ acid
Nucleotide sequences in DNA provide _____________
for ______ ____ sequence in all proteins in cells
For nucleotide sequence in ______
Section of DNA containing nucleotide information iscalled ____________
Many _________ of genes and DNA molecules in cells
Only known function of DNA is _________ and______________ of biological information
AdministratorTypewritten TextS
AdministratorTypewritten TextDeoxyribonucleic
AdministratorTypewritten Textinformation
AdministratorTypewritten TextAmino Acids
AdministratorTypewritten TextGenes
AdministratorTypewritten Textstorage
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Nucleotides: Building Blocks of Nucleic Acids
RNA = _____________ acid
RNAs have several functions:
____________ RNAs (rRNAs) are part of ribosomes
Ribosomes are where proteins are synthesized
_____________ RNAs (mRNAs) carry informationfrom one or more genes to the ribosome
______________ RNAs (tRNAs) are moleculeswhich translate mRNA sequence into a specificamino acid
Other RNAs exist and have other purposes
AdministratorTypewritten TextRibonucleic acid
AdministratorTypewritten TextMessenger
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Definitions:Nucleotides, nucleosides and nucleobases
Nucleotide = ______________, ____________, and ____
to ____ _____________ groups
Nucleoside = ____________ base and ____________
Nucleobase = ______________ base
Fig 8.1a
AdministratorTypewritten TextNitrogeneous
AdministratorTypewritten Text3
AdministratorTypewritten TextPhosphate
AdministratorTypewritten Text1
AdministratorTypewritten TextNitrogeneous Base
AdministratorTypewritten TextPentose (sugar)
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Definitions:D-Ribose and 2-
deoxy-D-Ribose
D-Ribose has ______ at 2 (and is used in ________)
2-deoxy- D-Ribose has _____ at 2 (and is used in______)
Pentose has 1 to 5 numbers to _________ thenumbered elements from the ____________ base
Fig 8.1a
AdministratorTypewritten TextOH group
AdministratorTypewritten Text2 prime
AdministratorTypewritten TextDNA
AdministratorTypewritten Textdistinguish
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b-furanose(closed 5 membered
ring of pentose)
In solution free forms of __________ _______(aldehyde) and _______ (b-furanose) exist in _________
RNA contains b-D-_______________
DNA contains b-2-________-D-____________Fig 8.3a
AdministratorTypewritten Textequilibrium
AdministratorTypewritten TextStraight
AdministratorTypewritten TextRing
AdministratorTypewritten TextRibose
AdministratorTypewritten TextDeoxy
AdministratorTypewritten TextRibose
AdministratorTypewritten TextKnow how to draw the sugar
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Puckered b-furanoseconformations(endo or exo)
In ribofuranose ring formation 4 of 5 atoms are in_________ plane
_____ or _____ are either on the same side (______) oropposite side (_____) the plane relative to C-5
____________ base usually attached to ______
__________ group is usually attached to _____Fig 8.3b
AdministratorTypewritten TextC2
AdministratorTypewritten TextC3
AdministratorTypewritten TextC5
AdministratorTypewritten TextNitrogenous
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Definitions:Nitrogenous bases (purine or pyrimidine)
________ in nitrogeneous bases are not _________
Purine is parent compound of _________ (A) and __________ (G)
_____________ is parent compound of ________(C), __________ (T) and ________ (U in RNA)
Bases are __________ compounds (contain N and C)
Fig 8.1b
AdministratorTypewritten TextNumbers
AdministratorTypewritten Textprimed
AdministratorTypewritten TextAdenine
AdministratorTypewritten TextGuanine
AdministratorTypewritten TextPyrimidine
AdministratorTypewritten TextCytosine
AdministratorTypewritten TextThymine
AdministratorTypewritten TextUracil
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Purine Nitrogenous bases
Purine has 5 C and 4 N and 4 double bonds
___________ has NH2 group at C6
__________ has NH2 group at C2 and ketone (=O) at C6
All purines are good ________donors and ____________
Adenine pKa at N1 is 3.8 Guanine pKa at N7 is 2.4
Neutral molecules at pH 7Fig 8.1b and Fig 8.2
AdministratorTypewritten TextAdenine
AdministratorTypewritten TextHydrogen Bond
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Pyrimidine Nitrogenous bases
Pyrimidine has 4 C and 2 N and 3 double bonds
_________ has NH2 at C4, ketone (=O) at C2 and no db N1 - C2
Thymine has _____ at C5, (=O) at ___ & ___ and no db N1 - C2
_______ has ketones (=O) at C2 and C4 and no ____ N1 C2
All pyrimidines are _____ H-bond donors and __________
Cytosine pKa at N3 is 4.5 Thymine pKa at N3 is 9.5
Neutral molecules at pH 7 Fig 8.1b and Fig 8.2
AdministratorTypewritten TextCytosine
AdministratorTypewritten TextMethyl Group
AdministratorTypewritten TextCH3
AdministratorTypewritten TextC2
AdministratorTypewritten TextC4
AdministratorTypewritten TextAcceptors
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Deoxyribonucleotidesfree form at pH 7.0
Fig 8.4a
AdministratorTypewritten TextDraw these out, know which are what, what binds where
AdministratorTypewritten TextS
AdministratorTypewritten TextS
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Ribonucleotidesfree form at pH 7.0
If phosphate group is in a different location, the name will change
Fig 8.4b
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Nomenclature
The type of pentose defines the nucleic acid(So 2-deoxy-D-ribose is in DNA even if base is uracil)
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Nomenclature for Minor Bases Common names may be used (hypoxanthine for inosine)
Name usually includes the ________ of the ring where thesubstitution occurred (but not the ________ where thesubstitution occurred)
If the substitution is ________ the ring, then the ________is indicated along with its connection to the ring (N6)
Fig 8.5a
AdministratorTypewritten TextNumber
AdministratorTypewritten TextIndicatin the methyl is attatched to the n on the 6th carbon
AdministratorTypewritten TextNumber
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Minor Bases in DNA Methylation is common change to major bases for DNA
Viral DNA bases can be hydroxymethylated (-CH2OH) or glucosylated (sugar moiety added to N or C or O group)
Fig 8.5a
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Minor Bases in DNA
Changes are often made to the bases after the DNA hasbeen _______________
5methylcytosine is found in ____________ and bacteria
N6-________________ is found in bacteria but noteukaryotes
Epigenetic ____________ (which are not coded on genes
but which are passed on as the cells replicate) are useful
for distinguishing __________ DNA and when to ______
on gene ___________
AdministratorTypewritten TextMade / Synthesized
AdministratorTypewritten TextEukaryotes
AdministratorTypewritten Textmarkers
AdministratorTypewritten TextReplication
AdministratorTypewritten TextForeign
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Minor Bases in tRNA Changes are often in the location of ribose attachment
Thiol or methyl groups can also be attached
Fig 8.5b
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Minor Bases in RNA
Inosine can be found in the ______ position of anticodonfor tRNA (wobble position is the third base in the codonposition for an amino acid and allows for _______ than61 expected tRNA for the number of codons present)
It is made from de-amination of ____________
Provides richer __________ codes
Pseudouridine is ________ in tRNA and rRNA
Found in _____________ and some eubacteria
Made from uridine by _______________ isomerizationafter RNA ______________
May be used in the _______________ of tRNA structure
May help in the ____________ of rRNA
AdministratorTypewritten TextWobble
AdministratorTypewritten TextAdenosine
AdministratorTypewritten Textfound
AdministratorTypewritten TextEukaryotes
AdministratorTypewritten TextEnzymatic
AdministratorTypewritten TextStab
AdministratorTypewritten TextFolding
AdministratorTypewritten Textilization
AdministratorTypewritten TextSynthesized
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Location of Phosphate group on pentose Phosphate groups are usually attached on ____ of ribose
Phosphate can be ____________ at C2
ribonucleoside 2- monophosphate
Phosphate can be attached at the C3 and is the endproduct of ___________ of RNA by some ribonucleases
ribonucleoside 3- monophosphate
Fig 8.6
AdministratorTypewritten TextC5
AdministratorTypewritten TextAttatched
AdministratorTypewritten TextHydrolysis
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Location of Phosphate group on pentose Phosphate can be attached at C2 and C3 and is able to
be isolated as an _________________
adenosine 2,3-cyclic monophosphate
Fig 8.6
AdministratorTypewritten TextIntermediate
AdministratorTypewritten TextInsert Drawing here.
