Vitamins and Coenzymes Part F

616 Pages·1980·9.015 MB·English

by  Donald B. McCormick, Lemuel D. Wright (Eds.)

Contributors to Volume 67
Article numbers are in parentheses following the names of contributors.
Atfiliations listed are current.
J. J. AARON (19), Department of Chemistry, FRANK CHYTIL (34), Department of
Facultd des Sciences, Universit~ de Biochemistry, Vanderbilt University
Dakar, Dakar-Fann, Senegal School of Medicine, Nashville, eessenneT
WILLIAM E. BALCH (65), Department of 23273
Biochemistry, Stanford University School J. W. COFFEY (10), Department of Phar-
of Medicine, Stanford, California 50349 macology, Hoffmann-La Roche, Inc.,
R. F. BAYFIELD (24), Department of Ag- Nutley, New Jersey 01170
riculture, Veterinary Research Station, E. R. COLE (24), Department of Applied -rO
dleifnelG N.S.W. 2167, Australia ganic Chemistry, University of New South
WILLIAM S. BECK (7), Harvard University, Wales, Kensington N.S.W. 2033, Aus-
Massachusetts General Hospital, Boston, ailart
Massachusetts 41120 BERNARD A. COOPER (9), Division of
JUNE E, BISHOP (48), Department of Hematology, Royal Victoria Hospital,
Biochemistry, University of California, McGill University, Montreal H3A IAI,
Riverside, California 12529 adanaC
INGEMAR BJOaKHEM (45), Department of A. A. M. CRUYL (39), Laboratoria voor
Clinical Chemistry, Huddinge Hospital, Medische Biochemie ne voor Klinische
Huddinge. Sweden Analyse, R~iksuniversiteit Gent, 531 De
S. L. BONTING (27, 36), Department of Pintelaan, B-9000 Gent, Belgium
Biochemistry, University of Nijmegen, VLADIMiR DAD,~K (14, 17), Department of
0056 HB N(jmegen, ehT Netherlands Biochemistry, University of J. E. Purkynk,
LUCILLE BREDBERG (35), Department of 61l 37 Brno, Czechoslovakia
Ophthalmology, University of Washing- F. J. M. DAEMEN (27, 36), Department of
ton School of Medicine, Seattle, Washing- Biochemistry, University of Nijmegen,
ton 59189 0056 HB Nijmegen, ehT Netherlands
GEORGE BRITTON (31), Department of W. J. DE GRIP (36), Department of
Biochemistry, University of Liverpool, Biochemistry, University of Nijmegen,
Liverpool L69 3EX, England 0056 HB Nijmegen, The Netherlands
DAVID J. BROWN (31), Research Depart- A. P. DE LEENHEER (39), Laboratoria voor
ment, ehT Boots Company Ltd., Notting- Medische Biochemie ne voor Klinische
ham, England Analyse, R(iksuniversiteit Gent, 531 De
L. M. CANFIELD (23), Department of Pintelaan, B-9000 Gent, Belgium
Biochemistry, College of Agricultural and HECTOR F. DELUCA (28, 44, 46, 50), -eD
Life Sciences, University of Wisconsin- partment of Biochemistry, University of
Madison, Madison, Wisconsin 60735 Wisconsin-Madison, Madison, Wisconsin
GEORGE L. CATIGNANI (15), Department of 60735
Food Science, North Carolina State Uni- D. O. EDLUND (40), Ames Quality Assur-
versity, Raleigh, North Carolina 05672 ance, Miles Laboratories, Inc., Elkhart,
JOHN S. CHANDLER (63, 64), Department of Indiana 41564
Biochemistry, University of Arizona, GRAHAM R. ELLIOTT (21), British Industrial
Health Sciences Center, Tucson, Arizona Biological Research Association, Carshal-
42758 ton, Surrey SM5 4DS, England
SYLVIA CHRISTAKOS (60), Department of EUGENE P. FRENKEL (6), Department of
Biochemistry, University of California, Internal Medicine, University of Texas
Riverside, California 12529 Health Science Center at Dallas, South-
xi
xii CONTRIBUTORS TO VOLUME 67
western Medical School, Dallas, Texas Arizona, Health Sciences Center, Tucson,
