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Chemicals via Higher Plant Bioengineering PDF

278 Pages·2012·38.584 MB·English
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CHEMICALS VIA HIGHER PLANT BIOENGINEERING ADVANCES IN EXPERIMENTAL MEDICINE AND BIOLOGY Editorial Board: NATHAN BACK, State University of New York at Buffalo IRUN R. COHEN, The Weizmann Institute of Science DAVID KRITCHEVSKY, Wistar Institute ABEL LAJTHA, N. S. Kline Institute for Psychiatric Resear:ch RODOLFO PAOLETTI, University of Milan Recent Volumes in this Series Volume 455 RHEUMADERM: Current Issues in Rheumatology and Dermatology Edited by Carmel Mallia and Jouni Uitto Volume 456 RESOLVING THE ANTIBIOTIC PARADOX: Progress in Understanding Drug Resistance and Development of New Antibiotics Edited by Barry P. Rosen and Shahriar Mobasherv Volume 457 DRUG RESISTANCE IN LEUKEMIA AND LYMPHOMA ill Edited by G. J. L. Kaspers, R. Pieters, and A. J. P. Veerman Volume 458 ANTIVIRAL CHEMOTHERAPY 5: New Directions for Clinical Application and Research Edited .by John Mills, Paul A. Volberding, and Lawrence Corey Volume 459 IMPACT OF PROCESSING ON FOOD SAFETY Edited by Lauren S. Jackson, Mark G. Knize, and Jeffrey N. Morgan Volume 460 MELATONIN AFTER FOUR DECADES Edited by James Olcese Volume 461 CYTOKINES, STRESS, AND DEPRESSION Edited by Robert Dantzer, Emmanuele Wollman, and Raz Yirmiya Volume 462 ADVANCES IN BLADDER RESEARCH Edited by Laurence S. Baskin and Simon W. Hayward Volume 463 ENZYMOLOGY AND MOLECULAR BIOLOGY OF CARBONYL METABOLISM 7 Edited by Henry Weiner, Edmund Maser, David W. Crabb, and Ronald Lindahl Volume 464 CHEMICALS VIA HIGHER PLANT BIOENGINEERING Edited by Fereidoon Shahidi, Paul Kolodziejczyk, John R. Whitaker, Agustin Lope2 Munguia, and Glenn Fuller A Continuation Order PIan 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. http://avaxhome.ws/blogs/ChrisRedfield CHEMICALS VIA HIGHER PLANT BIOENGINEERING Edited by Fereidoon Shahidi Memorial University 01 Newloundland St. lohn. Newloundland, Canada Paul Kolodziejczyk POS Pilot Plant Corporation Saskatoon, Saskatchewan, Canada John R. Whitaker University 01 California Davis, Califomia Agustin Lopez Munguia Institute 01 Biotechnology-UNAM Cuernavaca, Morelos, Mexico and Glenn Fuller USDA/ARS Albany, California Springer Science+Business Media, LLC Based on proceedings of a symposium on Chemieals via Higher Plant Bioengineering, held at the 5th North American Chemical Congress, November 11-15, 1997, in Cancun, Mexico ISBN 978-1-4613-7143-4 ISBN 978-1-4615-4729-7 (eBook) DOI 10.1007/978-1-4615-4729-7 ©1999 Springer Science+Business Media New York Originally published by Kluwer Academic / Plenum Publishers in 1999 Softcover reprint ofthe hardcover 1s t edition 1999 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, mechanica1, photocopying, microfilming, recording, or otherwise, without written permission from the Publisher PREFACE Food and raw material for its production was generally produced via the traditional agriculture. On the other hand, novel chemicals were manufactured in the laboratory or extracted from plant and animal sources. However, as the world population is steadily in creasing, there is a decrease in traditional agriculture productivity and concerns are also expressed over the damage inflicted to the environment and restrictions that might be en forced in food production. At the same time, there is an increasing demand for high qual ity agricultural products as well as for food ingredients related to both the traditional or newly discovered nutrients or phytochemicals. Trends and developments,~n the area of plant biotechnology and bioengineering has allowed manipulation of genes' !lnd/or insertion of new genes, thus production of trans genic plants. Starting from the introduction of agronomic traits, particularly stress resis tance to diverse environmental factors, process and sensory characteristics, food quality and production of novel varieties of plant-based products through genetic engineering, biotechnology is changing the,;agriculture and the concept of production of plant-ba~~d raw materials. Increasing attention is being paid on research for production of plants !pat can provide a wide array of food and non-food products. Perhaps the first non-food pro,d uct that plant biotechnology would achieve is production of large scale custom-designed industrial oils, but the list of chemicals is long, ranging" from oils and specific triacyl glycerols to biopolymers, enzymes, blood components, amo~g others. This monograph assembles the latest developments in plant biotechnology as pre sented by lead scientists during the Fifth Chemical Congress of North America held in No vember 1997 in Cancun or subsequently solicited by the editors. It emphasizes the production of chemicals' from higher plants, but also includes fundamental aspects of plant biochemistry. We are grateful to all contributors for their outstanding efforts that made the production of this state-of-the-art monograph possible. Fereidoon Shahidi Paul P. Kolodziejczyk John R. Whitaker Augustin Lopez Munguia Glenn Fuller v CONTENTS 1. Novel Chemicals from Plants via Bioengineering ........................ . Paul P. Kolodziejczyk and Fereidoon Shahidi 2. Recent Progress in Agricultural Biotechnology and Opportunities for Contract Research and Development ..................................... 