Synthetic Peptides: A User's Guide (advances In Molecular Biology)

SYNTHETIC PEPTIDES Advances in Molecular Biology Series Editor Allan Jacobson, University of Massachusetts Medical Center Editorial Advisory Board Joan Brugge, ARIAD Pharmaceuticals, Inc. Henry Erlich, Roche Molecular Systems Stanley Fields, University of Washington Larry Gold, NeXstar Pharmaceuticals, Inc. The Yeast Two-Hybrid System, edited by Paul L. Bartel and Stanley Fields A Comparative Methods Approach to the Study of Oocytes and Embryos, edited by Joel D. Richter Synthetic Peptides: A User's Guide, Second Edition, edited by Gregory A. Grant SYNTHETIC PEPTIDES A User's Guide Second Edition Edited by Gregory A. Grant OXPORD UNIVERSITY PRESS 2002 OXTORD UNIVERSITY PRESS Oxford New York Auckland Bangkok Buenos Aires Cape Town Chennai Dar es Salaam Delhi Hong Kong Istanbul Karachi Kolkata Kuala Lumpur Madrid Melbourne Mexico City Mumbai Nairobi Sao Paulo Shanghai Singapore Taipei Tokyo Toronto and an associated company in Berlin Copyright © 2002 by Oxford University Press, Inc. Published by Oxford University Press, Inc. 198 Madison Avenue, New York, New York 10016 www.oup.com Oxford is a registered trademark of Oxford University Press All rights reserved. No part of this publication may be reproduced, stored in a retrieval system, or transmitted, in any form or by any means, electronic, mechanical, photocopying, recording, or otherwise, without the prior permission of Oxford University Press. Library of Congress Cataloging-in-Publication Data Synthetic peptides: a user's guide / edited by Gregory A. Grant.—2nd ed. p. cm. — (Advances in molecular biology) Includes bibliographical references and index. ISBN 0-19-513261-0 1. Peptides Synthesis. 2. Protein engineering. I. Grant, Gregory A., 1949- II. Series. QP552.P4 S963 2002 572'.6545- dc21 2001036643 987654321 Printed in the United States of America on acid free paper For Marie This page intentionally left bla This page intentionally left blank Contents Contributors ix \ Synthetic Peptides: Beginning the Twenty-first Century 3 Gregory A. Grant 2 Peptide Design Considerations 10 Michael L. Moore & Gregory A. Grant 3 Principles and Practice of Solid-Phase Peptide Synthesis Gregg B. Fields, Janelle L. Lauer-Fields, Rong-qiang Liu, & George Barony 4 Evaluation of the Synthetic Product Gregory A. Grant 5 Applications of Synthetic Peptides 292 Victor J. Hruby & Terry O. Matsunaga Index 377 220 93 This page intentionally left bla This page intentionally left blank Contributors eorge Barany epartments of Chemistry and Laboratory Medicine and Pathology niversity of Minnesota Minneapolis, Minnesota 55455 regg B. Fields epartment of Chemistry and Biochemistry and the Center for Molecular Biology and Biotechnology lorida Atlantic University oca Raton, Florida 33431 regory A. Grant epartment of Molecular Biology and Pharmacology Washington University School of Medicine t. Louis, Missouri 63110 Victor J. Hruby Department of Chemistry University of Arizona Tucson, Arizona 85721 Janelle L. Lauer-Fields Department of Chemistry and Biochemistry and the Center for Molecular Biology and Biotechnology Florida Atlantic University Boca Raton, Florida 33431 Rong-qiang Liu Departments of Chemistry and Laboratory Medicine and Pathology University of Minnesota Minneapolis, Minnesota 55455 x Contributors Terry O. Matsunaga Department of Pharmacology and Toxicology School of Pharmacy University of Arizona Tucson, Arizona 85721 Michael L. Moore Smith-Kline Beecham Pharmaceuticals King of Prussia, Pennsylvania 19406 SYNTHETIC PEPTIDES This page intentio