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Beschreibung

This book highlights analytical chemistry instrumentation and practices applied to the analysis of natural products and their complex mixtures, describing techniques for isolating and characterizing natural products.

• Applies analytical techniques to natural products research – an area of critical importance to drug discovery
• Offers a one-stop shop for most analytical methods: x-ray diffraction, NMR analysis, mass spectrometry, and chemical genetics
• Includes coverage of natural products basics and highlights antibacterial research, particularly important as efforts to combat drug resistance gain prominence
• Covers instrumental techniques with enough detail for both current practitioners and beginning researchers

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Seitenzahl: 1347

Veröffentlichungsjahr: 2014

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Natural Products Analysis

Instrumentation, Methods, and Applications

Edited by

Vladimír Havlíček

Laboratory of Molecular Structure Characterization

Institute of Microbiology

Academy of Sciences of the Czech Republic

Prague, Czech Republic

Jaroslav Spížek

Laboratory of Physiology and Genetics of Actinomycetes

Institute of Microbiology

Academy of Sciences of the Czech Republic

Prague, Czech Republic

Copyright © 2014 by John Wiley & Sons, Inc. All rights reserved

Published by John Wiley & Sons, Inc., Hoboken, New JerseyPublished simultaneously in Canada

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, scanning, or otherwise, except as permitted under Section 107 or 108 of the 1976 United States Copyright Act, without either the prior written permission of the Publisher, or authorization through payment of the appropriate per-copy fee to the Copyright Clearance Center, Inc., 222 Rosewood Drive, Danvers, MA 01923, (978) 750-8400, fax (978) 750-4470, or on the web at www.copyright.com. Requests to the Publisher for permission should be addressed to the Permissions Department, John Wiley & Sons, Inc., 111 River Street, Hoboken, NJ 07030, (201) 748-6011, fax (201) 748-6008, or online at http://www.wiley.com/go/permission.

Limit of Liability/Disclaimer of Warranty: While the publisher and author have used their best efforts in preparing this book, they make no representations or warranties with respect to the accuracy or completeness of the contents of this book and specifically disclaim any implied warranties of merchantability or fitness for a particular purpose. No warranty may be created or extended by sales representatives or written sales materials. The advice and strategies contained herein may not be suitable for your situation. You should consult with a professional where appropriate. Neither the publisher nor author shall be liable for any loss of profit or any other commercial damages, including but not limited to special, incidental, consequential, or other damages.

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Library of Congress Cataloging-in-Publication Data:

Natural products analysis : instrumentation, methods, and applications / edited by Vladimír Havlíĉek, Laboratory of Molecular Structure Characterization, Institute of Microbiology, Academy of Sciences of the Czech Republic, Prague, Czech Republic, Jaroslav Spížek, Laboratory of Physiology and Genetics of Actinomycetes, Institute of Microbiology, Academy of Sciences of the Czech Republic, Prague, Czech Republic.  pages cm Includes bibliographical references and index.

 ISBN 978-1-118-46661-2 (hardback)1. Natural products–Analysis. 2. Chemistry, Analytic. I. Havlíĉek, Vladimír, editor. II. Spížek, Jaroslav, editor. QD75.22.N38 2014 543′.19–dc23

2014008371

To our families, colleagues, students, and our advisors

Petr Sedmera and Zdenko Vanek

Preface

With 16 chapters written by a diverse group of scientists working in the forefront of natural product analysis and applications, this book provides an overview of both the current status and future research directions of plant, human, microbial, and animal metabolome analysis. We hope that it will serve as a useful resource and an inspiration for scientists, graduate students, and undergraduate students in a wide variety of research fields, including chemistry, biology, microbiology, biochemistry, and analytical chemistry. The common analytical fields such as X-ray, mass spectrometry, and nuclear magnetic resonance spectroscopy are viewed through their modern applications. New emerging application areas, such as chemical genetics and peptidogenomics, are also covered. We predict that in five years all these approaches may become standard tools providing new important drugs screened from a large natural products family.

It would make us particularly happy if this book would find its way to visionaries and fans of this field of science.

PragueVladimír Havlíček

2014Jaroslav Spížek

Contributors

Navid Adnani, School of Pharmacy, University of Wisconsin–Madison, Madison, WI, USA

Amedeo Amedei, Department of Experimental and Clinical Medicine, University of Florence, Florence, Italy

Brian O. Bachmann, Department of Chemistry, Vanderbilt Institute of Chemical Biology, Vanderbilt Institute of Integrative Biosystems Research and Education, Vanderbilt University, Nashville, TN, USA

Simona Bártová, Department of Analytical Chemistry, Institute of Chemical Technology Prague, Prague, Czech Republic

Lucie Bednárová, Institute of Organic Chemistry and Biochemistry AS CR, Laboratory of Molecular Spectroscopy, Prague, Czech Republic

Tim S. Bugni, School of Pharmacy, University of Wisconsin–Madison, Madison, WI, USA

Dennis Claessen, Microbial Biotechnology, Leiden University, Institute Biology Leiden, Leiden, The Netherlands

Arnold L. Demain, Charles A. Dana Research Institute for Scientists Emeriti (RISE), Drew University, Madison, NJ, USA

Plamen A. Demirev, Johns Hopkins University Applied Physics Laboratory, MD, USA

Gregory A. Ellis, School of Pharmacy, University of Wisconsin–Madison, Madison, WI, USA