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Linkages in DNA
b-N-glycosidic bond between_________ ring and the _____________
N-9 of purine (A or G) or N-1 ofpyrimidine base (C or T) is linked tothe C- 1 of the __________
Bond is formed with the anomericcarbon (C with ___________ in the bconfiguration (OH is up in _______ and____________ positions))
Bond is _________ towards hydrolysisespecially in _____________
Bond cleavage is catalyzed by _______
Fig 8.3a
AdministratorTypewritten TextSugar
AdministratorTypewritten TextNitrogeneous Base
AdministratorTypewritten TextAxial
AdministratorTypewritten TextEquitorial
AdministratorTypewritten TextStable
AdministratorTypewritten TextAcid
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Conformation about the b-N-glycosidic bond
When nucleotides are free in solution,rotation about the b-N-glycosidic bond ispossible
Torsion angle in bond between N of baseand C1 of pentose is called c
O4-C1-N9-C4 for purine
O4-C1-N1-C2 for pyrimidine
Angle near 0 is syn conformation
Angle near 18 0 is anti conformation
Anti conformation is found in B-DNA
Fig. 8.16a
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Anti and Syn Conformation aboutthe b-N-glycosidic bond
Fig. 8.16b
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Linkages in DNA
Backbone of DNA and RNA are _____________since theOH groups of pentose form _______ with water in the cell
Phosphate groups have pKa near _____
At neutral pH (pH = 7) phosphate groups are ___________charged
Charges are neutralized by ionic interactions with _______charges on proteins or ________ ions or polyamines
____________ linkages always are oriented 5 to 3 with 5end missing a nucleotide and 3 end missing a nucleotide
5 and 3 ends may have be ______ or have attached____________ groups
AdministratorTypewritten TextHydrophilic
AdministratorTypewritten TextHydrogen Bonds
AdministratorTypewritten Text- ve
AdministratorTypewritten Textmetal
AdministratorTypewritten TextPhosphodiester
AdministratorTypewritten TextFree
AdministratorTypewritten TextPhosphate
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Phosphodiester Linkage
Note 5 end and 3 end whichis the orientation of thestrands
Note base differencesbetween RNA and DNA
Covalent backbone of theDNA and RNA is subjected toslow ___________ hydrolysisof phosphodiester bonds
_____ in test tubes undergoesrapid hydrolysis due to theOH on C2 under_______conditions (basic pH)
Fig. 8.7
AdministratorTypewritten TextNon enztmatic
AdministratorTypewritten TextRNA
AdministratorTypewritten TextAlkaline
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Cyclic 2,3-monophosphate nucleotidesPhosphodiester Linkage
Cyclic 2,3-monophosphate nucleotides are first products ofthe action of alkali on ______ and _________ further toform a mix of 2 and 3 nucleoside monophosphates
Fig. 8.8
AdministratorTypewritten TextRNA
AdministratorTypewritten TextHydrolysis
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Short form to writing the DNA sequence Phosphate groups are in circled P
Deoxyribose is a linear line with ____ at top and _____ at bottom but is in the closed ring __-furanose formation
Phosphate group is linked from ____ of one pentose to _____ of next pentose
Always written 5 end to 3 end, with 5 end on the _____
Fig pg 286
AdministratorTypewritten TextShort cut form
AdministratorTypewritten TextC1
AdministratorTypewritten TextC5
AdministratorTypewritten TextC3
AdministratorTypewritten TextC5
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Short form to writing the DNA sequence
pA-C-G-T-AOH pApCpGpTpA
pACGTA
Definition of _____________ is 50 or less nucleotides
___________ are long chains of nucleotides
Fig pg 286
AdministratorTypewritten TextOligonucleotide
AdministratorTypewritten TextPolynucleotide
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Properties affecting Nucleotides
Free nucleotides are basic compounds and are called______
Purines and pyrimidines in DNA and RNA are ________compounds (have rings with double bonds)
Presence of _______ ______ influences structure,electron distribution and light absorption
Electron delocalization due to double bonds gives somebonds _______ double character
Presence of double bonds means purines are ________planar in nature and pyrimidines are planar in nature
Bases will exist in one of several __________ statesdepending on pH
AdministratorTypewritten TextNitrogenous bases
AdministratorTypewritten TextAromatic
AdministratorTypewritten TextDouble Bonds
AdministratorTypewritten TextTautomeric
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Tautomeric states of Uracil
Uracil has three states when free in solution
Lactam at pH 7
Lactim and double lactim exist in lower pH solutions
Other bases do have these forms but they are rare in solution
Fig. 8.9
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Absorption of Common
nucleotides
Abs range is 250 to 270 nm
Absorbance due to p p* electronic transitions
Excited states of common nucleobases decay rapidly viaradiationless transitions
No fluorescence from these nucleic acids
Spectra are nearly identical for all species
Mixture of nucleotides would use Abs at 260 nm formeasurements and analysis Fig. 8.10
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Properties affecting Nucleotides
Free nucleobases are ___________ and usually_________ in water at near neutral pH in cells
In acidic or basic environments, the bases become________ and are more ________ in water
Bases are able to ________ with their rings parallel (likestacking coins) which allows for hydrophobic stackinginteractions
Stacking involves van der Waals and ______-dipoleinteractions between bases
Stacking reduces base interaction with water and helps inmaintaining the _______ structure of DNA
AdministratorTypewritten Texthydrophobic
AdministratorTypewritten TextCharged
AdministratorTypewritten TextStack
AdministratorTypewritten TextDipole
AdministratorTypewritten Text3D
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Functional groups in Nucleobases
Presence of ring nitrogens, carbonyl groups, andexocyclic amino groups
Hydrogen bonding is very important
Involves carbonyl and amino groups
Interactions between purine and pyrimidine basepairing
Interaction between two (and up to four)complementary strands of nucleic acids
A bonds to T (or U in RNA) and G bonds to C
This base paring allows for duplication of DNA andRNA strands
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Nucleobases paring in DNA
Fig. 8.11
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Polynucleotides
___________ is phosphodiester linkage based so it isnegatively
The backbone is fairly stable but it can undergo__________ in the presence of enzymes (DNAase)
______ backbones are not as stable (RNA can last foryears in water but only for a few hours inside cells)
The backbone does not contain __________ or branches
