Methods in Enzymology

Volume 281

Vitamins and CoenzymesPart K

EDITED BY

Donald B. McCormickDEPARTMENT OF BIOCHEMISTR Y

EMORY UNIVERSITY

ATLANTA, GEORGI A

John W. SuttieDEPARTMENTS OF BIOCHEMISTRY AND NUTRITIONAL SCIENCE S

UNIVERSITY OF WISCONSIN-MADISO N

MADISON, WISCONSIN

Conrad WagnerDEPARTMENT OF VETERANS AFFAIRS MEDICAL CENTE R

AND DEPARTMENT OF BIOCHEMISTRY

VANDERBILT UNIVERSITY SCHOOL OF MEDICIN E

NASHVILLE, TENNESSEE

CONTRIBUTORS TO VOLUME 281 .

.

i x

PREFACE xii i

VOLUMES IN SERIES x v

Section I . Folic Acid

1 . Total Chemical Synthesis of Chirally Pure (6S)- STEVEN W . BAILEY AN DTetrahydrofolic Acid

JUNE E. AYLING

3

2 . Analysis of Folates Using Combined Affinity and PAMELA J . BAGLEY ANDIon-Pair Chromatography

JACOB SELHUB

1 6

3 . Molar Quantitation of Folates by Gas Chromatogra- CHERUPPOLIL R .phy-Mass Spectrometry

SANTHOSH-KUMAR AN DJ. FRED KOLHOUSE

2 6

4 . Microbiological Assay of Folates in 96-Well Micro- DONALD W . HORNE

3 8titer Plates

5 . Microbiological Assay for Serum, Plasma, and Red ANNE M. MOLLOY AN DCell Folate Using Cryopreserved, Microtiter JOHN M . SCOTT

43

Plate Metho d

6 . Determination of Tetrahydrobiopterin Biosynthetic ERNST R. WERNER ,

Activities by High-Performance Liquid Chroma- HELMUT WACHTER, AN Dtography with Fluorescence Detection

GABRIELE WERNER-FELMAYER 53

7 . Microtiter Plate Assay for Biopterin Using Cryopre- ROBERT J . LEEMING

6 1served Crithidia fasciculata

8 . Identification and Assay of Folate Catabolites in JOE MCPARTLIN ANDHuman Urine

JOHN M . SCOTT

70

9 . Enzymatic Determination of Folylpolyglutamate VERNE SCHIRCH

7 7

Pool s

10. Synthesis and Interconversion of Reduced Folyl- VERNE SCHIRCH

8 1polyglutamate s

11 . Chemical Synthesis of (6S)-5-Formyl-5,6,7,8-tetra- ANTHONY L . FITZHUGH ANDhydropteroylpoly-y-L-glutamates

RHONE K. AKEE

S 8

12 . Biotin Derivatives of Folate Compounds : Synthesis JIANGUO FAN AN Dand Utilization for Visualization and Affinity Pu- FRANK HUENNEKENS

9 7

rification of Folate Transport Proteins

13. Preparation of Stable Isotopically Labeled Folates CHRISTINE M . PFEIFFER ANDfor in Vivo Investigation of Folate Absorption JESSE F . GREGORY III

10 6and Metabolis m

14. Interconversion of 6- and 7-Substituted Tetrahy- SHELDON MILSTIEN

11 6dropterins via Enzyme-Generated 4a-Hydroxy-tetrahydropterin Intermediate s

15 . Enzymatic Synthesis of 6R-[U- I 'C]Tetrahydro- MASAAKI HosHIGA AN Dbiopterin from [U- I4C]GTP

KAZUYUKI HATAKEYAMA

123

16. Use of 10-Formyl-5,8-dideazafolate as Substrate for ROBERT J . Co0K

12 9Rat 10-Formyltetrahydrofolate Dehydrogenas e

17. Human Cytosolic Folylpoly-y-glutamate Synthase IAN ATKINSON ,TIMOTHY GARROW ,ALBERT BRENNER, AN DBARRY SHANE

134

18. Folylpolyglutamate Synthase from Higher Plants HELENA C . (MESON AN DEDWIN A. COSSINS

14 1

19. Purification of Folate-Dependent Enzymes from VERNE SCHIRCH

14 6Rabbit Liver

20. Human 5,10-Methenyltetrahydrofolate Synthetase JACQUES JOLIVET

162

21 . Mitochondrial NAD-Dependent Methylenetetra- ROBERT E . MACKENZIE

17 1hydrofolate Dehydrogenase-Methenyltetrahy-drofolate Cyclohydrolas e

22 . Monofunctional NAD-Dependent 5 .10-Methylene- DEAN R . APPLING ANDtetrahydrofolate Dehydrogenase from Saccharo- MARY G . WEST

