Synthesis and Characterization of Glycosides

This second edition is a short and comprehensive study on the best known approaches for preparing the main types of glycosides. It covers synthetic pathways of challenging glycosides known as antiviral or antineoplastic drugs, and synthetic substrates use

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Synthesis and Characterization of Glycosides Second Edition

Synthesis and Characterization of Glycosides

Marco Brito-Arias

Synthesis and Characterization of Glycosides Second Edition

Marco Brito-Arias Unidad Profesional Interdisciplinaria de Biotecnología Instituto Politécnico Nacional (UPIBI-IPN) Avenida Acueducto s/n Colonia La Laguna Ticomán Ciudad de México cp 07340 México

ISBN 978-3-319-32308-4 ISBN 978-3-319-32310-7 DOI 10.1007/978-3-319-32310-7

(eBook)

Library of Congress Control Number: 2016942274 © Springer International Publishing Switzerland 2016 This work is subject to copyright. All rights are reserved by the Publisher, whether the whole or part of the material is concerned, specifically the rights of translation, reprinting, reuse of illustrations, recitation, broadcasting, reproduction on microfilms or in any other physical way, and transmission or information storage and retrieval, electronic adaptation, computer software, or by similar or dissimilar methodology now known or hereafter developed. The use of general descriptive names, registered names, trademarks, service marks, etc. in this publication does not imply, even in the absence of a specific statement, that such names are exempt from the relevant protective laws and regulations and therefore free for general use. The publisher, the authors and the editors are safe to assume that the advice and information in this book are believed to be true and accurate at the date of publication. Neither the publisher nor the authors or the editors give a warranty, express or implied, with respect to the material contained herein or for any errors or omissions that may have been made. Printed on acid-free paper This Springer imprint is published by Springer Nature The registered company is Springer International Publishing AG Switzerland

To Carmina Daniela BR and Iryna K

Preface

There is no doubt that glycoside chemistry continues to be a dynamic and exciting field of organic chemistry. Within sugar chemistry, glycosides are of special interest not only because of the challenges represented by their synthesis and structural characterization, but also due to their important biochemical relevance, and hence their applications in a number of essential disciplines, such as pharmaceuticals, food, and biotechnology. Important biomolecules such as DNA and RNA, or cofactors such as ATP and NAD are some of the natural glycosidic structures that play key roles at a biochemical level. Also, a considerable number and variety of natural and synthetic glycosides are being extensively used as antibiotics, antiviral, and antineoplastic agents. There are also a significant number of chromophoric glycosides being used in molecular biology as substrates for detection of enzymatic activity of gene markers. Solid-phase oligosaccharide synthesis despite the great progress recently reported by different groups continues to be a challenging task considering the diversity and complexity of glycosides, especially those present in cellular membranes. However, based on the