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533 Pages·1977·14.4 MB·English
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recent advances in phytochemistry volume 11 The Structure, Biosynthesis, and Degradation of Wood RECENT ADVANCES IN PHYTOCHEMISTRY Recent Volumes in the Series Volume 9 Proceedings of the Fourteenth Annual Meeting of the Phytochemical Society of North American held at Western Carolina University, Cullowhee, North Carolina, August, 1974 Volume 10 Biochemical Interaction Between Plants and Insects Proceedings of the Fifteenth Annual Meeting, Tampa, Florida, August, 1975 Volume 11 The Structure, Biosynthesis, and Degradation of Wood (Proceedings of the Sixteenth Annual Meeting, Vancouver, Canada, August, 1976) A Continuation Order Plan is available for this series. A continuation order will bring delivery of each new volume immediately upon publication. Volumes are billed only upon actual shipment. For further information please contact the publisher. recent advances in phytochemistry volume 11 The Structure, Biosynthesis, and Degradation of Wood Edited by Frank A. Loewus Washington State University Pullman, Washington and V. C. Runeckles The University of British Columbia Vancouver, British Columbia, Canada PLENUM PRESS. NEW YORK AND LONDON Library of Congress Cataloging in Publication Data Phytochemical Society of North America. The structure, biosynthesis, and degradation of wood. (Recent advances in phytochemistry; v. 11) "Proceedings of the sixteenth annual meeting of the Phytochemical Society of North America held at the University of British Columbia, Vancouver ... August 1976." Includes index. 1. Wood-Chemistry-Congresses. I. Loewus, Frank Abel, 1919- II. Runeckles, Victor C. III. Title. IV. Series. TS921.P461977 582'.15'041 77-8275 ISBN-13: 978-1-4615-8875-7 e-ISBN-13: 978-1-4615-8873-3 001: 10.1007/978-1-4615-8873-3 Proceedings of the Sixteenth Annual Meeting of the Phytochemical Society of North America held at the University of British Columbia, Vancouver, British Columbia, Canada, August, 1976 © 1977 Plenum Press. New York Softcover reprint of the hardcover 15t edition 1977 A Division of Plenum Publishing Corporation 227 West 17th Street, New York, N.Y. 10011 All rights reserved No part of this book may be reproduced, stored in a retrieval system, or transmitted, in any form or by any means, electronic, mechanical, photocopying, microfilming, recording, or otherwise, without written permission from the Publisher Douglas fir (Pseudotsuga taxifolia) and redwood (Sequoia sempervirens) were the main timber sources for this sawmill scene which was recorded in Humbolt County, California near the town of Carlotta. The mature Douglas fir log being toppled into the mill pond dwarfs the truck driver as he stands alongside his rig. Wood scrap, which included unmarket- able lumber, sawdust, bark and slash, was burned in the large "teepee" burner as seen in the background. Such practice is rapidly receding into history as the forest products industr.,. recognizes and utilizes recent advances in the chemistry and biochemistry of wood. F. A. Loewus, 1956. Contributors W. J. CONNORS, Forest Products Laboratory, USDA, Forest Service, ~mdison, WI 53705. WILFRED A. COTE, N. C. Brown Center for Ultrastructure Studies, State University of New York, College of Environmental Science and Forestry, Syracuse, NY 13210. DEBORAH P. DELMER, MSU/ERDA Plant Research Laboratory, Michigan State University, East Lansing, MI 48824. GEORG G. GROSS, Lehrstuhl fUr Pflanzenphysiologie, Ruhr- UniversitHt, 4630 Bochum, FRG. HERBERT L. HERGERT, ITT Rayonier Incorporated, 605 Third Avenue, New York, NY 10016. FRANKLIN W. HERRICK, Olympic Research Division, ITT Rayonier Incorporated, Shelton, WA 98584. W. E. HILLIS, Forest Products Laboratory, Division of Building Research, CSIRO, Highett, Victoria, 3190, Australia. T. KENT KIRK, Forest Products Laboratory, USDA, Forest Service, Madison, WI 53705. PAPPACHAN E. KOLATTUKUDY, Department of Agricultural Chemistry, Washington State University, Pullman, WA 99164. DEREK T. A. LAMPORT, MSU/ERDA Plant Research Laboratory, Michigan State University, East Lansing, MI 48824. D. BIR MULLICK, Pacific Forest Research Centre, Canadian Forestry Service, Department of the Environment, 506 West Burnside Road, Victoria, British Columbia, Canada. E. T. REESE, Food Science Laboratory, U.S. Army Research and Development Command, Natick, MA 01760. vii viii CONTRIBUTORS AKlRA SAKAKIBARA, Department of Forest Products, Faculty of Agriculture, Hokkaido University, Sapporo, Japan. J. G. ZElKUS,Department of Bacteriology, University of Wisconsin, Madison, WI 53706. Preface Forest trees constitute one of the major resources of the world and