Biotechnology: Products of Secondary Metabolism, Volume 7, Second Edition

735 Pages·1997·1.23 MB·English

Biot echnology
Second Edition
Volume 7
Products of Secondary Metabolism
4b
VCH
A Wiley company
Biot e chnology
Second Edition
Fundamentals Special Topics
Volume 1 Volume 9
Biological Fundamentals Enzymes, Biomass, Food and Feed
Volume 2 Volume 10
Genetic Fundamentals and Special Processes
Genetic Engineering
Volumes lla and b
Volume 3 Environmental Processes
Bioprocessing
Volume 12
Volume Legal, Economic and
4
Measuring, Modelling, and Control Ethical Dimensions
Products
Volume 5
Recombinant Proteins,
Monoclonal Antibodies, and
Therapeutic Genes
Volume 6
Products of Primary Metabolism
Volume 7
Products of Secondary Metabolism
Volume 8
Biotransformations
A Multi-Volume Comprehensive Treatise
Biotechnology
Second, Completely Revised Edition
Edited by
H.-J. Rehm and G. Reed
in cooperation with
A. Piihler and Stadler
P.
Volume 7
Products of
Secondary Metabolism
Edited by
H. Kleinkauf and H. von Dohren
4b
VCH
A Wiley company
Series Editors: Volume Editors:
Prof. Dr. H.-J. Rehm Dr. G. Reed Prof. Dr. H. Kleinkauf
Institut fur Mikrobiologie 1914 N. Prospect Ave. #61 Dr. H. von Dohren
Universitat Munster Milwaukee, WI 53202-1401 Institut fur Biochemie
CorrensstraBe 3 USA Technische Universitat
D-48149 Munster Franklin-StraBe 29
FRG A-10587 Berlin
Prof. Dr. P. J. W. Stadler Germany
Prof. Dr. A. Piihler Bayer AG
Biologie VI (Genetik) Verfahrensentwicklung Biochemie
Universitat Bielefeld Leitung
P.O. Box 100131 Friedrich-Ebert-StraBe 217
D-33501 Bielefeld D-42096 Wuppertal
FRG FRG
This book was carefully produced. Nevertheless, authors, editors and publisher do not warrant the information
contained therein to be free of errors. Readers are advised to keep in mind that statements, data, illustrations,
procedural details or other items may inadvertently be inaccurate.
Executive Editor: Dr. Hans-Joachim Kraus
Editorial Director: Karin Dembowsky
Production Manager: Hans-Jochen Schmitt
Library of Congress Card No.: applied for
British Library Cataloguing-in-Publication Data:
A catalogue record for this book is available from the British Library
Die Deutsche Bibliothek - CIP-Einheitsaufnahme
Biotechnology : a multi volume comprehensive
treatise I ed. by H.-J. Rehm and G. Reed. In
cooperation with A. Piihler and P. Stadler. -
2., completely rev. ed. -VCH.
ISBN 3-527-28310-2 (Weinheim . ..)
NE: Rehm, Hans J. [Hrsg.]
Vol. 7. Products of secondary metabolism I ed. by H. Kleinkauf and H. von Dohren - 1997
ISBN 3-S27-28317-X
OVCH Verlagsgesellschaft mbH, D-69451 Weinheim (Federal Republic of Germany), 1997
Printed on acid-free and chlorine-free paper.
All rights reserved (including those of translation into other languages). No part of this book may be reproduced in any
form -by photoprinting, microfilm, or any other means-nor transmitted or translated into a machine language without
written permission from the publishers. Registered names, trademarks, etc. used in this book, even when not specifi-
cally marked as such, are not to be considered unprotected by law.
Composition and Printing: Zechnersche Buchdruckerei, D-67330 Speyer.
Bookbinding: J. SchSiffer, D-67269 Griinstadt.
Printed in the Federal Republic of Germany
Preface
In recognition of the enormous advances in series. Its members come from key institu-
biotechnology in recent years, we are pleased tions representing scientific input from about
to present this Second Edition of “Biotech- twenty countries.
nology” relatively soon after the introduction The volume editors and the authors of the
of the First Edition of this multi-volume com- individual chapters have been chosen for
prehensive treatise. Since this series was ex- their recognized expertise and their contribu-
tremely well accepted by the scientific com- tions to the various fields of biotechnology.
munity, we have maintained the overall goal Their willingness to impart this knowledge to
of creating a number of volumes, each de- their colleagues forms the basis of “Biotech-
voted to a certain topic, which provide scien- nology” and is gratefully acknowledged.
