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Trans fatty acids in human nutrition Also in the Oily Press Lipid Library: Volume 22. Phospholipid Technology and Applications Edited by Frank D. Gunstone Volume 21. Long-Chain Omega-3 Specialty Oils Edited by Harald Breivik Volume 20. Antioxidants in Food and Biology: Facts and Fiction Written by Edwin N. Frankel Volume 19. Lipids: Structure, Physical Properties and Functionality Written by Kåre Larsson, Peter Quinn, Kiyotaka Sato and Fredrik Tiberg Volume 18. Lipid Oxidation (second edition) Written by Edwin N. Frankel Volume 17. Bioactive Lipids Edited by Anna Nicolaou and George Kokotos Volume 16. Advances in Lipid Methodology – Five Edited by Richard O. Adlof Volume 15. Lipid Analysis (third edition) Written by William W. Christie Volume 14. Confectionery Fats Handbook Written by Ralph E. Timms Volume 13. Lipids for Functional Foods and Nutraceuticals Edited by Frank D. Gunstone Volume 12. Lipid Glossary 2 Written by Frank D. Gunstone and Bengt G. Herslöf Volume 11. Lipids in Nutrition and Health: A Reappraisal Written by Michael I. Gurr Volume 9. Trans Fatty Acids in Human Nutrition (first edition) Edited by Jean Louis Sébédio and William W. Christie Volume 8. Advances in Lipid Methodology – Four Edited by William W. Christie Volume 7. Advances in Lipid Methodology – Three Edited by William W. Christie Volumes 1– 6 and 10. Out of print Woodhead Publishing in Food Science, Technology and Nutrition Trans fatty acids in human nutrition Second edition Edited by FRÉDÉRIC DESTAILLATS Nestlé Research Center, Lausanne, Switzerland JEAN-LOUIS SÉBÉDIO UMR 1019, Plateforme d’exploration du métabolisme, INRA centre de Theix, St Genès Champanelle, France FABIOLA DIONISI Nestlé Research Center, Lausanne, Switzerland JEAN-MICHEL CHARDIGNY UMR 1019 INRA Université Clermont I, Clermont-Ferrand, France Oxford Cambridge Philadelphia New Delhi Published by Woodhead Publishing Limited, 80 High Street, Sawston, Cambridge CB22 3HJ, UK www.woodheadpublishing.com www.woodheadpublishingonline.com Woodhead Publishing, 1518 Walnut Street, Suite 1100, Philadelphia, PA 19102-3406, USA Woodhead Publishing India Private Limited, G-2, Vardaan House, 7/28 Ansari Road, Daryaganj, New Delhi – 110002, India www.woodheadpublishingindia.com First published by The Oily Press, 2009 Reprinted by Woodhead Publishing Limited, 2012 © PJ Barnes & Associates, 2009; © Woodhead Publishing Limited, 2012 The authors have asserted their moral rights This book contains information obtained from authentic and highly regarded sources. Reprinted material is quoted with permission, and sources are indicated. Reasonable efforts have been made to publish reliable data and information, but the authors and the publisher cannot assume responsibility for the validity of all materials. Neither the authors nor the publisher, nor anyone else associated with this publication, shall be liable for any loss, damage or liability directly or indirectly caused or alleged to be caused by this book. Neither this book nor any part may be reproduced or transmitted in any form or by any means, electronic or mechanical, including photocopying, microfilming and recording, or by any information storage or retrieval system, without permission in writing from Woodhead Publishing Limited. The consent of Woodhead Publishing Limited does not extend to copying for general distribution, for promotion, for creating new works, or for resale. Specific permission must be obtained in writing from Woodhead Publishing Limited for such copying. Trademark notice: Product or corporate names may be trademarks or registered trade- marks, and are used only for identification and explanation, without intent to infringe. British Library Cataloguing in Publication Data A catalogue record for this book is available from the British Library ISBN 978-0-9552512-3-8 (print) ISBN 978-0-85709-787-3 (online) This book is Volume 23 in The Oily Press Lipid Library Typeset by Ann Buchan (Typesetters), Middlesex, UK Printed by Lightning Source Preface The chemistry of fats and oils has enjoyed a long and successful history. The first evidence of the occurrence of trans fatty acids (TFA) in edible fats was demonstrated by direct chemical analysis more than 80 years ago by Bertram in 1928 (Biochem. Z., 197, 433–441). In studying ruminant fats, Bertram discov- ered the trans-11 18:1 acid and named it vaccenic acid. It was shown later that vaccenic acid is not the only TFA found in ruminant fats and more recent research revealed that vaccenic acid is further metabolized in ruminants as well as in other animals. Over the last thirty years numerous studies have been carried out in a number of fields including analytical chemistry, food science, nutrition and epidemiol- ogy to understand the composition, physical properties and health implications of TFA found in partially hydrogenated vegetable oils. The basic chemical information gained was that partial hydrogenation of vegetable oils