Methods hi Enzymology

Volume 142

Metabolism of AromaticAmino Acids and Amines

Seymour Kaufman

CONTRIBUTORS TO VOLUME 142 xi

PREFACE Xvli

VOLUMES IN SERIES Xi X

Section I . Catabolism of the Aromatic Amino Acid s

I . Phenylalanine 4-Monooxygenase from Rat Liver SEYMOUR KAUFMAN

3

2 . Purification and Assay of Rat Liver Phenylalanine Ross SHIMAN

1 7

4-Monooxygenas e

3 . Phenylalanine 4-Monooxygenase from Human JEAN-PIERRE ABITA ,Liver

FELICIENNE BLANDIN-SAVOJA ,AND FRANcOISE REY

27

4 . Phenylalanine 4-Monooxygenase from Bovine ANNE P. Dt SKELAND ,Liver

STEIN OVE DOSKELAND, AN DTORGEIR FLATMARK

35

5 . Phenylalanine 4-Monooxygenase from Chromo- HITOSHI FUJISAWA AN Dbacterium uiolaceum

HIROYASU NAKATA

4 4

6 . Chromobacterium violaceum Phenylalanine 4- STEPHEN O . PEMBER ,Monooxygenase

JOSEPH J . VILLAFRANCA, AN DSTEPHEN J. BENKOVIC

50

7 . Tyrosine 3-Monooxygenase from Bovine Adrenal TOSHIHARU NAGATSU AN DMedulla

KAZUHIRO OKA

56

8. Tyrosine 3-Monooxygenase from Rat Adrenals

HITOSHI FUJISAWA AN DSACHIKO OKUNO

63

9 . Tyrosine 3-Monooxygenase from Rat Pheochro- A . WILLIAM TANK ANDmocytoma

NORMAN WEINER

7 1

10 . Tryptophan 5-Monooxygenase from Rat Brain HITOSHI FUJISAWA ANDStem

HIROYASU NAKATA

83

I1 . Tryptophan 5-Monooxygenase from Mouse Mas- HIROYUKI HASEGAWA AN Dtocytoma: High-Performance Liquid Chroma- ARATA ICHIYAMA

88tography Assa y

12 . Tryptophan 5-Monooxygenase from Mouse Mas- HITOSHI FUJISAWA ANDtocytoma Clone P815

HIROYASU NAKATA

93

13. Dihydropteridine Reductase from Sheep Liver

SEYMOUR KAUFMAN

97

14 . Dihydropteridine Reductase from Bovine Liver HIROYUKI HASEGAWA AN DNOBuo NAKANISHI

103

15 . NADPH-Specific Dihydropteridine Reductase HIROYUKI HASEGAWA AN Dfrom Bovine Liver

NOBUO NAKANISHI

11 1

16 . Use of a Naphthoquinone Adsorbent for the Isola- FRANK A . FIRGAIRA ,tion of Human Dihydropteridine Reductase

R . G . H . COTTON ,1 . JENNINGS ,AND D . M . DANKS

11 6

17. Dihydropteridine Reductase from Sheep Brain

K . G . SCRIMGEOUR ANDS . CHEEMA-DHADLI

127

18 . 4-Hydroxyphenylpyruvate Dioxygenase from Pig DAVID J . BUCKTHAL ,Liver

PATRICK A . ROCHE ,

THOMAS J . MOOREHEAD ,BRIAN J . R . FORBES, ANDGORDON A . HAMILTON

13 2

19 . 4-Hydroxyphenylpyruvate Dioxygenase from Hu- SVEN LINDSTEDT ANDman Liver

BIRGIT 0DELH6G

13 9

20 . 4-Hydroxyphenylpyruvate Dioxygenase from SVEN LINDSTEDT AN DPseudomonas

BIRGIT 0DELH6G

14 3

21 . 4-Hydroxyphenylpyruvate Dioxygenase from J . H . FELLMAN

14 8Avian Live r

22 . Mammalian Monophenol Monooxygenase (Tyro- VINCENT J . HEARING, JR.