53257 Arizona 42758
ERNEST J. FRIEDLANDER (61), Department NELEH L. HENRY (52), Department of
of Chemistry, Harvard University, Cam- Biochemistry, University of California,
bridge, Massachusetts 83120 Riverside, California 12529
ORUBAS FUKUI (8), Department of Indus- INGER GREBMLOH (45), Department of -nilC
trial Chemistry, Faculty of Engineering, ical Chemistry, Huddinge Hospital, Hud-
Kyoto University, Sakyo-Ku, Kyoto 606, dinge, Sweden
Japan IHSOY1M IKAWA (29), Department of
SIDNEY *NAMRETTUF (35), Department of Biochemistry, University of New Hamp-
Ophthalmology, University of Washing- shire, Durham, New Hampshire 42830
ton School of Medicine, Seattle, Washing- NoBuo IKEKAWA (44), Laboratory of
ton 59189 Chemistry for Natural Products, Tokyo
J. GLOVER (33), Department of Biochemis- Institute of Technology, Nagatsuta,
try, University of Liverpool, Liverpool Midori-Ku, Yokohama, Japan
L69 3BX, England D. W. JACOBSEN (3), Department of
ROVERT W. GOODWIN (31), Department of Biochemistry, Scripps Clinic and Re-
Biochemistry, University of Liverpool, search Foundation, La Jolla, California
Liverpool L69 3BX, England 73O29
ALEMAP D. ,PG NEE (12), Hematology Re- P. A. A. JANSEN (27), Department of
search Laboratory, Veterans Administra- Biochemistry, University of Nijmegen,
tion Medical Center, Albany, New York 6500 HB Nijmegen, ehT Netherlands
80221 B. CONNOR NOSNHOJ (22), Oklahoma Medi-
RALPH GREEN (13), Department of Clinical cal Research Foundation, and Depart-
Research, Scripps Clinic and Research ment of Biochemistry and Molecular Biol-
Foundation, La Jolla, California 73029 ogy, University of Oklahoma Health
G. W. T. KJIDNENEORG (27), Department of Sciences Center, Oklahoma City,
Biochemistry, University of Nijmegen, Oklahoma 40137
0056 HB Nijmegen, ehT Netherlands MAX KA'rZ (9), Division of Hematology,
S. GRYS (25), Laboratory of Veterinary Royal Victoria Hospital, McGill Univer-
Hygiene, 02-156 Warsaw, Poland sity, Montreal H3A IA1, Canada
JOHN G. HADDAD, JR. (53), Department of DRAHCIR L. KITCHENS (6), Department of
Medicine, The Jewish Hospital of St. Internal Medicine, University of Texas
Louis, Washington University School of Health Science Center at Dallas, South-
Medicine, St. Louis, Missouri 01136 western Medical School, Dallas, Texas
LAURA A. HAGAN (63, 64), Department of 53257
Biochemistry, University of Arizona, TADASHI IHSAYABOK (41), Department of
Health Sciences Center, Tucson, Arizona Hygienic Chemistry, Kobe Women's Col-
42758 lege of Pharmacy, Kobe 658, Japan
SELRAHC A. HALL (12), Hematology Re- K. T. YHSOK (43), Biochemistry and Residue
search Laboratory, Veterans Administra- Analysis, ehT Upjohn Company,
tion Medical Center, Albany, New York Kalamazoo, Michigan 10094
80221 LUDMILA K~IV.~NKOV~ (14, 17), Depart-
KIYoZO HASEGAWA (30), Department of ment of Biochemistry, University of J. E.
Food Science and Nutrition, Nara Wom- Purkynk, 116 37 Brno, Czechoslovakia
en's University, Nara 630, Japan SUDHIR KUMAR (l 1), Perinatal Medicine,
SAAD S. M. HASSAN (16, 37, 66), Depart- Christ Hospital, Oak Lawn, Illinois ,35406
ment of Chemistry, Faculty of Science, and Departments of Neurological Sci-
Ain Shams University, Cairo, Egypt ences and Biochemistry, Rush Medical
MARK R. HAUSSLER (62, 63, 64), Depart- College, Chicago, Illinois 21606
ment of Biochemistry, University of D. E. M. LAWSON (54, 57), Medical Re-
*Deceased.
