Carbohydrates Synthesis, Mechanisms, and Stereoelectronic Effects
Carbohydrates: Synthesis, Mechanisms, and Stereoelectronic Effects explains the conformational, electrostatic, and stereoelectronic factors that control the chemical and biochemical behavior of carbohydrates in living cells. Topics include the anomeric ef
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Momˇcilo Miljkovi´c
Carbohydrates Synthesis, Mechanisms, and Stereoelectronic Effects
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Momˇcilo Miljkovi´c Department of Biochemistry & Molecular Biology Pennsylvania State University Milton S. Hershey Medical Center 500 University Drive Hershey PA 17033 H171 USA [email protected]
ISBN 978-0-387-92264-5 e-ISBN 978-0-387-92265-2 DOI 10.1007/978-0-387-92265-2 Springer New York Dordrecht Heidelberg London Library of Congress Control Number: 2009933276 © Springer Science+Business Media, LLC 2010 All rights reserved. This work may not be translated or copied in whole or in part without the written permission of the publisher (Springer Science+Business Media, LLC, 233 Spring Street, New York, NY 10013, USA), except for brief excerpts in connection with reviews or scholarly analysis. Use in connection with any form of information storage and retrieval, electronic adaptation, computer software, or by similar or dissimilar methodology now known or hereafter developed is forbidden. The use in this publication of trade names, trademarks, service marks, and similar terms, even if they are not identified as such, is not to be taken as an expression of opinion as to whether or not they are subject to proprietary rights. Printed on acid-free paper Springer is part of Springer Science+Business Media (www.springer.com)
Dedicated to the memory of Professors Milivoje S. Lozani´c and Djordje Stefanovi´c University of Belgrade, Serbia
Foreword
The development of organic chemistry over the last 40 years has been absolutely phenomenal, particularly the deepened understanding of chemical reactivity, molecular construction, and tools for analysis and purification. Without doubt, carbohydrate chemistry has played a major role in this historic advance and in the future will have crucial ramifications in most areas of biomedical research into the functioning of Nature at the molecular level. This book covers all basic carbohydrate chemistry, including most important synthetic methods and reaction mechanisms and notably takes into account the principle of stereoelectronic effect which has played a key role in understanding the conformation and chemical reactivity of this important class of natural product. Even nomenclature has been properly covered and it is fair to say that all the key references of carbohydrates have been cited. Such a book could only have been written by an expert who has spent his entire research career in this area. This book of Momˇcilo Miljkovi´c will be of interest not only to specialists in the field, but also to synthetic chemists in general. This book also contains most of the material needed for a graduate course in carbohydrate chemistry. Furthermore, it should be particularly valuable for investigators working in various aspects of bioorganic chemistry including the discovery of new medicines. Quebec, Canada
Pierre Deslongchamps, FRS, FRSC
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Preface
Carbohydrates are one of the three most important components of living cells (the other two being amino acids and lipids). In order to understand th
