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3-D world OH O HO L-lactic acid O O O O O O +3H 2 O capsaicin HO O H N O triglyceride Carbon makes 4 bonds Nitrogen makes 3 bonds Oxygen makes 2 bonds HO same as OH Lines/wedges indicate bonds #H bonded to C= 4 - #bonds (lines)

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Page 1: exam1 review no answers - franklin.chem.colostate.edufranklin.chem.colostate.edu/chem103/2013/l3/exam1... · 3-D world contd cellulose (a fiber): not soluble in water, not digestible

3-D world

OH

O

HO

L-lactic acid

O

O

O

O

O

O

+3H2O

capsaicin

HO

O

HN

O

triglyceride

Carbon makes 4 bonds Nitrogen makes 3 bonds Oxygen makes 2 bonds HO same as OH Lines/wedges indicate bonds #H bonded to C= 4 - #bonds (lines)

Page 2: exam1 review no answers - franklin.chem.colostate.edufranklin.chem.colostate.edu/chem103/2013/l3/exam1... · 3-D world contd cellulose (a fiber): not soluble in water, not digestible

3-D world contd.

cellulose (a fiber): not soluble in water, not digestible by people, main component in plant cell walls, approximately 1/3 of all plant matter

amylose (starch): soluble in water, digestible by people

Page 3: exam1 review no answers - franklin.chem.colostate.edufranklin.chem.colostate.edu/chem103/2013/l3/exam1... · 3-D world contd cellulose (a fiber): not soluble in water, not digestible

3-D World contd.

Hydrogen-bonding in alpha helix

Hydrogen-bonding in beta-sheet

Page 4: exam1 review no answers - franklin.chem.colostate.edufranklin.chem.colostate.edu/chem103/2013/l3/exam1... · 3-D world contd cellulose (a fiber): not soluble in water, not digestible

3-D World contd.

Hydrophobic in grey Hydrophilic in blue

Hydrophobic side chains are on the inside Hydrophobic interactions contribute to folding Non-polar <-> non-polar polar <-> polar

Page 5: exam1 review no answers - franklin.chem.colostate.edufranklin.chem.colostate.edu/chem103/2013/l3/exam1... · 3-D world contd cellulose (a fiber): not soluble in water, not digestible

3-D World contd.

Primary? Secondary? Tertiary? Quaternary?

Page 6: exam1 review no answers - franklin.chem.colostate.edufranklin.chem.colostate.edu/chem103/2013/l3/exam1... · 3-D world contd cellulose (a fiber): not soluble in water, not digestible

Protein Structure

Myoglobin amino acid sequence: primary structure

VAL LEU SER GLU GLY GLU TRP GLN LEU VAL LEU HIS VAL TRP ALA LYS VAL GLU ALA ASP VAL ALA GLY HIS GLY GLN ASP ILE LEU ILE ARG LEU PHE LYS SER HIS PRO GLU THR LEU GLU LYS PHE ASP ARG PHE LYS HIS LEU LYS THR GLU ALA GLU MET LYS ALA SER GLU ASP LEU LYS LYS HIS GLY VAL THR VAL LEU THR ALA LEU GLY ALA ILE LEU LYS LYS LYS GLY HIS HIS GLU ALA GLU LEU LYS PRO LEU ALA GLN SER HIS ALA THR LYS HIS LYS ILE PRO ILE LYS TYR LEU GLU PHE ILE SER GLU ALA ILE ILE HIS VAL LEU HIS SER ARG HIS PRO GLY ASP PHE GLY ALA ASP ALA GLN GLY ALA MET ASN LYS ALA LEU GLU LEU PHE ARG LYS ASP ILE ALA ALA LYS TYR LYS GLU LEU GLY TYR GLN GLY

Looking at start: VAL LEU SER

Page 7: exam1 review no answers - franklin.chem.colostate.edufranklin.chem.colostate.edu/chem103/2013/l3/exam1... · 3-D world contd cellulose (a fiber): not soluble in water, not digestible

Protein Structure

Looking at start: VAL LEU SER

H2N

O

OHvaline

H2N

O

OHleucine

H2N

O

OH

serineHO

H2N

O

OHvaline

H2N

O

OHleucine

H2N

O

NH

O

OH+ +H2O

H2N

O

OH

serineHO

H2N

O

NH

O

HN

O

OH

HO

H2N

O

NH

O

OH+

+H2O

Page 8: exam1 review no answers - franklin.chem.colostate.edufranklin.chem.colostate.edu/chem103/2013/l3/exam1... · 3-D world contd cellulose (a fiber): not soluble in water, not digestible

Functional groups

OH

HO

HO

NH

N

O

H

OO

O

OH

a) b) c)

d) e)

f)

Page 9: exam1 review no answers - franklin.chem.colostate.edufranklin.chem.colostate.edu/chem103/2013/l3/exam1... · 3-D world contd cellulose (a fiber): not soluble in water, not digestible

Bio molecules

HO

O

H2N NH

HN

O

O

O

NH

O

H2N

NH

HN

O

O

O

NH

OH

O

N

NN

NNH2

O

OPO

HO

O-

NH

N

NO

NH2N

O

OPO

O

O-NH

O

ON

O

OPOO-

O

O-

H2N

O

OH

a) b)

c)

d)

Page 10: exam1 review no answers - franklin.chem.colostate.edufranklin.chem.colostate.edu/chem103/2013/l3/exam1... · 3-D world contd cellulose (a fiber): not soluble in water, not digestible

Bio molecules contd.

O

O

OO

O

O

OHO

OH OHOH

OHN

NN

N

NH2

O

OHOH

OP-O

O-

O

a) b)

c) d)

H2N NH

OHO

O

Dipeptide

Page 11: exam1 review no answers - franklin.chem.colostate.edufranklin.chem.colostate.edu/chem103/2013/l3/exam1... · 3-D world contd cellulose (a fiber): not soluble in water, not digestible

Other Q’s

HO

O

HO O

OH

C C

CO

C

OHHO

OCC

HO

HO

HH H

H

# H’s

# O’s

Page 12: exam1 review no answers - franklin.chem.colostate.edufranklin.chem.colostate.edu/chem103/2013/l3/exam1... · 3-D world contd cellulose (a fiber): not soluble in water, not digestible

Fat Soluble? Water Soluble?

OH

vitamin A (retinol)

O

O vitamin K1

O

HO

vitamin E

O

OHHO

OHO

HO

vitamin C

Page 13: exam1 review no answers - franklin.chem.colostate.edufranklin.chem.colostate.edu/chem103/2013/l3/exam1... · 3-D world contd cellulose (a fiber): not soluble in water, not digestible

Polymers

Natural fibers are made from what?

Synthetic polymers are made from what?

Page 14: exam1 review no answers - franklin.chem.colostate.edufranklin.chem.colostate.edu/chem103/2013/l3/exam1... · 3-D world contd cellulose (a fiber): not soluble in water, not digestible

Summary

We’ve learned what sugars fats proteins DNA are & look like

We’ve learned what alcohols (hydroxyl) carboxylic acids esters aromatic rings (phenyl) amines amides are & look like (Table 9.2 p. 383)

We’ve learned about starch/amylose cellulose fats/fatty acids/triglycerides Hydrogen bonding primary/secondary/tertiary/quaternary structure of proteins alpha helices and beta sheets enzymes & receptor sites & oxygen carriers mRNA, tRNA, replication, transcription, protein synthesis

We’ve learned that carbon makes 4 bonds nitrogen makes 3 bonds oxygen makes 2 bonds like dissolves like

We’ve seen the condensation reaction where hydrogen bonding shapes structure (proteins, starch/amylose, DNA)