CONTRIBUTORS TO VOLUME 67 xiii
search Council, Dunn Nutritional Labo- Science Center at Dallas, Southwestern
ratory, Cambridge 4BC 1X J, England Medical School, Dallas, Texas 53257
S. L. LEE (1), Department of Chemistry, L. PUUTULA-R~s~NEN (5), Research De-
Texas A&M University, College Station, partment, Medix Laboratories, 00101
Texas 34877 Helsinld ,01 Finland
I. YA. LEVlTIN (4), Institute of Organo- LARS RASK (32), Department of Cell Re-
Element Compounds, Academy of Sci- search, ehT Biomedical Center, Univer-
ences of the USSR, Moscow B-334, USSR sity of Uppsala, Uppsala, Sweden
ANNE M. McCoRMICK (28), Department of AICIRTAP A. STREBOR (56), Department of
Biochemistry, University of Texas Health Biochemistry, University of California,
Science Center, Dallas, Texas 53257 Riverside, California 12529
LEO M. MEYER (11), Sickle Cell Program, MARTIN S. ROGINSgY (51), Department of
Veterans Administration Hospital, St. Al- Medicine, Nassau County Medical
bans, New York 52411 Center, East Meadow, New York ,45511
ORIHUSAY NAKATA (20), Eisai Kawashima and State University of New York at Stony
Plants, Eisai Company Ltd., 1 Takehaya, Brook, Stony Brook, New York 49711
Kawashima, Hajima, Gifu, Japan JAMES A. RESSEMOR (65), DuPont Com-
JOSEPH L. NAPOLI (28), Department of pany, Central Research and Development
Biochemistry, University of Texas Health Department, Experimental Station, Wil-
Science Center, Dallas, Texas 53257 mington, Delaware 89891
YNOHTNA W. NORMAN (48, 49, 56, 58, 59, KCIREDERF P. Ross (49), Department of
60, 61),Department of Biochemistry, Uni- Medical Biochemistry, University of the
versity of California, Riverside, California Witwatersrand Medical School, Johan-
12529 nesburg, South Africa 1002
EDWARD M. ODAM (21), Pest Infestation NHOJ C. SAARI (35), Department of
Control Laboratory, Ministry of Agricul- Ophthalmology, University of Washing-
ture, Fisheries and Food, Hook Rise ton School of Medicine, Seattle, Washing-
South, Tolworth, Surbiton, Surrey KT6 not 59189
7NF, England IKIHSOY SEINO (55), Department of Pediat-
ECNERWAL K. OLIVER (26), Bio-Science rics, Osaka University Medical School,
Laboratories, San Francisco Branch, Fukushima-Ku, Osaka 553, Japan
Oakland, California 12649 D. V. SHAH (23), Department of Biochemis-
DAVID ONG (34), Department of Biochemis- try, College of Agricultural and Life Sci-
try, Vanderbilt University School of Medi- ences, University of Wisconsin-Madison,
cine, Nashville, Tennessee 23273 Madison, Wisconsin 60735
ARDNERAN J. PATEL (31), Department of DRAHCIR M. SHEPARD (46), Pfizer Incorpo-
Biochemistry, University of Liverpool, rated, Groton, Connecticut 04360
Liverpool L69 3BX, England EKUSENUST SrtlMOTSUJI (55), Department
PER A. NOSRETEP (32), Department of Cell of Pediatrics, Osaka University Medical
Research, ehT Wallenberg Laboratories, School, Fukushima-Ku, Osaka 553,
ytisrevinU of Uppsala, Uppsala, Japan
Sweden D. SKLAN (42), Faculty of Agriculture, He-
TREBOR F. PFEIEER (51), Life Science Divi- brew University, Rehovot, Israel
sion, Waters Associates, Milford, Massa- PILL-SooN SONG (2), Department of
chusetts 75710 Chemistry, Texas Tech University, Lub-
J. WESLEY PIKE (62, 63, 64), Department of bock, Texas 90497
Biochemistry, University of Arizona, U.-H. STENMAN (5), Minerva Foundation
Health Sciences Center, Tucson, Arizona Institute for Medical Research, 10100
42758 Helsinld ,01 Finland
RUSSELL PROUGH (6), Department of GENE W. STUBRS (35), Department of
Biochemistry, University of Texas Health Ophthalmology, University of Washing-
xiv CONTRIBUTORS TO VOLUME 76
ton School of Medicine, Seattle, Washing- TETSUO TORAYA (8), Department of Indus-
ton 59189 trial Chemistry, Faculty of Engineering,
SOREL SULIMOVICI (51), Department of Kyoto University, Sakyo-Ku, Kyoto 606,