tists in academia, industry, and public institu- Moreover, this work could not have been
tions with a well-balanced and comprehensive brought to fruition without the foresight and
overview of this growing field. We have fully the constant and diligent support of the pub-
revised the Second Edition and expanded it lisher. We are grateful to VCH for publishing
from ten to twelve volumes in order to take “Biotechnology” with their customary excel-
all recent developments into account. lence. Special thanks are due to Dr. Hans-
These twelve volumes are organized into Joachim Kraus and Karin Dembowsky, with-
three sections. The first four volumes consid- out whose constant efforts the series could
er the fundamentals of biotechnology from not be published. Finally, the editors wish to
biological, biochemical, molecular biological, thank the members of the Scientific Advisory
and chemical engineering perspectives. The Board for their encouragement, their helpful
next four volumes are devoted to products of suggestions, and their constructive criticism.
industrial relevance. Special attention is given
here to products derived from genetically en- H.-J. Rehm
gineered microorganisms and mammalian G. Reed
cells. The last four volumes are dedicated to A. Puhler
the description of special topics. P. Stadler
The new “Biotechnology” is a reference
work, a comprehensive description of the
state-of-the-art, and a guide to the original
literature. It is specifically directed to micro-
biologists, biochemists, molecular biologists,
bioengineers, chemical engineers, and food
and pharmaceutical chemists working in indus-
try, at universities or at public institutions.
A carefully selected and distinguished
Scientific Advisory Board stands behind the
Scientific Advisory Board
Pro$ Dr. M. J. Beker Pro$ Dr. T. K. Ghose
August Kirchenstein Institute of Microbiology Biochemical Engineering Research Centre
Latvian Academy of Sciences Indian Institute of Technology
Riga, Latvia New Delhi, India
Pro$ Dr. J. D. Bu’Lock Pro$ Dr. I. Goldberg
Weizmann Microbial Chemistry Laboratory Department of Applied Microbiology
Department of Chemistry The Hebrew University
University of Manchester Jerusalem, Israel
Manchester, UK
Pro$ Dr. C. L. Cooney Pro$ Dr. G. Goma
Department of Chemical Engineering Departement de GCnie Biochimique et
Massachusetts Institute of Technology Alimentaire
Cambridge, MA, USA Institut National des Sciences AppliquCes
Toulouse, France
Pro$ Dr. H. W. Doelle Sir D. A. Hopwood
Department of Microbiology Department of Genetics
University of Queensland John Innes Institute
St. Lucia, Australia Norwich, UK
Prof Dr. J. Drews Pro$ Dr. E. H. Houwink
F. Hoffmann-La Roche AG Organon International bv
Basel, Switzerland Scientific Development Group
Oss. The Netherlands
Pro$ Dr. A. Fiechter Pro$ Dr. A. E. Humphrey
Institut fur Biotechnologie Center for Molecular Bioscience and
Eidgenossische Technische Hochschule Biotechnology
Zurich, Switzerland Lehigh University
Bethlehem, PA, USA
VIII Scientific Advisory Board
Prof. Dr. I. Karube Prof. Dr. K. Schiigerl
Research Center for Advanced Science Institut fur Technische Chemie
and Technology Universitat Hannover
University of Tokyo Hannover, Germany
Tokyo, Japan
Prof. Dr. M. A. Lachance Prof. Dr. P. Sensi
Department of Plant Sciences Chair of Fermentation Chemistry
University of Western Ontario and Industrial Microbiology
London, Ontario, Canada Lepetit Research Center
Gerenzano, Italy
Prof. Dr. Y. Liu Prof. Dr. Y. H. Tan
China National Center for Biotechnology Institute of Molecular and Cell Biology
Development National University of Singapore
Beijing, China Singapore
Prof. Dr. J. F. Martin Prof. Dr. D. Thomas
Department of Microbiology Laboratoire de Technologie Enzymatique
University of Leon UniversitC de Compibgne
Leon, Spain Compibgne, France
Prof. Dr. B. Mattiasson Prof. Dr. W. Verstraete
Department of Biotechnology Laboratory of Microbial Ecology
Chemical Center Rijksuniversiteit Gent