generates a very complex and diverse profile of TFA isomers. These TFA were found to be conspicuously more stable toward chemical oxidation reactions compared to their polyunsaturated precursors and to exhibit distinct physical properties. However, the most recent research over the past two decades has documented various detrimental effects of consumption of TFA on risk factors of vascular health. Since the 1990s there has been increasing regulatory concern about the health effects of the trans mono-ethylenic acid isomers formed during partial hydrogenation of vegetable oils. Consequently public health policies have been implemented in various countries including Denmark, USA and Canada, to ban the use or limit the consumption of TFA from industrial origin. However, debate still rages around the world as to agreeing the most appropriate policies, determining which specific chemicals are deleterious and by what mechanisms and in what quantities, and deciding how regulatory agencies should guide the public to appropriate food choices based on their TFA contents. To frame this debate, scientific knowledge must take a central role. Therefore the editors undertook to produce a state-of-the-art book that assembles the scientific knowledge of trans fats – what is known and what needs to be determined. An earlier book carried out a very similar task for the state of our knowledge in the late 1990s; this was Trans Fatty Acids in Human Nutrition co-edited by one of us ( Jean-Louis Sébédio) together with William W. Christie who also contributes to the present book. Also like the present book, the earlier volume was published by The Oily Press. Therefore it was decided that the new book v vi PREFACE should become the Second Edition of Trans Fatty Acids in Human Nutrition even though the rapid expansion and progress in the subject meant that it would be completely re-written and be expanded from the original 9 to the present 15 chapters. In this book, authors who are recognized international authorities in their field have addressed various domains of TFA research such as consumption, analysis, biochemistry, synthesis and natural TFA biosynthesis, health effects, food formulation, and also regulation and consumer perception. Each chapter contains the latest references and major advances and break- throughs in the different areas of scientific research. Furthermore, the book also includes a discussion of a major question on the health effects of the ‘natural trans isomers’, comparing their effects to those observed for the industrially produced TFA. We hope that the availability of so much information in a single volume will help to clarify the major effects of TFA in human nutrition discovered over the last two decades and guide the next generation of scientists to the important opportunities for making further progress in this challenging field of research. Frédéric Destaillats (Lausanne, Switzerland) Jean-Louis Sébédio (St Genès Champanelle, France) Fabiola Dionisi (Lausanne, Switzerland) Jean-Michel Chardigny (Clermont-Ferrand, France) List of Contributors Clotilde Aubertin, Nestlé Research Center, PO Box 44, CH-1000 Lausanne 26, Switzerland, Switzerland Dale E. Bauman, Department of Animal Science, Cornell University, Ithaca, New York, NY 14853, USA Jean-Baptiste Bezelgues, Nestlé Product Technology Center, 809 Collins Avenue, Marysville, Ohio 43040, USA Laure Candy, Laboratoire de Chimie AgroIndustrielle; ENSIACET, 4 Allées Emile Monso, F-31029 Toulouse, France Jean-Michel Chardigny , INRA, UMR1019, Clermont-Ferrand, 63000 France; and CRNH Auvergne, 63000 Clermont-Ferrand, France William W. Christie, Scottish Crop Research Institute and Mylnefield Lipid Analysis, Invergowrie, Dundee DD2 5DA, Scotland Nicole Combe, ITERG, Département de Nutrition, 33000 Bordeaux, France Margaret C. Craig-Schmidt, Department of Nutrition and Food Science, Auburn University, Auburn, AL 36849, USA Cristina Cruz-Hernandez, Nutrient Bioavailability, Nestlé Research Centre, PO Box 44, CH-1000 Lausanne 26, Switzerland Frédéric Destaillats, Nestlé Research Center, PO Box 44, CH-1000 Lausanne 26, Switzerland Albert J. Dijkstra, Carbougnères, 47210 St Eutrope-de-Born, France Fabiola Dionisi, Nestlé Research Center, PO Box 44, CH-1000 Lausanne 26, Switzerland Koenraad Duhem, Centre National Interprofessionnel de l’Économie Laitière (CNIEL), 42 rue de Châteaudun, 75314 Paris CEDEX 09, France xv xvi CONTRIBUTORS Francis Enjalbert, Université de Toulouse, INPT, ENVT, UMR 1289 Tan- dem, Tissus Animaux, Nutrition, Digestion, Ecosystème et Métabolisme, ENVT, 31076 Toulouse CEDEX 3, France; and INRA, UMR 1289 Tandem, Tissus Animaux, Nutrition, Digestion, Ecosystème et Métabolisme, Chemin de Borde-Rouge, Auzeville, 31326 Castanet-Tolosan, France J. Bruce German, Department of Food Science and Technology, University of California, One Shields Avenue, Davis, CA 95616-8598, USA Francesca Giuffrida, Nestlé Research Center, PO Box 44, CH-1000 Lausanne 26, Switzerland Marianne