their utilization, either for structural purposes or for the materials which they yield, dates back to antiquity. Over the centuries, the exploitation of this resource has become progressively more sophisticated, and, in many parts of the world has led to the development of highly complex forest-based industries. The research and development work which led to these industrial uses fostered the formation of numerous technical societies and associations, which, through their meetings and publi- cations, have facilitated communication and the exchange of ideas. Over the years, there have been numerous symposia devoted to wood and the many facets of its properties and utilization. However, rarely has the emphasis in such symposia been placed upon the living tree and the changes which it undergoes in relation to its ultimate utilization. Hence the Phytochemical Society of North America arranged the symposium, "The Structure, Biosynthesis, and Degradation of Wood", held at the University of British Columbia in August, 1976. the contributions to which form the basis of the present volume. The first chapter (W. E. Cate) reviews the ultrastruc- ture of woody tissues and provides a frame of reference for many of the subsequent contributions. In the chapters which follow, several deal with the chemical structure and biosynthesis of carbohydrate polymers, glycoproteins, lignin, and lipid polymers, the major components of wood. D. Delmer reviews the formation of cell wall polysaccharides with particular emphasis on recent developments in our under- standing of the biosynthesis of cellulose. D. T. A. Lamport examines cell wall glycoprotein. His chapter includes a summary of recent progress and some thought-provoking suggestions as to the functional and evolutionary signifi- cance of these structures. A. Sakakibara discusses the x PREFACE evidence for the "fine" structure of lignin, based on mild hydrolysis procedures. His chapter is followed by a compre- hensive review by G. Gross that deals with lignin biosynthesis and the formation of related monomers. P. E. Kolattukudy's detailed account of his research on the structure, biosyn- thesis, and degradation of lipid polymers, cutin, and suberin provides a fitting climax to these chapters on the major components of wood. Now the focus shifts to secondary changes in wood with 1Y. E. Hillis' extensive review of changes which occur within the tree during aging (e.g. the transition to heart- wood) as a result of various environmental conditions encountered during growth. Other biological agents also influence wood structure and chemistry. Thus, E. T. Reese's chapter deals with the degradation of cell wall carbohydrates by microorganisms while the following chapter by T. K. Kirk, W. J. Conners, and J. G. Zeikus reviews the microbial degradation of lignin. In the next chapter, D. B. Mullick presents a detailed review of recent work on the cytological changes in both bark and wood which result from wounding or attack by insects and pathogens. The final chapter by Herrick and Hergert leads the reader back to the potentials and practicalities, successes and failures in the development of commercial wood products, emphasizing those materials which can be obtained directly as extractives or by treatment of wood. We wish to thank the contributors for their role in making the original symposium a success, and for their cooperation in bringing this volume to completion. Special notes of acknowledgment go to the National Research Council of Canada, and to the Deans of the Faculties of Agricultural Sciences and Forestry at the University of British Columbia for financial support of the symposium, and to the Canadian Forestry Service for supporting the costs of the color plates included in the chapter by Dr. D. B. Mullick. Special appreciation goes to Mrs. Donna Verstrate and Mrs. Paula Jenkins who contributed much of their time to retyping this volume for publication and to Washington State University for the use of its facilities in preparing final copy. Contents 1. Wood Ultrastructure in Relation to Chemical Composition 1 Wilfred A. Cote 2. The Biosynthesis of Cellulose and Other Plant Cell Wall Polysaccharides. 45 Deborah P. Delmer 3. Structure, Biosynthesis, and Significance of Cell Wall Glycoproteins •••.•.• 79 Derek T. A. Lamport 4. Degradation Products of Protolignin and the Structure of Lignin. . . • • • . • • • . • 117 Akira Sakakibara 5. Biosynthesis of Lignin and Related Monomers . • •• •••.•.• • • • • • 141 Georg G. Gross 6. Lipid Polymers and Associated Phenols, Their Chemistry, Biosynthesis and Role in Pathogenesis. • • • • • • . . • • • • • • • • • 185 Pappachan E. Kolattukudy xi

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