Pathology, Nassau County Medical Japan
Center, East Meadow, New York ,45511 MICHAEL G. TOWNSEND (21), Pest Infesta-
and State University of New York at Stony tion Control Laboratory, Ministry of Ag-
Brook, Stony Brook, New York 49711 riculture, Fisheries and Food, Hook Rise
J. W. SUTTIE (23), Department of South, Tolworth, Surbiton, Surrey KT6
Biochemistry, College of Agricultural and 7NF, England
Life Sciences, University of Wisconsin- ETSUO TSUCHIDA (20), Eisai Honjo Plants,
Madison, Madison, Wisconsin 60735 Eisai Company Ltd, 41-3-2 Minami Honjo
K. TAKAMURA (18), Tokyo College of Phar- City, Saitama, Japan
macy, 1-2341 Horinouchi, Hachiofi, Tokyo KIYOSHI TSUK1DA (38), Kobe Women's Col-
,30-291 Japan lege of Pharmacy, Kobe 658, Japan
YOKO TANAKA (44), Department of E WATANABE (18), Tokyo College of Phar-
Biochemistry, University of Wisconsin- macy, 1-2341 Horinouchi, Hachioji, Tokyo
Madison, Madison, Wisconsin 60735 ,30-291 Japan
CAROL M. TAYLOR (47), Department of WAYNE R. WECKSLER (58, 59), Research
Pathophysiology, University of Berne, Department, BiD-Science Laboratories,
3010 Berne, Switzerland naV Nays, California 50419
RICHARD F. TAYLOR (29), BioMolecular NYSKOP S. YOON (50), Department of
Sciences Section, Arthur D. Little, Inc., Biochemistry, University of Connecticut,
Cambridge, Massachusetts 04120 Farmington, Connecticut 23060
Preface
Since 1970-1971, when the earlier volumes (XVIII, A, B, and C) on
"Vitamins and Coenzymes" were published as part of the Methods ni
Enzymology series, there has been a considerable expansion of techniques
and methodology attendant to the assay, isolation, and characterization of
the vitamins and those systems responsible for their biosynthesis, trans-
port, and metabolism. In part, this has been generated by an increasing
awareness of the diversity of such vitaminic forms as comprise essential
moieties of coenzymes and also through recognition of the function of
some derived metabolites as hormones, regulators, and even antioxidants.
As a consequence of this new body of information and its expected
impact in the stimulation of further research on vitamins and coenzymes,
we have sought to provide investigators with the more current modifica-
tions of "tried and true" methods as well as those which have only now
become available. Volume 67 is the third of three volumes resulting from
our efforts in soliciting contributions from numerous, active experimen-
talists who have published most of their findings in the usual, refereed
research journals. The amount of material which appeared to warrant
coverage necessitated a division into three parts, each comprising a vol-
ume: 62, Part D, which covers the vitamin and coenzyme forms of ascot-
bate, thiamine, lipoate, pantothenate, biotin, and pyridoxine; 66, Part E,
nicotinate, flavins, and pteridines; and 67, Part F, the 21B group and those
classically considered as "fat-soluble."
We should like to express our gratitude to the contributors for their
willingness to supply the information requested and, in some instances,
their tolerance of editorial emendations. There has been an attempt to
allow such overlap as would offer flexibility in the choice of method, such
as modification of an assay procedure. Where some omissions seemingly
occur, these may, in some cases, be attributed to the inadvertent over-
sight of the editors; however, in other cases, it was felt that the topics
were adequately covered in the earlier volumes on this subject or in other
volumes in the Methods ni Enzymology series.
Finally, we again wish to thank Mrs. Patricia MacIntyre for her excel-
lent secretarial assistance and the numerous persons at Academic Press
for their efficient and kind guidance.