Michaela Vašinová Galiová, Department of Chemistry, Faculty of Science, and Central European Institute of Technology, Masaryk University, Brno, Czech Republic

Cody R. Goodwin, Department of Chemistry, Vanderbilt Institute of Chemical Biology, Vanderbilt Institute of Integrative Biosystems Research and Education, Vanderbilt University, Nashville, TN, USA

Sally L. Gras, Microbial Biotechnology, Leiden University, Institute Biology Leiden, Leiden, The Netherlands

Mourad Harir, Research Unit Analytical BioGeoChemistry, Helmholtz Center Munich – German Research Center for Environmental Health, Neuherberg, Germany

Vladimír Havlíĉek, Institute of Microbiology, Academy of Sciences of the Czech Republic, Prague, Czech Republic

Jan Havliš, National Centre for Biomolecular Research, Faculty of Science, and Central European Institute of Technology, Masaryk University, Brno, Czech Republic

Norbert Hertkorn, Research Unit Analytical BioGeoChemistry, Helmholtz Center Munich – German Research Center for Environmental Health, Neuherberg, Germany

Kelly M. Hines, Department of Chemistry, Vanderbilt Institute of Chemical Biology, Vanderbilt Institute of Integrative Biosystems Research and Education, Vanderbilt University, Nashville, TN, USA

B. Christopher Hoefler, Department of Biochemistry and Biophysics, Texas A & M University, College of Agriculture and Life Sciences, College Station, TX, USA

Michal Hušák, Institute of Chemical Technology, Prague, Czech Republic

Alexandr Jegorov, Teva Czech Industries, ĉeské Budeˇjovice, Czech Republic

Basem Kanawati, Research Unit Analytical BioGeoChemistry, Helmholtz Center Munich – German Research Center for Environmental Health, Neuherberg, Germany

Viktor Kanický, Department of Chemistry, Faculty of Science, and Central European Institute of Technology, Masaryk University, Brno, Czech Republic

Marek Kuzma, Institute of Microbiology, Academy of Sciences of the Czech Republic, Prague, Czech Republic

Jason C. Kwan, Department of Medicinal Chemistry, College of Pharmacy, University of Utah, Utah, USA

Nichole M. Lareau, Department of Chemistry, Vanderbilt Institute of Chemical Biology, Vanderbilt Institute of Integrative Biosystems Research and Education, Vanderbilt University, Nashville, TN, USA

Petr Maloň, Institute of Organic Chemistry and Biochemistry AS CR, Laboratory of Molecular Spectroscopy, Prague, Czech Republic

Pavel Matějka, Institute of Chemical Technology, Department of Physical Chemistry, Prague, Czech Republic

John A. McLean, Department of Chemistry, Vanderbilt Institute of Chemical Biology, Vanderbilt Institute of Integrative Biosystems Research and Education, Vanderbilt University, Nashville, TN, USA

C. Ruth McNees, Department of Chemistry, Vanderbilt Institute of Chemical Biology, Vanderbilt Institute of Integrative Biosystems Research and Education, Vanderbilt University, Nashville, TN, USA

Constanze Müller, Research Unit Analytical BioGeoChemistry, Helmholtz Center Munich – German Research Center for Environmental Health, Neuherberg, Germany

Elena Niccolai, Department of Experimental and Clinical Medicine, University of Florence, Florence, Italy

Gillian E. Norris, Institute of Fundamental Sciences, Massey University, New Zealand

Peter B. O'Connor, Department of Chemistry, University of Warwick, Coventry, UK

Mark L. Patchett, Institute of Fundamental Sciences, Massey University, New Zealand

Helena Pelantová, Department of Analytical Chemistry, Faculty of Science, Palacky University, Olomouc, Czech Republic

Eric W. Schmidt, Department of Medicinal Chemistry, College of Pharmacy, University of Utah, Utah, USA

Philippe Schmitt-Kopplin, Research Unit Analytical BioGeoChemistry, Helmholtz Center Munich – German Research Center for Environmental Health, Neuherberg, Germany

Kevin A. Schug, Department of Chemistry and Biochemistry, The University of Texas at Arlington, Arlington, TX, USA

Jaroslav Spížek, Institute of Microbiology, Academy of Sciences of the Czech Republic, Prague, Czech Republic

Sarah M. Stow, Department of Chemistry, Vanderbilt Institute of Chemical Biology, Vanderbilt Institute of Integrative Biosystems Research and Education, Vanderbilt University, Nashville, TN, USA

Paul D. Straight, Department of Biochemistry and Biophysics, Texas A & M University, College of Agriculture and Life Sciences, College Station, TX, USA

Manuela Tosin, Department of Chemistry, University of Warwick, Coventry, UK

Dimitrios Tziotis, Research Unit Analytical BioGeoChemistry, Helmholtz Center Munich – German Research Center for Environmental Health, Neuherberg, Germany

Blanka Vlčková, Department of Physical and Macromolecular Chemistry, Charles University, Prague, Czech Republic

Evelyn H. Wang, Department of Chemistry and Biochemistry, The University of Texas at Arlington, Arlington, TX, USA

Rebecca H. Wills, Department of Chemistry, University of Warwick, Coventry, UK

Thomas P. Wyche, School of Pharmacy, University of Wisconsin–Madison, Madison, WI, USA

Chapter 1Natural Products Analysis: Instrumentation, Methods, and Applications

Vladimír Havlíček and Jaroslav Spížek