University of Lund Gent, Belgium
Lund, Sweden
Prof. Dr. M. Roehr Prof. Dr. E.-L. Winnacker
Institut fur Biochemische Technologie Institut fur Biochemie
und Mikrobiologie Universitat Munchen
Technische Universitat Wien Munchen, Germany
Wien, Austria
Prof. Dr. H. Sahm
Institut fur Biotechnologie
Forschungszentrum Julich
Julich, Germany
Contents
Introduction 9 Glycopeptide Antibiotics
H. von Dohren, H. Kleinkauf (Dalbaheptides) 369
G. Lancini, B. Cavalleri
General Aspects of Secondary 10 Aminoglycosides and Sugar
Metabolism 1 Components in Other Secondary
H. von Dohren, U. Grafe Metabolites 397
Regulation of Bacterial Antibiotic W. Piepersberg, J. Distler
Production 57 11 Products from Basidiomycetes 489
K. Chater, M. Bibb G. Erkel, T. Anke
Screening of Novel Receptor-Active 12 Cyclosporins: Recent Developments in
Compounds of Microbial Origin 107 Biosynthesis, Pharmacology and
H. Tanaka, S. Omura Biology, and Clinical Applications 535
Microbial Lipids 133 J. Kallen, V. Mikol, V. F. J. Quesniaux,
C. Ratledge M. D. Walkinshaw,E . Schneider-Scherzer,
K. Schorgendorfer, G. Weber, H. Fliri
Microbial Siderophores 199
G. Winkelmann, H. Drechsel 13 Secondary Products from Plant Cell
Cultures 593
Advances in the Molecular Genetics of
J. Berlin
PLactam Antibiotic Biosynthesis 247
P. 15. Skacrud, T. Schwecke, 14 Biotechnical Drugs as Antitumor
H. v. Liempt, M. B. Tobin Agents 641
U. Grafe, K. Dornberger, H.-P. Saluz
Peptide Antibiotics 277
H. Kleinkauj H. von Dohren
Index 707
Lantibiotics 323
R. Jack, F. Gotz, G. Jung
Contributors
Prof. Dr. Timm Anke Prof. Keith Chater
Lehrbereich Biotechnologie John Innes Centre
Universitat Kaiserslautern Norwich Research Park
Postfach 3049 Colney Lane
D-67618 Kaiserslautern Colney, Norwich NR4 7UH
Germany UK
Chapter I1 Chapter 2
Dr. Jochen Berlin Jurgen Distler
Gesellschaft fur Biotechnologische Bergische Universitat GH
Forschung Mikrobiologie - FB 19
Mascheroder Weg 1 Gauss-StraSe 20
D-38124 Braunschweig D-42097 Wuppertal
Germany Germany
Chapter 13 Chapter 10
Dr. Mervin Bibb Dr. Hans von Dohren
John Innes Centre Institut fur Biochemie
Norwich Research Park Technische Universitat
Colney Lane Franklin-Str. 29
Colney, Norwich NR4 7UH D-10587 Berlin
UK Germany
Chapter 2 Chapters I, 7
Dr. Bruno Cavalleri Dr. Klausjiirgen Dornberger
MMDRI - Lepetit Research Center Hans-Knoll-Institut fur Naturstoff-Forschung
Via R. Lepetit, 34 Bereich Naturstoffchemie
1-21040 Gerenzano (Varese) BeutenbergstraBe 11
Italy D-07745 Jena
Chapter 9 Germany
Chapter 14
XI1 Contributors
Dr. Hartmut Drechsel Prof. Dr. Gunter Jung
Mikrobiologie und Biotechnologie Universitat Tubingen
Universitat Tubingen Institut fur Organische Chemie
Auf der Morgenstelle 1 Auf der Morgenstelle 18
D-72076 Tubingen D-72076 Tubingen
Germany Germany
Chapter 5 Chapter 8
Dr. Gerhard Erkel Dr. Jorg Kallen
Lehrbereich Biotechnologie Sandoz Pharma Ltd.
Universitat Kaiserslautern Preclinical Research
Postfach 3049 CH-4002 Basel
D-67618 Kaiserslautern Switzerland
Germany Chapter I2
Chapter I1
Dr. Hans Fliri Prof. Dr. Horst Kleinkauf
RhBne Poulonc Rorer S.A. Institut fur Biochemie
Centre de Recherche de Vitry-Alfortville Technische Universitat
13, quai Jules Guesde Franklin-Str. 29
F-94403 Vitry-sur-Seine Cedex D-10587 Berlin
France Germany
Chapter 12 Chapter 7
Dr. Friedrich Gotz Dr. Giancarlo Lancini
Lehrstuhl fur Mikrobielle Genetik MMDRI - Lepetit Research Center
Universitat Tubingen Via R. Lepetit, 34
Auf der Morgenstelle 18 1-21040 Gerenzano (Varese)
D-72076 Tubingen Italy
Germany Chapter 9
Chapter 8
Prof. Dr. Udo Grafe Dr. Henk van Liempt
Hans-Knoll-Institut fur Naturstoff-Forschung DRL, BT-FDG
Bereich Naturstoffchemie SudstraSe 125
BeutenbergstraSe 11 D-53175 Bonn
D-07745 Jena Germany
Germa ny Chapter 6
Chapters I, 14
Dr. Ralph Jack Dr. Vincent Mikol
Universitat Tubingen Sandoz Pharma Ltd.
Institut fur Organische Chemie Preclinical Research
Auf der Morgenstelle 18 CH-4002 Basel
D-72076 Tubingen Switzerland
Germany Chapter 12
Chapter 8