DONALD B. MCCORMICK
LEUMEL D. THGIRW
VX
METHODS IN ENZYMOLOGY
EDITED BY
Sidney P. Colowick and Nathan O. Kaplan
VANDERBILT UNIVERSITY DEPARTMENT OF CHEMISTRY
SCHOOL OF MEDICINE UNIVERSITY OF CALIFORNIA
NASHVILLE~ TENNESSEE AT SAN DIEGO
LA JOLLA~ CALIFORNIA
.I Preparation and Assay of Enzymes
II. Preparation and Assay of Enzymes
III. Preparation and Assay of Substrates
.VI for Techniques Special the Enzymologist
.V Preparation and Assay of Enzymes
.IV Preparation and Assay of Enzymes )deunitnoC(
Preparation and Assay of Substrates
Techniques Special
VII. Cumulative Subject Index
xvii
METHODS IN ENZYMOLOGY
EDITORS-IN-CHIEF
Sidney P. Colowick Nathan O. Kaplan
EMULOV VIII. Complex Carbohydrates
Edited yb ELIZABETH F. NEUFELD DNA ROTCIV GRUBSNIG
EMULOV IX. Carbohydrate Metabolism
Edited yb WILLIS A. DOOW
EMULOV X. Oxidation and Phosphorylation
Edited yb DLANOR .W KOORBATSE DNA DRANYAM E. NAMLLUP
EMULOV XI. Enzyme Structure
Edited yb C. H. W. HIRS
EMULOV XII. Nucleic Acids (Parts A and B)
Edited yb ECNERWAL NAMSSORG DNA KIVIE EVADLOM
EMULOV XIII. Citric Acid Cycle
Edited yb J. M. NIETSNEWOL
EMULOV XIV. Lipids
Edited yb J. M. NIETSNEWOL
EMULOV XV. Steroids and Terpenoids
Edited yb DNOMYAR B. NOTYALC
EMULOV XVI. Fast Reactions
Edited yb KENNETH NITSUK
EMULOV XVII. Metabolism of Amino Acids and Amines (Parts A and B)
Edited yb TREBREH ROBAT DNA CELIA WHITE ROnAT
EMULOV XVIII. Vitamins and Coenzymes (Parts A, B, and C)
Edited yb DLANOD B. KCIMROCCM DNA LEMUEL D. THGIRW
xix
XX METHODS IN ENZYMOLOGY
EMULOV XlX. Proteolytic Enzymes
Edited yb EDURTREG E. NNAMLREP DNA LASZLO DNAROL
EMULOV XX. Nucleic Acids and Protein Synthesis (Part C)
Edited yb KIVIE EVADLOM DNA ECNERWAL NAMSSORG
EMULOV XXI. Nucleic Acids (Part D)
Edited yb ECNERWAL NAMSSORG DNA KIVIE EVADLOM
EMULOV XXII. Enzyme Purification and Related Techniques
Edited yb WILLIAM B. YBOKAJ
EMULOV XXIII. Photosynthesis (Part A)
Edited yb YNOHTNA NAS ORTEIP
EMULOV XXIV. Photosynthesis and Nitrogen Fixation (Part B)
Edited yb YNOHTNA NAS ORTEIP
EMULOV XXV. Enzyme Structure (Part B)
Edited yb C. H. W. HIRS DNA EGRES N. FFEHSAMIT
EMULOV XXVI. Enzyme Structure (Part C)
Edited by C. H. W. HIgH DNA EGRES N. FFEHSAMIT
EMULOV XXVII. Enzyme Structure (Part D)
Edited yb C. H. W. HIRS DNA EGRES N. FFEHSAMIT
EMULOV XXVIII. Complex Carbohydrates (Part B)
Edited yb ROTCIV GRUBSNIG
EMULOV XXIX. Nucleic Acids and Protein Synthesis (Part E)
Edited by ECNERWAL NAMSSORG DNA KIVIE EVADLOM
EMULOV XXX. Nucleic Acids and Protein Synthesis (Part F)
Edited yb KIVlE EVADLOM DNA ECNERWAL NAMSSORG
EMULOV XXXI. Biomembranes (Part A)
Edited yb SIDNEY REHCSIELF DNA LESTER REKCAP