154sinase) : Purification, Properties, and ReactionsCatalyze d

23 . Monophenol Monooxygenase from Neurospora KONRAD LERCH

165crassa

24. Aromatic-L-Amino Acid Decarboxylase

THEODORE L . SOURKES

170

25 . Aromatic-L-Amino Acid Decarboxylase from Pig CARLA BORRI VOLTATTORNI ,Kidney

ANNA GIARTOSIO, AN DCARLO TURANO

179

26. Indoleamine 2,3-Dioxygenase

RYOTARO YOSHIDA AN DOSAMU HAYAISHI

188

27 . Purification and Properties of Tryptophan Side KATSuaI TAKAI AN DChain Oxidase : Types I and II from Pseudo- OSAMU HAYAISHI

195monas

28 . Kynurenine-Oxoglutarate Aminotransferase from MICHAEL C . TOBES

21 7Rat Kidne y

29 . Arylformamidase from Streptomyces parucdus

EDWARD KATZ ,DALE BROWN ,AND M . J . M . HITCHCOCK

225

30 . Tryptophan C-Methyltransferase of Streptomyces MARILYN K . SPEEDIE

23 5flocculu s

31 . Phenylalanine Ammonia-lyase from the Yeast CREED W . ABELL AN DRhodotorula glutinis

RONG-SEN SHEN

24 2

32 . L-Phenylalanine Ammonia-lyase from Soybean EVELYN A . HAVIR

24 8Cell Suspension Cultures

33 . Transamination of Aromatic Amino Acids in Es- CHARALAMPOS MAVRIDES

253cherichia coi l

34 . Aromatic-Amino-Acid Aminotransferase from ToMoo NoGUCHi

267Small Intestin e

35 . Aromatic -Amino- Acid-Glyoxylate Aminotrans- YOSHIKAZU TAKADA AN Dferase from Rat Liver

TOMoo NOGUCHI

27 3

36. Cathepsin T

HENRY C . PITOT AN DEIICHI GOHDA

27 9

Section II . Biosynthesis of the Aromatic Amino Acid s

37 . Synthesis of Tryptophan from Chorismate : Corn- IRVING P . CRAWFORD

293parative Aspect s

38 . Anthranilate Synthase from Fluorescent Pseudo- IRVING P . CRAWFORD

300monads

39 . Dehydroquinate Synthase from Escherichia coli, SHUJAATH MEHDI ,and Its Substrate 3-Deoxy-D-arabino-heptulo- JOHN W . FROST, AN Dsonic Acid 7-Phosphate

JEREMY R . KNOWLES

30 6

40 . Shikimate Dehydrogenase from Escherichia coli SUBHENDU CHAUDHURI ,IAN A . ANTON, ANDJOHN R . COGGINS

31 5

41 . 3-Dehydroquinate Dehydratase from Escherichia SUBHENDU CHAUDHURI ,coli

KENNETH DUNCAN, ANDJOHN R . COGGINS

320

42. The arom Multifunctional Enzyme from Neuro- JOHN R . COGGINS ,spora crassa

MARTIN R . BoococK ,SUBHENDU CHAUDHURI ,JOHN M . LAMBERT ,JAMES LUMSDEN ,GILLIAN A . NIMMO, AN DD . DRUMMOND S . SMITH

32 5

43 . 3-Phosphoshikimate 1-Carboxyvinyltransferase ANN LEWENDON AN Dfrom Escherichia coil

JOHN R . COGGINS

342

44 . 3-Phosphoshikimate I-Carboxyvinyltransferase DAVID M . MOUSDALE AN Dfrom Pisum satiUum

JOHN R . COGGINS

34 8

45. Shikimate Kinases from Escherichia coli K12

ROBERT DE FEYTER

35 5

46 . Chorismate Synthase : A Bifunctional Enzyme in FRANK H . GAERTNER

36 2Neurospora crass a

47 . Anthranilate Synthase-Anthranilate Phosphoribo- RONALD BAUERLE ,

syltransferase Complex and Subunits of Salmo- JOHN HESS, AN Dnella typhimurium

SARAH FRENCH

36 6

48. Phosphoribosylanthranilate

Isomerase-lndole- KASPER KIRSCHNER ,glycerol-Phosphate Synthase from Escherichia HALINA SZADKOWSKI ,Coli

THEODORE S .JARDETZKY ,AND VRENI HAGER

386

49 . Tryptophan Synthase from Escherichia coli and EDITH WILSON MILES ,Salmonella typhimurium

RONALD BAUERLE, AN DSYED ASHRAFUDDIN AHMED 39 8

50 . Tryptophanase from Escherichia coli B/lt7-A

IRAs BEHBAHANI-NEJAD ,J . L . DYE, AN DCLARENCE H .SUELTER

41 4

51 . Purification of Chorismate, Prephenate, and JAMES A. CONNELLY AN DArogenate by HPLC

DANIEL L . SIEHI .