5 Paul P. Kolodziejczyk and Paul Fedec 3. Manipulation of Plant Oil Composition for the Production of Valuable Chemicals 21 Denis J. Murphy 4. Biosynthesis of Ricinoleate in Castor Oil ............................... 37 Thomas A. McKeon, Jiann-Tsyh Lin, and Allan E. Stafford 5. Monoterpenes in Essential Oils 49 Herminia Loza-Tavera 6. Biochemical and Molecular Tools for the Production of Useful Terpene Products from Pepper (Capsicum annuum) . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 63 Edmundo Lozoya-Gloria 7. Towards the Production of Salt-Tolerant Crops. . . . . . . . . . . . . . . . . . . . . . . . . . . 77 B. J. Barkla, R. Vera-Estrella, and O. Pantoja 8. Combinatorial Chemistry and Its Applications in Agriculture and Food 91 Dominic W. S. Wong and George H. Robertson 9. Biological Nitrogen Fixation and Future Challenges of Agriculture. . . . . . . . . . . 107 Federico Sanchez, Luis Cardenas, and Carmen Quinto 10. Molecular Strategies to Improve the Nutritional Quality of Legume Proteins 117 Benito O. de Lumen, Alfredo F. Galvez, M. Jamela Revilleza, and Deanne C. Krenz 11. Molecular Farming of Industrial Proteins from Transgenic Maize ............ 127 Elizabeth E. Hood, Ann Kusnadi, Zivko Nikolov, and John A. Howard vii viii Contents 12. Improvements in Human Health through Production of Human Milk Proteins in Transgenic Food Plants. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 149 Takeshi Arakawa, Daniel K. X. Chong, Charles W. Slattery, and William H. R. Langridge 13. Food Plant-Delivered Cholera Toxin B Subunit for Vaccination and Immunotolerization . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 161 Takeshi Arakawa, Jie Yu, and William H. R. Langridge 14. Autoantigens Produced in Plants for Oral Tolerance Therapy of Autoimmune Diseases. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 179 Shengwu Ma and A. M. Jevnikar 15. Production of Food Related Colorants by Culture of Plant Cells 195 A. Jimenez-Aparicio and G. Gutierrez-Lopez 16. Production of Recombinant Blood Factors in Transgenic Plants 211 Manfred Theisen 17. Recent Progress in Biotechnology of Mexican Medicinal Plants ............. 221 Ma. Luisa Villarreal, Pilar Nicasio, Gabriela Rojas, Laura Alvarez, and Rodolfo Quintero 18. Chemicals from Roots, Hairy Roots, and Their Application. . . . . . . . . . . . . . . .. 235 B. Canto-CancM and V. M. Loyola-Vargas Index 277 1 NOVEL CHEMICALS FROM PLANTS VIA BIOENGINEERING An Overview Paul P. Kolodziejczykl and Fereidoon ShahidP IpOS Pilot Plant Corporation 118 Veterinary Road Saskatoon, SK, S7N 2R4, Canada 2Department of Biochemistry Memorial University of Newfoundland St. John's, NF, AlB 3X9, Canada ABSTRACT Novel chemicals were traditionally extracted from medicinal plants or produced synthetically. However, new development in the field of bioengineering has allowed pro duction of novel products from plants such as edible and industrial oils as well as specific chemicals which could be used as foods with remedial effects. INTRODUCTION Traditional production of novel chemicals took place in the laboratory and process ing plants. However, developments in the production of genetically-modified plants as well as transgenic animals and microorgenisms have gained popularity in recent years. As an example, production of canola, a genetically altered rapeseed allowed reduction of eru cic acid from 25-50% to less than I % and glucosinolates to minute quantities (Kott et aI., 1990; Shahidi et aI., 1997). As a result, canola has become the third most important world source of vegetable oil after soybean and palm. Introduction of new genes to canola has allowed production of an array of specialty oils and even re-introduction of erucic acid to the oils for selected products (Figure 1, Murphy, 1994). Thus, use of plants as vehicles for preparation of novel chemicals, includ ing edible and industrial oils, is important. F. Shahidi et al. (eds.), Chemicals via Higher Plant Bioengineering © Kluwer Academic /Plenum Publishers, New York 1999 2 P. P. Kolodziejczyk and F. Shahidi y-Linolenic acid (Therapeutic products) Vemolic acid Petroselinic acid (Resins, coatings) \ (Polymers, detergents) Ricinoleic acid 40% Stearic acid (Lubricants, plasticizers, (Margarine, cocoa butter) cosmetic, pharmaceuticals) DESIGNER CANOLA 90% Erucic acid 40% Lauric acid (Polymers, cosmetics (Detergents) inks, pharmaceuticals) Jojoba wax (Cosmetics, lubricants) (Polymers, cosmetics inks, pharmaceuticals) 60% Oleic acid (Margarine, shortenings cooking oils) Figure 1. Designer canola varieties produced or under development. Adapted from Murphy, 1994. MOLECULAR FARMING AND PLANT BIOREACTORS Plant bioreactors are plant or plant cell cultures that have been genetically engi neered to produce novel chemicals. The horizons of potential applications of biotechnol ogy reaches far beyond the traditional meaning of agriculture. Proprietary technologies may position companies as producers and suppliers of bulk products to the biopharmaceu tical and enzyme industries. Current development is focused not only on high-value thera peutic proteins, edible vaccines and antibodies for human immunotherapy, but also on industrial applications like the production of enzymes for food and feed additives, engi neering plants in order to produce specially designed seed which can be used as a delivery vehicle for industrial enzymes or specialty oils (Kolodziejczyk, 