EMULOV XXXII. Biomembranes (Part B)
Edited yb SIDNEY REHCSIELF DNA LESTER REKCAP
METHODS IN YGOLOMYZNE xxi
VOLUME XXXIII. Cumulative Subject Index Volumes I-XXX
Edited yb AHTRAM G. DENNIS DNA DRAWDE A. SINNED
VOLUME XXXIV. Affinity Techniques (Enzyme Purification: Part B)
Edited yb WILLIAM B. YBOKAJ DNA MEIR KEHCLIW
VOLUME XXXV. Lipids (Part )B
Edited yb JOHN M. LOWENSTEIN
VOLUME XXXVI. Hormone Action (Part A: Steroid Hormones)
Edited yb TREB W. O'MALLEY DNA JOEL G. NAMDRAH
VOLUME XXXVII. Hormone Action (Part B: Peptide Hormones)
Edited yb TREB W. O'MALLEY DNA JOEL G. NAMDRAH
VOLUME XXXVIII. Hormone Action (Part C: Cyclic Nucleotides)
Edited yb JOEL G. NAMDRAH DNA BERT W. O'MALLEY
EMULOV XXXIX. Hormone Action (Part D: Isolated Cells, Tissues, and
Organ Systems)
Edited yb JOEL G. NAMDRAH DNA BERT W. O'MALLEY
EMULOV XL. Hormone Action (Part E: Nuclear Structure and Function)
Edited yb BERT .W O'MALLEY DNA JOEL G. NAMDRAH
EMULOV XLI. Carbohydrate Metabolism (Part )B
Edited yb W. A. DOOW
EMULOV XLII. Carbohydrate Metabolism (Part )C
Edited yb W. A. DOOW
EMULOV XLIII. Antibiotics
Edited yb JOHN H. HASH
EMULOV XLIV. Immobilized Enzymes
Edited yb KLAUS HCABSOM
EMULOV XLV. Proteolytic Enzymes (Part )B
Edited yb LASZLO DNAROL
EMULOV XLVI. Affinity Labeling
Edited yb WILLIAM B. YBOKAJ DNA MEIR KEHCLIW
xxii METHODS IN ENZYMOLOGY
EMULOV XLVII. Enzyme Structure (Part E)
Edited yb C. H. W. HIRS DNA EGRES N. FFEHSAMIT
EMULOV XLVIII. Enzyme Structure (Part F)
Edited yb C. H. W. HIRS DNA EGRES N. FFEHSAMIT
EMULOV XLIX. Enzyme Structure (Part G)
Edited yb C. H. W. HIRS DNA EGRES N. FFEHSAMIT
EMULOV L. Complex Carbohydrates (Part C)
Edited yb ROTCIV GRUBSNIG
EMULOV LI. Purine and Pyrimidine Nucleotide Metabolism
Edited yb AICIRTAP A. HOEFEE DNA YRAM ELLEN SENOJ
EMULOV LII. Biomembranes (Part C: Biological Oxidations)
Edited yb YENDIS REHCSIELF DNA LESTER REKCAP
EMULOV LIII. Biomembranes (Part D: Biological Oxidations)
Edited yb SIDNEY REHCSIELF DNA LESTER REKCAP
EMULOV LIV. Biomembranes (Part E: Biological Oxidations)
Edited yb SIDNEY REHCSIELF DNA LESTER REKCAP
EMULOV LV. Biomembranes (Part F: Bioenergetics)
Edited yb SIDNEY REHCSIELF DNA LESTER REKCAP
VOLUME LVI. Biomembranes (Part G: Bioenergetics)
Edited yb SIDNEY FLEISCHER AND LESTER PACKER
VOLUME LVII. Bioluminescence and Chemiluminescence
Edited yb ENELRAM A. DELUCA
VOLUME LVIII. Cell Culture
Edited yb WILLIAM B. JAKOBY AND IRA H. PASTAN
VOLUME LIX. Nucleic Acids and Protein Synthesis (Part G)
Edited yb KIVIE MOLDAVE AND LAWRENCE GROSSMAN
VOLUME LX. Nucleic Acids and Protein Synthesis (Part H)
Edited yb KIVIE MOLDAVE AND LAWRENCE GROSSMAN