You can only read the sequence from 5 to 3
A different ____________ will be created if you readfrom 3 to 5
AdministratorTypewritten TextBackbone
AdministratorTypewritten TextDNA
AdministratorTypewritten TextCross Links
AdministratorTypewritten TextSequence
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Summary of Basics
Nucleotide has purine or pyrimidine nitrogenous base,pentose sugar and at least one phosphate group
Phosphodiester bonds join the 5 OH of one pentose tothe 3 OH of the next pentose
Two types of nucleic acid: RNA and DNA
RNA has ribose (sugar) and usually Uracil, Cytosine,Adenine and Guanine (bases)
DNA has deoxyribose (sugar) and usually Thymine,Cytosine, Adenine and Guanine (Bases)
Recall it is the sugar that determines the type of nucleicacid not the base
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Nucleic Acid Structure
1953 Watson and Crick discovered the structure of DNA
Structure is hierarchial in complexity
__________ covalent structure and nucleotide sequence
__________ regular or stable structure obtained by any or all nucleotides
____________ - folding of large chromosomes or large tRNA or rRNA molecules
AdministratorTypewritten TextPrimary
AdministratorTypewritten TextSecondary
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DNA double helix that stores genetic information
1868 DNA first isolated by Friedrich Miescher and wascalled _____________
1940s work by Oswald T Avery, Colin MacLeod, andMacIyn McCarty proved that DNA was genetic basedmaterial
Avery and collegues took DNA from a virulent strain ofStreptococcus pneumoniae bacterium and injected into anon-virulent strain of the bacterium (and the nonvirulentstrain became virulent)
DNA _____________ information about the virulence.
AdministratorTypewritten Textnuclein
AdministratorTypewritten TextContained
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DNA double helix that stores genetic information
1952 - Alfred D. Hershey and Martha Chase studiedinfection of bacteria cells by bacteriophage (virus) byradioactive labeled DNA (showed DNA not proteinscontained genetic information)
Late 1940s Erwin Chargaff and colleagues determinedthat there were ________ bases in DNA
Bases occurred at different _______ between differentorganisms
AdministratorTypewritten Text4
AdministratorTypewritten TextRatios
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Chargaffs Conclusions
1. Base composition varies from one species to another
2. DNA from different tissues of the same species havesame base composition
3. Base composition does not change with changes to theorganisms age, nutritional state or surroundingenvironment
4. A = T in number and G = C in number within a specificDNA strand
Sum of pyrine bases = sum of pyrimidine bases
** information above useful in determining 3D structure ofDNA, how info is encoded in DNA and how it passesbetween generations
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Use of X-ray diffraction to prove
DNA
1950s Rosalind Franklin and Maurice Wilkins used X-raydiffraction to look at DNA fibers
___________ pattern was found
They deduced that DNA was helical in with two periodicitiesalong their long axis (___________ was 3.4 and_________ was 34 )
Fig. 8.12
AdministratorTypewritten TextReproducable
AdministratorTypewritten TextPrimary
AdministratorTypewritten TextAngstroms
AdministratorTypewritten Text^
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How do you get a 3D model to fit this data? Enter Watson and Crick
1953 Watson and Crick proposed a 3D structure DNAusing base pairing and X-ray data
Two helical DNA chains wound around a central axis toform a right handed double helix
Make 2 fists and point your thumbs away from you
Does the helix curve to the right or the left to wrap around your thumb?
Is the spiral going around your right thumb in the direction where there four other fingers curled up (clockwise)?
Box. 4.1
AdministratorTypewritten TextRight handed clockwiseleft handed counterclockwise
AdministratorTypewritten TextBe able to identify :
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How do you get a 3D model to fit this data? Enter Watson and Crick
Backbone keep deoxyribose and phosphate groups onthe outside of double helix right beside the water in thecell
Each ____________ is in a C2-endo conformation (ringformation)
Purine and pyrimidine bases are on the inside of the helix
Planar nature allows for close stacking
Rings are _____________ to the long backbone axes
Since bases are inside the helix they are in ahydrophobic environment
AdministratorTypewritten TextDeoxyribose
AdministratorTypewritten TextPerpendicular
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Major and Minor Grooves in DNA structure
Smaller groove in the double helix is theminor groove (the backbone is closertogether)
________ groove in double helix is the________ groove (backbone is furtherapart)
Pairing of bases a purine on one strandpairs in the same plane with apyrimidine on the other strand
Fig. 8.13a
AdministratorTypewritten TextLarger
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Major and Minor Grooves in DNA structure
A to T has a double H bond
C to G has a triple H bond
Higher the ratio of GC to AT base pairsthe ________ it is to separate thepaired DNA strands
Other pairing of bases will lead to_______________ of the double helix
(b) is ball and stick model of doublehelix
(c) is space filling model of double helix
Fig. 8.13b and c
AdministratorTypewritten TextHarder
AdministratorTypewritten TextDestabilization
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Parallel or Antiparallel strands in DNA
Parallel strands would have 3,5 phosphodiester bonds inthe same direction
Antiparallel strands have 3 and 5 running in oppositedirections
Watson and Crick thought the antiparallel orientation wasthe better model
DNA polymerase provided experimental results that thestrands were antiparallel
X-ray diffraction results also confirmed antiparallel strands
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Spacing of bases and Turns in the double helix
DNA model has the bases ____________ to the backbone
Bases needed to be 3.4 apart (_________ repeatingfeature in the x-ray analysis)
____ base pairs per turn of the DNA double helix (adistance of 34 ) which was the second repeating featurein the x-ray analysis)
If DNA is in ________ and not in the cell, the bases perturn is about _____
Base pairs are also not identical in the sequence orcomposition but are __________________
A partners (hydrogen bonds) with T
G partners (hydrogen bonds) with C
AdministratorTypewritten Textprimary
AdministratorTypewritten Text10
AdministratorTypewritten Text10.5
AdministratorTypewritten TextComplimentary
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What forces hold DNA duplex together?
