Conformation In Biology And Drug Design. The Peptides: Analysis, Synthesis, Biology

THE PEPTIDES Analysis, S y n t h e s i s , Biology Treatise Editors S . U D E N F R I E N D A N D J. MEIENHOFER Volume 1 Major M e t h o d s of Peptide Bond F o r m a t i o n Volume 2 Special M e t h o d s in Peptide Synthesis, Part A Volume 3 P r o t e c t i o n of F u n c t i o n a l G r o u p s in Peptide Synthesis Volume 4 M o d e r n T e c h n i q u e s of Conformational, Structural, and Configurational Analysis Volume 5 Special M e t h o d s in Peptide Synthesis, Part B Volume 6 Opioid Peptides: Biology, Chemistry, and Genetics Volume 7 Edited by Victor J. Hruby Conformation in Biology and Drug Design The Peptides Analysis, Synthesis, Biology Edited by SIDNEY UDENFRIEND JOHANNES MEIENHOFER Roche Institute of Molecular Biology Nutley, New Jersey Hoffmann-La Roche Inc. Nutley, New Jersey VOLUME 7 Conformation in Biology and Drug Design Edited by VICTOR J. HRUBY Department of Chemistry University of Arizona Tucson, Arizona 1985 ACADEMIC PRESS, INC. Harcourt Brace Jovanovich, Publishers Orlando San Diego New York Austin London Montreal Sydney Tokyo Toronto C O P Y R I G H T © 1 9 8 5 BY A C A D E M I C PRESS, I N C . ALL RIGHTS RESERVED. N O PART OF THIS PUBLICATION MAY BE R E P R O D U C E D O R T R A N S M I T T E D I N A N Y F O R M O R BY A N Y M E A N S , E L E C T R O N I C O R MECHANICAL, INCLUDING PHOTOCOPY, RECORDING, O R A N Y I N F O R M A T I O N S T O R A G E A N D R E T R I E V A L SYSTEM, W I T H O U T PERMISSION IN W R I T I N G FROM T H E PUBLISHER. ACADEMIC PRESS, INC. Orlando, Florida 32887 United Kingdom Edition published by ACADEMIC PRESS INC. (LONDON) LTD. 24-28 Oval Road, London NW1 7DX LIBRARY OF CONGRESS CATALOGING-IN-PUBLICATION DATA Main entry under title: The Peptides : analysis, synthesis, biology. Vol. edited by Sidney Udenfriend, Johannes Meienhofer. Includes bibliographies and indexes. Contents: v. 1. Major methods of peptide bond formation.—v. 2 Special methods in peptide synthesis, part A. —[etc.]—v. 7. Conformation in biology and drug design. 1. Peptides — Collected works. I. Gross, Erhard. II. Meienhofer, Johannes. [DNLM: 1. Peptides. QU 68 P424] QP552.P4P47 574.1'92456 78-31958 ISBN 0-12-304207-0 (v. 7) PRINTED IN THE UNITED STATES OF AMERICA 85 86 87 88 9 8 7 6 5 4 3 2 1 Contributors Numbers in parentheses indicate the pages on which the authors' contributions begin. Wolfgang Bermel (437), Institute of Organic C h e m i s t r y , J. W. G o e t h e U n i v e r s i t y , D-6000 Frankfurt-50, F e d e r a l Republic of G e r m a n y Michael Blumenstein* (355), D e p a r t m e n t of Biochemistry and P h a r m a ­ cology, Tufts U n i v e r s i t y School of Medicine, B o s t o n , M a s s a c h u s e t t s 02111 Lila M. Gierasch (405), D e p a r t m e n t of C h e m i s t r y , University of Dela­ w a r e , N e w a r k , D e l a w a r e 19716 Jerry D. Glickson (301), D e p a r t m e n t of Radiology, T h e J o h n s H o p k i n s School of M e d i c i n e , B a l t i m o r e , M a r y l a n d 21205 A . T. Hagler (213), A g o u r o n Institute, L a Jolla, California 92037 Victor J. Hruby (1), D e p a r t m e n t of C h e m i s t r y , University of A r i z o n a , T u c s o n , A r i z o n a 85721 Horst Kessler (437), Institute of Organic C h e m i s t r y , J. W. G o e t h e Univer­ sity, D-6000 Frankfurt-50, F e d e r a l Republic of G e r m a n y Robert E. Lenkinski (301), D e p a r t m e n t of C h e m i s t r y , University of G u e l p h , G u e l p h , O n t a r i o , C a n a d a N I G 2W1 Arndt Mtiller (437), Institute of Organic C h e m i s t r y , J. W. G o e t h e Univer­ sity, D-6000 Frankfurt-50, F e d e r a l Republic of G e r m a n y Stanley J. Opell