178myces cerevisiae

23 . Methionine Synthase from Pig Liver

RUMA BANERJEE ,ZHIQIANG CHEN, ANDSUMEDHA GULATI

189

24. Purification and Assay of Cobalamin-Dependent JOSEPH T . JARRETT ,Methionine Synthase from Escherichia coli

CELIA W . GOULDING ,KERRY FLUHR ,SHA HUANG, ANDROWENA G . MATTHEWS

196

25 . Formyltetrahydrofolatc Hydrolase from Esche- HOWARD ZALKIN

21 4richia coli

26. Use of 13 C Nuclear Magnetic Resonance to Evaluate DEAN R . APPLING ,Metabolic Flux through Folate One-Carbon EVDOKIA KASTANOS ,Pools in Saccharomyces cerevisiae

LAURA B . PASTERNACK, AN DYAKOV Y . WOLDMAN

218

Section II . Vitamin B 12 and Cobalamins

27 . Use of Magnetic Field Effects to Study Coenzyme CHARLES B . GRISSOM AN D

B12-Dependent Reactions

ETTAYA NATARA .IAN

235

28. Analysis of Cobalamin and Cobalamin Analogs by DAVID P. SUNDIN AND

Gas Chromatography-Mass Spectrometry

ROBERT H . ALLEN

247

29. Expression of Functional Intrinsic Factor Using Re- MARILYN M. GORDON ,

combinant Baculovirus

GREG RUSSELL-JONES, AND

DAVID H. ALPERS

25 5

30 . Quantitative Methods for Measurement of Transco- SHELDON P . ROTHENBERG AN D

balamin II

EDWARD V . QUADROS

26 1

31 . Molecular Methods for Analysis and Expression of LIAN QIAN ,

Transcobalamin II

EDWARD V . QUADROS, AND

SHELDON P. ROTHENBERG

26 9

32 . Purification, Membrane Expression, and Interac- SANTANU BOSE AN D

tions of Transcobalamin II Receptor

BELLUR SEETHARAM

28 1

33 . Purification and Characterization of Aquacoba- FUMIO WATANABE AN D

lamin Reductase from Euglena gracilis

YOSHIHISA NAKANO

28 9

34 . Purification and Characterization of Aquacoba- FuMIo WATANABE AN D

lamin Reductases from Mammals

YOSHIHISA NAKANO

29 5

Section III . Herne

35. Continuous Coupled Assay for 5-Aminolevulinate PETER M .

Synthase

SHOOLINGIN-JORDAN ,

JEREMY E. LELEAN, AND

ADRIAN J . LLOYD

309

36. Dipyrromethane Cofactor Assembly of Porpho- PETER M .bilinogen Deaminase : Formation of Apoenzyme SHOOLINGIN-JORDAN ,

and Preparation of Holoenzyme

MARTIN J. WARREN, AND

SARAH J. AWAN

31 7

37 . Coupled Assay for Uroporphyrinogen III Synthase PETER M.

SHOOLINGIN-JORDAN AND

ROBERT LEADBEATER

327

38 . Expression and Purification of Mammalian HARRY A . DAILEY AN D

5-Aminolevulinate Synthase

TAMARA A . DAILEY

336

39. Expression, Purification, and Characteristics of TAMARA A . DAILEY AND

Mammalian Protoporphyrinogen Oxidase

HARRY A . DAILEY

340

40. Purification and Properties of Uroporphyrinogen ANDREW G . ROBERTS AN D

Decarboxylase from Human Erythrocytes

GEORGE H. ELDER

349

41 . Purification and Properties of Coproporphyrinogen TAKEO YOSHINAOA

355

III Oxidase from Bovine Liver

42 . Purification and Properties of Coproporphyrinogen PIERRE LABBE

367III Oxidase from Yeast

43 . Expression, Purification ; and Characterization of VERA M . SELLERS AND

Recombinant Mammalian Ferrochelatase

HARRY A . DAIEEY

37 8

Section IV. Miscellaneous Vitamins and Coenzymes

44 . Structural Characterization of Modified Folates in ROBERT H. WHIT! ..

39 1Archae a

Section V. Methodologies Broadly Applicable to Vitamin sand Coenzymes

45 . Biokinetic Analysis of Vitamin Absorption and Dis- JANOS ZI :MPLENI

40 5position in Humans

46. In Situ Kinetics : An Approach to Recommended MARK LEVINE ,

Intake of Vitamin C

STEVEN C. RUMSEY ,

YAOHUI WANG,

JAE PARK,

ORAN KWON, AND

NOBUYUKI AMANO

42 5

AUTHOR INDEX 43 9

SUBJECT INDEX 457