Hydrogen bonds between the basepairs
2 H-bonds between A and T
3 H-bonds between C and G
Base stacking interactions
Non specific in nature but makemajor contributions to thestability of double helix
Fig. 8.14
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Complimentary nature of the strands
Complementary nature of DNAallows for easy replication
Watson and Crick were able toforesee this feature before therewas confirmatory proof
Two strands separate
Each parent strand is the guidefor making a precisecomplimentary strand with Apairing with T and G pairing withC
Fig. 8.15
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A and B and Z forms of DNA
DNA is flexible
Rotation about the____________________ backboneand changes in temperature cancause bending, stretching and_________ of bases through melting
These changes result in differentDNA structure (Form ___) from theone proposed by Watson and Crick
Reagents used to crystallize DNAcause it to ________ and so mostshort DNA molecules will appear inForm A
Fig. 8.17
AdministratorTypewritten Textcovalent
AdministratorTypewritten Textunpairing
AdministratorTypewritten TextDehydrate
AdministratorTypewritten TextB
AdministratorTypewritten Text
AdministratorTypewritten Text
AdministratorTypewritten Text
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A, B and Z forms of DNA:3 changes can occur
Different Structural conformationof deoxyribose (C2 or C3 endoor exo)
Rotation about the bonds in thephosphodeoxyribose backbone
Rotation about the C1-N-glycosylbond
purines (A and G) can beeither _______ or _______
pyrimidines can be only______ (C and T) due to sterichinderance of carbonyl oxygenat C2 Fig. 8.16
AdministratorTypewritten TextAnti
AdministratorTypewritten TextSyn
AdministratorTypewritten TextAnti Conformation
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A and B forms of DNA
B form DNA is most stable underphysiological conditions
A form and Z form have been studiedunder crystal form
A form appears in solutions with little H2O
A form is right handed,
wider (11 bases per turn)
plane of bases tilted by 20 from thebackbone
minor groove is shallower and majorgroove is deepened
Fig. 8.17
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B and Z forms of DNA
Z form is left handed helix
12 bases per turn (but it looks moreslender and elongated)
Backbone looks zig zag in appearance
Pyrimidine alternating with purine bases fitbetter in to a Left handed helix (alternatingC and G or 5-methyl-C and G residues)
Purines are in the ____ conformation andpyrimidines are in the _____ conformation
Major groove is hard to find in Z form butthe minor groove is narrow and deep
Z form in __________ and eukaryotes Fig. 8.17
AdministratorTypewritten Text
AdministratorTypewritten TextSyn
AdministratorTypewritten TextAnti
AdministratorTypewritten TextBacteria
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Comparison of A and B and Z forms of DNA
Fig. 8.17
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Structures within DNA due to specific base sequences
4 or more Adenosine in a row lead to a bend (6 A = bend of18 )
Bending may assist in binding proteins to DNA
Presence of palindromes (sequences which are the sameforward and backwards like ROTATOR or NURSES RUN) andtheir location influence how a strand of DNA may fold uponitself
Term used when sequences of DNA have inverted repeats ofbase sequence over two strands of DNA
Fig. 8.18
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Structures within DNA due to specific base sequences
Palindrome on two complementary strands of DNA tosuperimpose, the sequence is rotated by 180 in horizontalaxis and then rotated by another 180 in the vertical axis.
Minor repeat has a repeating sequence on the same strandof DNA and only needs to rotated by 180 in the vertical axis
Fig. 8.17
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Structures within DNA due to specific base sequences
Since the repeats are within the same strand, they are able to participate in other structures
Hairpin turns can not formed from complementary strands of DNA (only single stranded DNA)
If both strands are participating in the hairpin turn it is called a cruciform (cross shape).
Fig. 8.19
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Structures within DNA due to specific base sequences
These hairpin and cruciform can be found in all large DNAmolecules
Cruciforms have been found in in vivo E. coli
Single stranded DNA and RNA fold into many hairpinturns when they are in solution
Other unusual structures involve three or four strands ofDNA
Three or four strands can be found in the major groovewhen there is additional hydrogen bonding
Protonated Cytosine can pair with G of
Thymidine can pair with A in A/T base pair
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Hoogsteen pairing
Fig. 8.20a
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Structures within DNA due to specific base sequences
N-7, O6 and N6 of purines (known as Hoogsteen positions)can participate in H-bonding of triplex DNA
Unusual (non Watson-Crick base pairing) base pairingcalled Hoogsteen pairing
These triplex DNAs are most common in low pH (sincecystosine must be protonated)
pKa of cystosine is greater than 7.5 (normal pKa value is4.2)
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Triplex DNA
Fig. 8.20b
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Structures within DNA due to specific base sequences
Triplexes will form when there are long stretches of onlypurine or pyrimidine bases in one strand
These stretches may contain two purine and onepyrimidine strand or (two pyrimidine and one purinestrand)
If there are high content ofguanosine residues thentetraplex DNA strands willform
These strands can beparallel or antiparallel innature
Fig. 8.20e
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Guanosine tetraplex
Fig. 8.20c
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Four successive tetraplets from a G tetraplex structure
Fig. 8.20d
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Structures within RNA due to specific base sequences
RNA is the intermediary carrying the information from thegene in DNA to the _________ where the amino acidsequence is assembled to make functional proteins
1950s RNA was thought to be the molecule which movedthe information from the nucleus to the ribosome
1961 Franois Jacob and Jacques Monod proposedmessenger RNA (mRNA) to carry the information fromDNA to ribosomes
Process of forming mRNA on DNA template is_____________________
AdministratorTypewritten TextRibosome