Uhre Jakobsen, Department of Clinical Epidemiology, Aarhus University Hospital, Sdr. Skovvej 15, Box 365, DK-9100 Aalborg, Denmark Jana Kraft, Department of Animal Science, University of Vermont, 219 Terrill Hall, 570 Main Street, Burlington, VT 05405, USA Adam L. Lock, Department of Animal Science, University of Vermont, 219 Terrill Hall, 570 Main Street, Burlington, VT 05405, USA Corinne Malpuech-Brugère, Clermont Université, UFR Médecine, UMR 1019 Nutrition Humaine, F-63000, Clermont-Ferrand, France; and INRA, UMR 1019 Nutrition Humaine, F-63122, Saint Genès Champanelle, France Ronald P. Mensink, Maastricht University, Nutrition and Toxicology Re- search Institute Maastricht, Department of Human Biology, Maastricht, NL-6200 MD, The Netherlands Béatrice Morio, Clermont Université, UFR Médecine, UMR 1019 Nutrition Humaine, F-63000, Clermont-Ferrand, France; and INRA, UMR 1019 Nutri- tion Humaine, F-63122, Saint Genès Champanelle, France Zephirin Mouloungui, Laboratoire de Chimie AgroIndustrielle; ENSIACET, 4 Allées Emile Monso, F-31029 Toulouse, France Guillermo Napolitano, Nestlé Product Technology Center, 809 Collins Av- enue, Marysville, Ohio 43040, USA Kim Overvad, Department of Clinical Epidemiology, Aarhus University Hospital, Sdr. Skovvej 15, Box 365, DK-9100 Aalborg, Denmark W.M. Nimal Ratnayake, Nutrition Research Division, Food Directorate, Health Products and Food Branch, Health Canada, 251 Sir Frederick Banting Driveway, Ottawa, Ontario K1A 0L2, Canada CONTRIBUTORS xvii Beth H. Rice, Department of Animal Science, University of Vermont, 219 Terrill Hall, 570 Main Street, Burlington, VT 05405, USA Yinghui Rong, Department of Nutrition and Food Science, Auburn Univer- sity, Auburn, AL 36849, USA Jean-Louis Sébédio, UMR 1019, Unité de Nutrition Humaine, Plateforme d’exploration du métabolisme, INRA centre de Theix, 63122 St Genes Champanelle, France Delphine Tissot-Favre, Nestlé Purina PetCare, Checkerboard Square - 1RS, St Louis, MO 63164, USA Annabelle Troegeler-Meynadier, Université de Toulouse, INPT, ENVT, UMR 1289 Tandem, Tissus Animaux, Nutrition, Digestion, Ecosystème et Métabolisme, ENVT, 31076 Toulouse CEDEX 3, France; and INRA, UMR 1289 Tandem, Tissus Animaux, Nutrition, Digestion, Ecosystème et Métabolisme, Chemin de Borde-Rouge, Auzeville, 31326 Castanet-Tolosan, France Mark Waldron, Nestlé Research Center, PO Box 44, CH-1000 Lausanne 26, Switzerland Prologue J. BRUCE GERMAN University of California, Davis, California, USA, and Nestlé Research Center, Lausanne, Switzerland Few innovations in the brief history of industrialized food production have been as interesting or eventful as the hydrogenation of edible fats. In many ways this process serves as a model for how chemical innovation for one purpose can set in motion a series of gradual events that produce long-term consequences that impact on many aspects of agriculture, food and human health. Hydrogenation of unstable, polyunsaturated commodity oils was one of the first commercial successes of the industrialization of chemistry in the 19th century. The scientific revolution of chemistry and the emergence of molecular theory of matter were propelled in the laboratory by the ability to separate pure elements. Separation of pure gases, including hydrogen, was in turn one of the first of these chemical processes to be industrialized. Once it was made available commercially, pure hydrogen, it could be said, then went looking for real world applications. It found them. In a short time, the ability of purified hydrogen to react spontaneously with unsaturated oils in the presence of a simple catalyst and to alter their physical, chemical and biological properties was one of the first technological successes of this new science: applied chemistry. First developed as an industrialized process to stabilize whale oil for lamp and candle making, the potential of this chemistry to create unintended effects was evidenced by the increased viability of commercial whaling eventually leading to the devastation of the world’s whale populations. With commercial success, the process of chemical hydrogenation expanded. Hydrogenation of plant oils to produce stable, functionally superior edible fats was industrialized rapidly to produce margarines and shortenings as less expensive substitutes for the more expensive animal fats – butter and lard. Not surprisingly, the arrival of these substitutes was not met with enthusiasm from all sectors. The first battles in what would become a century-long political, regulatory and scientific war began as the producers of traditional xix

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In this completely rewritten Second Edition of Trans Fatty Acids in Human Nutrition authors who are recognised international authorities in their field have addressed the major areas of trans fatty acids (TFA) research such as consumption, analysis, biochemistry, synthesis and natural TFA biosynthes
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