42 2

52 . Chorismate Mutase-Prephenate Dehydratase BARRIE E . DAVIDSON

43 2from Esherichia coli

53 . Chorismate Mutase-Prephenate Dehydrogenase BARRIE E . DAVIDSON AN Dfrom Escherichia coli

GRAHAM S . HUDSON

44 0

54 . Chorismate Mutase from Mung Bean and Sor- DAVID G . GILCHRIST ANDghum

JAMES A. CONNELLY

45 0

55 . Chorismate Mutase from Streptomyces aureofa- HELMUT GORISCH

46 3ciens

56 . The Postprephenate Biochemical Pathways to R . JENSEN AND R. FISCHER 47 2Phenylalanine and Tyrosine : An Overview

57. Prephenate Aminotransferase

C . BONNER AND R . JENSEN

47 9

58. Arogenate Dehydrogenase

C . BONNER AND R . JENSEN 48 8

59. Arogenate Dehydratase

R . FISCHER AND R . JENSEN 49 5

60. Prephenate Dehydrogenase (Monofunctional)

R . FISCHER AND R. JENSEN

50 3

61. Prephenate Dehydratase (Monofunctional)

R . FISCHER AND R. JENSEN

507

62 . Arogenate Dehydrogenase from Phenylobacte- FRANz LINGENS ,rium immobile

EBERHARD KELLER, ANDBRIGITTE KELLER

513

Section III . Methods of Determination and Metabolism of theAromatic Amines

63 . Catecholamine Measurements in Plasma by High- PAUL HJEMDAHL

52 1Performance Liquid Chromatography withElectrochemical Detectio n

64 . Catecholamine Metabolite Measurements in ELISABETH MORIER-TEISSIE RMouse Brain Using High-Performance Liquid AND RICHARD Ri p s

53 5Chromatography and Electrochemical Detec-tion: Comparison of a One-Column Techniquewith a Two-Column Switching Techniqu e

65 . Enzymatic Radioimmunoassay of Epinephrine, WILLIAM J . RAUM

550Norepinephrine, Metanephrine, and Norme-tanephrin e

66 . Quantitation of Catecholamine Metabolites by JERRY J . WARSH ,Gas Chromatography-Mass Spectrometry with DAMODAR D . GODSE, ANDSelected Ion Monitoring

PETER P . LI

57 1

67 . Arylalkylamine N-Acetyltransferase from Mam- M. A . A . NAMBOODIRI ,malian Pineal Gland

R. DUBBELS, AN DD. C . KLEIN

58 3

68 . Hydroxyindole O-Methyltransferase

DAVID SUGDEN ,VALENTIN CENA, AN DDAVID C . KLEIN

59 0

69 . Dopamine ß-Monooxygenase from Bovine Adre- TORBJORN LJONES

59 6nal Medulla

70 . Dopamine ß-Monooxygenase from Human RONALD P . FRIGON

60 3Plasma

71. Avian Dopamine /3-Monooxygenase

ROGER M . WEPPELMAN

60 8

72 . Assay and Purification of Liver Monoamine MOUSSA B . H . YOUDIM AN DOxidase

MEIR TENNE

61 7

73 . Preparation of the Flavin-Containing Aromatic JAMES I . SALACH ANDAmine Oxidases of Human Placenta and Beef WALTER WEYLER

627Live r

74 . Monoamine Oxidase A and B from Human CREED W . ABELL

638Liver and Brai n

75 . Aromatic Amine Dehydrogenase from Alcaligenes MITSUIIIRO NOZAKI

650faecalis

76 . Norepinephrine N-Methyltransferase from Rabbit RAY W . FULLER

65 5Adrenal Gland s

77. Amine N-Methyltransferases

SHERRY S . ANSHER AN DWILLIAM B . JAKOBY

660

78 . Indoleamine N-Methyltransferase from Rabbit RAFFAELE PORTA

66 8

Lung

AUTHOR INDEX 67 5

SUBJECT INDEX 701