AdministratorTypewritten TextTranscription
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Structures of mRNA
Bacteria and archaea use a single mRNA to encode manypolypeptide chains
One chain is monocistronic
Many chains is polycistronic
Cistron = gene
Fig. 8.21
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Structures of mRNA
Minimum length of a mRNA is defined by the length of thegene
If there is are 100 amino acids, the chain would need to beminimum 300 nucleotides (1 amino acid = 3 nucleotides =1 codon)
Chains are always longer because there are ___________sequences for protein synthesis
AdministratorTypewritten TextNoncoding
AdministratorTypewritten Text
AdministratorTypewritten Text
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Structures of other RNA
Transfer RNA (tRNA) is used to bring the amino acids tothe growing protein chain one ________ ______ at a time
tRNA is covalently linked to the amino acid and willpartner with mRNA so that the correct sequence is createdfor the desired protein (from the DNA gene)
Ribosomal RNA (rRNA) are part of the ____________
Ribozymes have enzymatic activity
RNA molecules have a ________ diversity in structure thanDNA
AdministratorTypewritten TextAmino
AdministratorTypewritten TextAcid
AdministratorTypewritten TextRibosomal
AdministratorTypewritten TextRicher
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Transcription product is singlestranded (ss) RNA
ss RNA will form a righthanded helix influenced bybase stacking interactions
________-purine is strongerthan _______-pyrimidine or__________-pyrimidine
Pyrimidine bases can be___________ to offer purine-purine stacking to occur
Self complementarysequences in the strand offermore complex structures
Single stranded RNA
Fig. 8.22
AdministratorTypewritten TextSingle stranded are supposed to be right handed
AdministratorTypewritten TextPurine
AdministratorTypewritten TextPurine
AdministratorTypewritten TextPyrimidine
AdministratorTypewritten TextDisplaced
AdministratorTypewritten Text
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Structure Formation of double stranded RNA
____ to have two strands of RNA be 100% complementary
Strands will bond over shorter regions and form a righthanded ________ double helix
Weak interactions involving base stacking help to stabilizethe RNA structures
Z-form RNA has been made in the lab (under ____ saltconcentration or _____ temperature conditions)
No B-form RNA has been made
A-form helix is not continuous due to mismatches (_____in one strand or _______ loop on both strands) or fromhairpin turns from nearby self complementary sequences
AdministratorTypewritten Textrare
AdministratorTypewritten TextA Form
AdministratorTypewritten TextHigh
AdministratorTypewritten TextHigh
AdministratorTypewritten TextBulge
AdministratorTypewritten TextInternal
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Structure Formation of double stranded RNA
Fig. 8.23
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Pairing differences in RNA
In RNA, A pairs with U and Cpairs with G
BUT G can pair with U
Pairing of RNA strands isantiparallel
Hairpins are thepredominant secondarystructure
Fig. 8.24
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Hairpin turns in RNA
Short sequences (such as UUGG) make tight turns andare located at the end of a hairpin turn
These sequences are often very stable
It is possible that these sequences will act as startingpoints for 3D folding of RNA molecules
Other stabilizing mechanisms come from non-Watson-Crick bonding of base pairs
2OH of ribose can bond to other groups
Such bonding is seen in phenylanine tRNA of yeast, andtwo RNA enzymes (ribozymes) whose functions dependon their structure
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Summary of Nucleic Acid Structure -1
Avery-MacLeod-McCarty experiment showed DNAcarries inheritable characteristiscs
Hershey Chase experiment proved DNA not proteinscarried the information for replication
Watson and Crick used available data to provide thedouble helix model based on B-DNA (A pairs with T and Gpairs with C; bases are perpendicular to the backboneand 3.4 and 10.5 bases per turn)
DNA can be in A-form, B-form or Z-form
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Summary of Nucleic Acid Structure -2
DNA can have hairpin turns or cruciforms depending onpalindrome sequences or be in triplex or tetraplexstrands
mRNA carries the genetic information from DNA to theribosome
tRNA and rRNA are involve in protein synthesis
Single RNA can fold into hairpin turns, double strandedsections or complex loops
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Nucleic Acid Chemistry
Genetic information in DNA needs to be _________
Chemical transformations of DNA are slow in _________of enzymatic catalyst activity
Even with the slow changes, DNA alterations can bephysiologically ________________
Slow accumulation of irreversible alterations to DNA maybe linked to ________ and _______________
Non-destructive changes also occur such as ________separation for DNA replication and ______________
Studying DNA has lead to the development of some veryspecific and interesting ___________ which helps inanalysis of DNA base sequences
AdministratorTypewritten TextStable
AdministratorTypewritten TextAbsence
AdministratorTypewritten TextSignificant
AdministratorTypewritten TextAging
AdministratorTypewritten TextCarcinogenesis (cancer causing)
AdministratorTypewritten TextStrands
AdministratorTypewritten TextTranscription
AdministratorTypewritten TextTechnology
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Nucleic Acid Chemistry
___________ DNA solutions at physiological pH and_____ is very viscous
Double stranded DNA and RNA can become denaturedby raising the temperature to above ____C or alter thepH to extreme acid or base there is a physical change tothe DNA
Denaturation or ___________ of the double-helical DNA
_______ temperatures and ____ influence the H-bondsbetween bases on the two complimentary strands andon the _______ stacking on one strand of DNA
AdministratorTypewritten TextNative
AdministratorTypewritten TextRT
AdministratorTypewritten TextCarefully prepaired
AdministratorTypewritten Text80
AdministratorTypewritten TextMelting
AdministratorTypewritten TextHigh
AdministratorTypewritten TextPH
AdministratorTypewritten TextBase
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Nucleic Acid Chemistry
DNA can __________ or ________________ unwind
No ____________ backbone bonds are _________
during the unwinding
DNA can undergo renaturation if _______ of the double