1998). As a result of genetic engineering, plants can be used as versatile, renewable and low-cost source of molecules previously not available from plant sources, The number of compounds that have been successfully produced in transgenic crops is steadily increasing as novel genes involved in specific biosynthetic pathways are identified and inserted into commercially important crops. Transgenic plants offer the potential to be one of the most economical systems for large scale production of proteins intended for industrial, pharma ceutical, veterinary and agriculture use. A number of mammalian proteins with therapeutic potential have been expressed in transgenic plants. Using antibodies as drugs is not new, however, these antibodies are usually manu factured in cloned animal cells. There are two serious risks related to using animal cell originated antibodies. First is the possibility of allergic reactions due to the presence of traces of foreign antibodies (animal not human) in the drug; second, is the possible con tamination of therapeutics by animal pathogens, viruses and proteins such as Bovine Spongiform Encephalopathy (BSE) commonly known as the mad cow disease, which has recently become more evident. This is an important safety issue since plants do not serve as hosts for human pathogens (Ma, 1995). Novel Chemicals .from Plants via Bioengineering 3 The cost of production is also an important factor. Cloned animal cells are very inef ficient production facilities. The cost of operating the fermentors is also extremely high. On the contrary, production of protein in plants is inexpensive. However, efficient extrac tion and purification processes need to be developed to produce large quantities of recom binant proteins from field grown transgenic plants. Typically, a recombinant protein is expressed in plant seed which is indistinguishable from that in normal seeds. When needed, the seed is processed and the recombinant protein is enzymatically or chemically cleaved from the plant derived protein. Usually, the recombinant protein might be stored in the seed for prolonged periods of time without any deterioration. This is another advan tage over animal cell production which requires instant processing and purification. Environmental concerns might also drive the development of new technologies. The impact of production and disposal of millions of tons of non-degradable material is taxing. Promising opportunities are provided by the breakthroughs in transgenic technologies, al lowing production of very large volumes of biotechnology driven products at modest costs and low emission of pollutants. Traditional chemical technology of plastics production is based mainly on non-renewable petrochemicals and high energy input, accompanied by the undesirable emission of carbon dioxide and other gases. Now specialized agriculture offers new exciting opportunities, plants are considered a renewable source of input mate~ rial and they do not emit environmental pollutants. On the contrary, plants in their biosyn thesis use the energy from sun and absorb carbon dioxide from the environment. Lately, microbial polyesters (the polyhydroxyalkanoates) have been developed. These materials might be produced as a spin-off in oil crops. When appropriate polymeri zation, molecular weight control and economically sound recovery procedures are devel oped, the biodegradable plastics from agriculture might become cost competitive with petrochemical polymers. The population explosion is an obvious fact of our time. World population will grow from 2.5 billion in 1950 to 9.8 billion in the year 2050. At the same time the cultivated area per person will diminish from 0.22 to 0.05 ha. It is obvious that new highly efficient plants for both human nutrition.and animal feed are needed. Recently, new GMO (Geneti cally Modified Organisms) or transgenic microorganisms, plants and animals are getting a lot of publicity and are appearing on the covers of major magazines. They create real ex citement in the mass media, as their impact reaches far beyond the scientific or techno logical aspects. The public safety, ethical and environmental issues, and international trade barriers linked to the GMO are subjects of hot debates, violent demonstrations and gov ernmental actions. The legislation related to the use of biotechnology in agriculture, especially in food production and processing, differs from country to country. Several countries are currently reviewing their biosafety legislation and attempts are made to har'monize such legislation globally. It is obvious that populus of countries experiencing overproduction of agriculture products, such as those in Europe and North America, will differ in their perception of bioengineered plants from those in the developing countries where food is in short supply and lives of millions of people are threatened by malnutrition and starvation. Therefore, it is not surprising that large multinational chemical companies have recently entered into biotech and seed market. The agricultural technology business is undergoing an unprece dented wave of consolidation. A few big players, all large chemical and pharmaceutical firms, are buying-up not only seed companies, but also the high quality agricultural biotech companies. Megacorporations in agricultural biotechnology will not only yield

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