strands (minimum _____ bases) are still ________
When pH and/or temperature are _________ to
physiological conditions, DNA will reanneal (or rewind)
AdministratorTypewritten Textpartially
AdministratorTypewritten TextCompletely
AdministratorTypewritten TextCovalent
AdministratorTypewritten TextBroken
AdministratorTypewritten TextPart
AdministratorTypewritten TextIntact
AdministratorTypewritten Text10-12
AdministratorTypewritten TextReturned
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Nucleic Acid Chemistry
If the DNA is __________ denatured into two separatestrands, then renaturation requires ____ steps
Strands will attempt to find each other through________ collisions and start to form short segments of______________ DNA
If the complimentary section is appropriate and longenough then the _________ of the strand will ________to form the double-helix __________
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AdministratorTypewritten TextComplimentary
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AdministratorTypewritten TextQuickly
AdministratorTypewritten TextRewind
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Annealing and Denaturation of
double stranded DNA
Fig 8.26
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UV Absorbance of DNA
________ bases in nucleic acids decrease the absorbance
of UV light relative to ______ nucleotides in solution
Presence of double stranded DNA ________ the
absorbance of UV light even more known as
__________________ effect
Denatured single stranded DNA __________ the
absorbance of light known as _____________ effect
AdministratorTypewritten TextStacked
AdministratorTypewritten TextFree
AdministratorTypewritten TextDecreases
AdministratorTypewritten TextHyperchromic
AdministratorTypewritten TextIncreases
AdministratorTypewritten TextHyperchromic
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tm - melt temperature
Viral and bacterial DNA _________ slowly in solution if________
tm is species _________ and is the point at which ______the DNA is single stranded
Higher ______ content the higher the melt temperature
tm influenced by the _________ interactions ofneighbouring bases and by H-bond ___________
tm can be determined under fixed ____ and ________strength conditions (concentration of Na+)
Under carefully controlled conditions, only ____ richregions will _____ and the G/C conditions will remain_________
AdministratorTypewritten TextDenature
AdministratorTypewritten TextHeated
AdministratorTypewritten TextSpecific
AdministratorTypewritten TextHalf
AdministratorTypewritten TextGlc
AdministratorTypewritten TextStacking
AdministratorTypewritten TextInteractions
AdministratorTypewritten TextPH
AdministratorTypewritten TextIonic
AdministratorTypewritten TextA/T
AdministratorTypewritten TextMelt
AdministratorTypewritten TextIntact
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tm - melt temperature
Denatured regions are called bubbles
In vivo, strand separation is initiated at A/T rich areas forreplication and transcription
regions will melt and the G/C conditions will remainintact
Fig 8.27
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tm - melt temperature
Denatured regions are called bubbles
In vivo, strand separation is initiated at A/T rich areas forreplication and transcription
regions will melt and the G/C conditions will remainintact
Partial denatured DNAand then fixed for viewing
Red arrows point to somebubbles
Electron micrograph with5-fold enhancement ofDNA
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RNA and RNA/DNA hybrids
RNA can form ________ and they are ______ stable toheat denaturation than _____ duplexes
So require _______ temperatures for denaturation(about 20C than for comparable DNA duplex sequences)
RNA and DNA can form _______ and denature at_____________ temperatures between pure RNAduplexes and DNA duplexes
Using the complimentary nature of DNA, complimentarysequences may be found between ___________
_________ and human DNA were isolated, denaturedand then mixed and allowed to sit for many hours at25C below tm, some of the DNA will anneal
AdministratorTypewritten TextMore
AdministratorTypewritten TextDNA
AdministratorTypewritten TextDuplexes
AdministratorTypewritten TextHigher
AdministratorTypewritten TextHybrid
AdministratorTypewritten TextIntermediate
AdministratorTypewritten TextSpecies
AdministratorTypewritten TextMouse
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RNA and RNA/DNA hybrids
Temperature, DNA composition (length, ___________,complexity and _____ content), ____ concentrationinfluence the ability of DNA to anneal
______ temperature results in short sequences annealingto any complimentary sequence which will prevent_________ sequences from properly annealing
Most Human DNA will anneal to form ________ DNAduplexes and same with the mouse DNA
A small portion will form a mixture of DNAhuman/mouse _______ which shows the part of the DNAthat has ______________ heritage
________ portion of human/mouse DNA will formhybrids than human/yeast DNA hybrids
AdministratorTypewritten TextSalt
AdministratorTypewritten TextG/C
AdministratorTypewritten TextLow
AdministratorTypewritten TextConcentration
AdministratorTypewritten Text10
AdministratorTypewritten TextHuman
AdministratorTypewritten TextHybrid
AdministratorTypewritten TextEvolutionary
AdministratorTypewritten Textlarger
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DNA from two sources and the presence of hybrids
Fig 8.29
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Uses of Hybridization Procedures
evolutionary _________ between two species influencehow ______ hybridization will occur
A specific gene or sequence can be found if there is a________ complimentary sequence that is labelled(fluorescently or with chemical tags)
Complimentary ______ can be from the same species,different species or chemically __________
Slight modifications are made to find RNA sequences
This procedure can be used to ID a person from hair leftat a crime scene or to predict the onset of disease (thatmay exist in modifications within certain genes asequence of DNA)
AdministratorTypewritten TextRelationship
AdministratorTypewritten TextMuch
AdministratorTypewritten Textknown
AdministratorTypewritten TextSynthesized
AdministratorTypewritten TextStrand
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Nonenzymatic transformation of Nucleotides
Cells do not want ________ in their genetic material
Too many changes will lead to ________ death or species_________
Purine and pyrimidine can undergo ___________alterations on a very slow time basis.
Alterations lead to __________ (permanent changes inthe DNA)
Too many alterations / mutations leads to ________ andpossibly carcinogenesis
AdministratorTypewritten TextChanges
AdministratorTypewritten TextCell
AdministratorTypewritten TextExtinction
AdministratorTypewritten TextSpontaneous
AdministratorTypewritten TextMutations
AdministratorTypewritten TextAging
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Deamination
Loss of ____________ amino groups
1 cytosine will be converted to ________ in every 107
cytosine bases in ____ hours
Result is about _____ spontaneous events per day
Rate for deamination of A and G is about 1/100th ______
DNA contains ___ not ____
Presence of U appears as ______ DNA which is removedand repaired
If U was present in the DNA than it would be harder tofind the spontaneous deamination events and this wouldlead to _________ changes in the genetic material
AdministratorTypewritten TextExocyclic
AdministratorTypewritten Text24
AdministratorTypewritten Text100
AdministratorTypewritten TextUracil
AdministratorTypewritten TextT
AdministratorTypewritten TextU
AdministratorTypewritten TextForeign
AdministratorTypewritten TextSlower
AdministratorTypewritten TextPermanent
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Deamination
C deamination leads to_____ in G/C content andwould _______ the A/Ubase pairing in DNA cells
Over a millennia, Cdeamination could lead to_______ of C/G pairingand its genetic code
Using Thymine as a _____was a important turningpoint for _____ termstorage of geneticinformation
Fig 8.30
AdministratorTypewritten TextDrop
AdministratorTypewritten TextIncrease
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AdministratorTypewritten Textloss
AdministratorTypewritten TextBase
AdministratorTypewritten TextLong
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Depurination
Hydrolysis of N-b-_________ bond leads to the ______of a ________ from the pentose
Creates a DNA ________ called ____ site (apurinic orapyrimidinic depending on which base was lost) or________ site
Rate is faster for _________ (1 in 105 purines inmammalian cells for 24 hours) in typical cell conditionsthan in pyrimidines
Add _______ acid to purines in a test tube and the rateof reaction is faster
DNA incubated in pH __ will result in a selective removalof purine bases to yield __________ acid
Fig 8.30
AdministratorTypewritten TextGlucose
AdministratorTypewritten TextLoss
AdministratorTypewritten TextBase
AdministratorTypewritten TextLesson
AdministratorTypewritten TextAP
AdministratorTypewritten TextAbasic
AdministratorTypewritten TextPurine
AdministratorTypewritten TextDilute
AdministratorTypewritten Text3
AdministratorTypewritten Textapurims
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Depurination
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UV-Radiation
Radiation causes condensation of 2 ethylene groups toform a ___________ ring or ______ photoproduct
X-rays and gamma rays (ionizing radiation) initiate thering opening
Yeild fragmentation of bases and breaks in covalentbackbone of nucleic acids
______ and _______
Solar spectra (200 nm to 400 nm) in near UV radiationcause pyrimidine dimer formation or other chemicalchanges in the DNA in human ______ cells and bacteria
UV and ionizing radiation make up __% DNA damage byenvironmental agents
Fig 8.30
AdministratorTypewritten TextCyclobutane
AdministratorTypewritten Text6-4
AdministratorTypewritten TextBends
AdministratorTypewritten TextKinks
AdministratorTypewritten TextSkin
AdministratorTypewritten Text10
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Fig 8.31
Radiation damage products (dimers and
photoproduct) to DNA and their result to
DNA structure (kink)
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Industrial Activity
DNA can be damaged by industrial products or their sidereactions
____________ agents (nitrous acid (HNO2) orcompounds which can generate nitrous acid or nitrites)
Used as preservatives in food to prevent bacterial growth
_______ health hazard with them in food (andmodifications to DNA) than them not in food (foodspoilage)
Fig 8.32a
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AdministratorTypewritten Textlower
AdministratorTypewritten TextDeanimating
AdministratorTypewritten Text
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Industrial Activity Alkylating agents (will alter certain bases)
Dimethylsulfate (DMSO) will methylate guanine at O6
which prevents base pairing with cytosine (if in thecorrect tautomer)
Other reactions do occur naturally in cells such as the S-adenosyl methionine
Fig 8.32b and pg 302
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Oxidative species and damage to DNA Hydrogen peroxide, hydroxyl radicals and superoxide
radicals are products of irradiation or byproduct ofaerobic metabolism
Cells are able to destroy oxidative species throughcatalase or superoxide dismutase but some destruction isdone
DNA is able to self repair most of the damage before it ispermanently passed on to the next generation
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Methylation of some DNA bases _________ and _______ are more often methylated then
guanine or thymine
Methylation occurs more prominently in some sequencesor sections of genes
Not all reasons for methylation are understood
DNA methylases (enzyme) use S-adenoylmethionine forthe ________ source
Ecoli uses methylation for two reasons:
To label its DNA so that _______ DNA can be moreeasily found
To label a _______ where DNA repair must be madedue to ____________ bases
AdministratorTypewritten TextA
AdministratorTypewritten TextC
AdministratorTypewritten TextMethyl
AdministratorTypewritten TextForeign
AdministratorTypewritten TextSequence
AdministratorTypewritten TextMismatched
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Methylation of some DNA bases Adenine and cytosine are more often methylated then
guanine or thymine
Methylation occurs more prominently in some sequencesor sections of genes
Not all reasons for methylation are understood
DNA methylases (enzyme) use S-adenoylmethionine forthe methyl source
Ecoli uses methylation for two reasons:
To label its DNA so that foreign DNA can be moreeasily found
To label a sequence where DNA repair must be madedue to mismatched bases
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Sequencing DNA
Before 1970s very time consuming process
1977 two new techniques were developed (AlanMaxam and Walter Gilbert) and (Frederick Sanger)
Used improved understanding of nucleotide chemistryand DNA metabolism and electrophoresis to separateDNA strands one nucleotide at a time
Polyacrylamide gel used for shorter DNA sequences
Agarose used for longer DNA sequences
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Sequencing DNA
Basic principle reduce the DNA to four sets of labelledfragments
Reaction producing each fragment is nucleobase specific
Fragments are radioactively labelled on the 5 end
Mixtures undergo electrophoresis and the fragment canbe sequenced based on where the bands appear
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Sanger method: desired sequence has a primer to which the
nucleotides are added following the template strand
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Sanger method: desired sequence has a primer to which the
nucleotides are added
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Sanger method: dideoxynucleotides (ddNTP) are used interrupt the bonding sequence of the
addition of one ddNTP at a time to the template
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Sanger method: mixture of dNTPand ddNTP are
added, the template grows a
complementary sequence which has
a labeled primer, sequence is read after mixture of templates are
passed through the electrophoresis gel
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Sequencing DNA
Each nucleotide is added as dNTP and ddNTP and thefragments will stop growing with ddNTP is placed in thegrowing strand
Shorter fragments will migrate faster in the gel
Knowing the location of the nucleotide in the gel, thesequence can be read one base at a time
The sequence that is read from the gel is thecomplementary sequence to the one that was beinganalyzed
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Human Genone Project (HGP)
HGP accelerated DNAsequencing methods
Each nucleotide would belabeled with a fluorescent tag toallow large sequences to beanalyzed in a few hours
Each fragment of DNA wouldhave a tag and be read by adetector as it passed throughelectrophoresis gel
Fig 8.34
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Creating DNA on a solid silica support
Phosphoramidite method
Growing strand is attached to a solid support
Protecting groups prevent unwanted reactions
Polynucleotides up to 70 or 80 bases in length can beeasily made
Progress can be followed spectrophotometrically if thebase is coloured with a tag
Extra care must be taken to protect 2 OH in ribose whenRNA is being produced
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Creating DNA on a solid silica support:Phosphoramidite method
Fig 8.35
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Summary: Nucleic Acid Chemistry-1
DNA can melt at high temperatures or extreme pH
G/C rich areas melt at higher temperatures than A/T richareas
Single stranded DNA that is denatured can form duplexeswith a complimentary strand of DNA from the samespecies or different species (hybrid)
Hybridization concept used to isolate certain genes andRNA
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Summary: Nucleic Acid Chemistry-2
DNA is fairly stable but can undergo some chemicalreactions at very slow rates but still influence stability ofgenetic material
deamination C to U (so foreign U base substitutionscan be repaired)
Hydrolysis of base sugar bonds
Radiation forming pyrimidine dimers or photoproducts
Oxidative damage
Sequence of DNA can be determined by several differentmanners
Oligonucleotides can be synthesized rapidly andaccurately
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Other Functions of Nucleotides
Nucleotides have other functions besides being subunitsin nucleic acids
Energy carriers
Components of enzyme cofactors
Chemical messengers
Ribonucleotides can have 1 to 3 phosphates linked to theribose
Known as a, b or g depending
on distance from ribose
Fig 8.36
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Nomenclature of Nucleotides
Fig 8.36
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Other Functions of Nucleotides
Hydrolysis of phosphate groups provides chemical energyto drive other chemical reactions within the cell
_______ (adenosine 5triphosphate) is the most__________ energy form
GTP, UTP and CTP are also used as forms of energy
__________ are activated precursors of DNA and RNAsynthesis
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AdministratorTypewritten TextATP
AdministratorTypewritten Text
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AdministratorTypewritten TextCommon
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Other Functions of Nucleotides ________ linkage between a and ribose yields 14 kJ/mol
____________ linkage between a/b and b/g yields about30 kJ/mol each
Hydrolysis of ATP is often _______ to other biochemicalreactions to provide positive free-energy change and willresult in product formation
Fig 8.37
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Adenosine Participates in Many Reactions
__________ is an non protein component of an enzyme(inorganic ion or co-enzyme) required for catalysis
Enzyme co-factors use _______ as part of their structure
Adenosine appears in the _________ structure but mostcofactors do not look like nucleotides
Adenosine does not participate in the ________ functionof the co-factor
_____ of adenosine reduces the activities of the co-factorby _____ amount
Loss of 3-phosphoadenosine diphosphate fromacetoacetyl-Co-A (reduces its reactivity by a factor of106
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Regulatory Molecules
First _____________ are hormones or external chemicalsignals which interact with receptors on cell surfaces
First messengers can lead to formation of________messengers inside cells
Second messengers will trigger _________ changes inthe cell interior
_______ = adenosine 3,5-cyclic monophosphate
Formed from ATP in a reaction catalyzed by adenylylcyclase (enzyme located in the inner face of plasmamembrane)
cAMP has ____________ functions for every celloutside the plant kingdom
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Coenzyme A (CoA) functions in acyl group transfer reactions
acyl group is attached it CoA through the thioesterlinkage of b-mercaptoethylamine
Fig 8.38
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Flavin adenine dinucleotide (FAD)
active form of Vitamin B2works in electron transfers
Fig 8.38
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Nicotinamideadenine dinucleotide
(NAD+) works in hydride transfers
Fig 8.38
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Why use Adenosine?
Adenosine may be used due to evolutionary ________
Adenosine can _________ potential binding energy
Other nucleobases can offer ________ potential bindingenergy
Using one compound for many purposes reduces downthe need for many additional systems and is an____________ advantage
Presence of _______ amounts of adenosine led to itsincorporation into other _________
Single protein ________ that can bind adenosine can beused in many _________ enzymes
__________ binding fold present in many enzymes thatuse ATP and nucleotide cofactors
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Regulatory Molecules
cGMP = guanosine 3,5- cyclic monophosphate
Exists in many cells and also has _________ functions
ppGpp = guanosine 5 diphosphate, 3 diphosphate
Found in ___________ cells
Produced when there is a _________ in proteinsynthesis during amino acid __________
___________ the synthesis of rRNA and tRNAmolecules ________ for protein synthesis (to preventunwanted production of nucleic acids)
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Regulatory Molecules
Fig 8.39
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Summary: Other Functions of Nucleotides
ATP is important commodity in cells for energy
Adenosine is used in many cofacotors that involve energybinding requirements
cAMP is used as a second messenger to triggered byhormones or other chemical signals
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Learning Outcomes
Structure and function of nucleic acids
Draw and ID purine and pyramidine nitrogeneous bases
Draw and understand the mechanism for formation of ring inpentose ring in nuclotides
Draw the mechanism for formation and cleavage of N-glycosidic bond
ID and draw the mechanism for the formation ofphosphodiester bond which links nucleotides together in DNA
What are the major characteristics of DNA that highlight theimportant chemical interactions that impart structure andfunctionality
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Can you define the terms?
Gene (pg 281)
Ribosomal RNA (rRNA) (pg 281)
Messenger RNA (mRNA) (pg 281)
Transfer RNA (rRNA) (pg 281)
Nucleotide (pg 281)
Nucleoside (pg 281)
Pyrimidine (pg 282)
Purine (pg 282)
Deoxyribonucleotides (pg 283)
Ribonucleotides (pg 283)
Phosphodiester linkage (pg 285)
5end (pg 285)
3end (pg 285)
Oligonucleotide (pg 286)
Polynucleotide (pg 286)
Base pair (pg 287)
Major groove (pg 289)
Minor groove (pg 289)
B-form DNA (pg 291)
A-form DNA (pg 291)
Z-form DNA (pg 291)
Palindrome (pg 291)
Hairpin (pg 292)
Cruciform (pg 292)
Triplex DNA (pg 292)
G tetraplex (pg 292)
Transcription (pg 294)
Monocistronic mRNA (pg 294)
Polycistronic mRNA (pg 294)
Mutation (pg 299)
Second messenger (pg 308)
Adenosine 3, 5 cyclic monophosphate (cyclic AMP, cAMP) (pg 308)
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Things to ponder for next lecture
Try to determine the correct answer
Results taken up in next lecture
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What other name can be given to a nucleotide?
A. Glycosylated nucleosideB. Purinated pentoseC. DeoxyribonucleotideD. Nucleoside phosphateE. Pyrimidinate
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Some effort has been made to extract DNA fromfossilized dinosaur bones that have been buried formany millions of years in arid climates. In what form isthis DNA most likely to be found?
A. A
B. B
C. Z
D. Tetraplex
E. Completely denatured
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What function is served by the major groove in DNA?
A. It is the binding site for ethidium bromide.
B. It is a binding site for regulatory proteins.
C. It is a region of denatured DNA to which restrictionendonucleases bind.
D. It is a region of DNA that can form a hybrid duplexwith DNA of another species.
E. It is the site of guanine tetraplex formation.
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Which structure is found in RNA, but would be theresult of a mutation or faulty annealing in DNA?
A. Hairpin
B. Double-stranded helix
C. Cruciform
D. Sequence complementation
E. Bulge
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Telomeres are non-coding sequences on the ends ofchromosomes. They contain a high concentration ofguanosine. Given this information, what other structuremay be in telomeres?
A. Cyclobutane dimers
B. A high concentration of triplexes
C. Cruciform
D. Tetraplexes
E. A-form DNA