S E C O N D E D I T I O N Frying of Food Oxidation, Nutrient and Non-Nutrient Antioxidants, Biologically Active Compounds, and High Temperatures Edited by Dimitrios Boskou Ibrahim Elmadfa Boca Raton London New York CRC Press is an imprint of the Taylor & Francis Group, an informa business CRC Press Taylor & Francis Group 6000 Broken Sound Parkway NW, Suite 300 Boca Raton, FL 33487-2742 © 2011 by Taylor and Francis Group, LLC CRC Press is an imprint of Taylor & Francis Group, an Informa business No claim to original U.S. Government works Printed in the United States of America on acid-free paper 10 9 8 7 6 5 4 3 2 1 International Standard Book Number: 978-1-4398-0682-1 (Hardback) This book contains information obtained from authentic and highly regarded sources. Reasonable efforts have been made to publish reliable data and information, but the author and publisher cannot assume responsibility for the validity of all materials or the consequences of their use. 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F79 2010 664--dc22 2010043667 Visit the Taylor & Francis Web site at http://www.taylorandfrancis.com and the CRC Press Web site at http://www.crcpress.com Contents Preface........................................................................................................................v Editors ......................................................................................................................vii Contributors List .......................................................................................................ix Chapter 1 Fat and Nutrition ..................................................................................1 Ibrahim Elmadfa and Margit Kornsteiner-Krenn Chapter 2 Oxidation Products and Metabolic Processes ....................................23 Mary N. Omwamba, William E. Artz, and Symon M. Mahungu Chapter 3 Free Radicals in Biological and Food Systems ..................................49 Malgorzata Nogala-Kalucka and Aleksander Siger Chapter 4 Changes in Nutrients, Antinutritional Factors, and Contaminants at Frying Temperatures ...............................................71 Jan Pokorný and Jana Dostálová Chapter 5 Enzymes and Thermally Oxidized Oils and Fats ............................105 Francisco J. Sánchez-Muniz, Juana Benedi, Sara Bastida, Raul Olivero-David, and Maria J. González-Muñoz Chapter 6 Determination of Oxidation Compounds and Oligomers by Chromatographic Techniques ..........................................................157 M. Carmen Dobarganes, Gloria Márquez-Ruiz, Susana Marmesat, and Joaquín Velasco Chapter 7 Nutrient Antioxidants and Stability of Frying Oils (Tocochromanols, β-Carotene, Phylloquinone, Ubiquinone 50, and Ascorbyl Palmitate) ...................................................................177 Karl-Heinz Wagner and Ibrahim Elmadfa Chapter 8 Nonnutrient Antioxidants and Stability of Frying Oils....................199 Dimitrios Boskou iii iv Contents Chapter 9 Phytosterols and Frying Oils ............................................................225 Georgios Blekas and Dimitrios Boskou Chapter 10 Chemical and Biological Modulations of Frying Fats—Impact on Fried Food ...................................................................................251 Karl-Heinz Wagner and Ibrahim Elmadfa Chapter 11 Food Hazards Associated with Frying .............................................265 George Boskou and Nikolaos K. Andrikopoulos Index ......................................................................................................................311 Preface In the last three decades there has been an interest in the relationship of dietary antioxidants and other bioactive ingredients to the possible prevention of a number of diseases, in the etiology of which oxidation mechanisms are involved. As a result, naturally occurring nutritive and nonnutritive antioxidants have become a major area of scientific research. In the fields of nutrition and biosciences, phytochemicals such as phenols and certain hydrocarbons are now examined and discussed as food antioxidants. In addition, changes in lifestyles in the modern world have triggered a growing awareness that particular ingredients in foods may favorably modify diet- related problems. This requires that valuable constituents of food are preserved dur- ing processing. It is, therefore, interesting to examine the frying of food from the point of view of changes due not only to triacylglycerols but also to non-glyceride components that are also of biological importance. Among the various biologically active ingredients present in oils and fats, anti- oxidant vitamins seem to be very important. However, other minor constituents such as phytosterols, phospholipids, and certain hydrocarbons probably affect the performance of heated oil and the nutritional value of fried food. Some of these minor constituents, such as phytosterols, carotene, and squalene may be categorized as “functional.” Finally, polar phenolic compounds, which naturally occur in cer- tain oils or may be obtained from herbs, spices, or other natural sources, have been shown to have an impact on the stability of oils at high temperatures and may influ- ence the rate of oxidation of nutrients. This new edition of Frying of Food deals with some important chemical, bio- chemical, and nutritional aspects of frying. Frying is a rapid and convenient method to produce a palatable product with favorable color and flavor; but during frying, many changes take place and breakdown products are formed. The deterioration of the fat at elevated temperatures is influenced by various factors, such as the nature of the cooking fat, the conditions of frying, the kind of heat transfer, the fryer removal constructions, and the use of antioxidants and other additives. Most of these factors have been discussed in detail, and information can be found in excellent reviews already available in the literature. This book concentrates mainly on the nature of the heated fat, the presence of oxidation retardants, especially those naturally occur- ring in oils, and the stabilization of frying oils by novel antioxidants obtained from natural sources. From this point of view, frying oil is not seen just as a medium to fry food for many frying operations, but also as a source of antioxidants and bioactive ingredients that may have a beneficial health effect. Other issues addressed, related also to minor constituents, are interactions between frying oils and natural compo- nents present in food and substances formed during frying. This feature, the focus on minor constituents and their role in the performance of frying oil and its biological value, sets this book significantly apart from others in the field. Specific topics examined in the book are fat and nutrition, oxidation products and metabolic processes, formation of radicals and protection mechanisms in vitro v vi Preface and in vivo, changes in nutrients due to frying, high temperatures and antinutritional factors, enzymes and digestion of thermally oxidized oils and fats, determination of oxidation compounds and polymers, nutrients and nonnutrient antioxidants, healthy stable oils rich in oxidation inhibitors, frying oils as sources of natural antioxidants, phytosterols and their effect on the performance of a frying oil, strategies to reduce trans fatty acids in fried food, phytosterol oxidation products, food hazards associ- ated with frying and, finally, critical control points, preventive measures, and safety and reliability during frying. It is hoped that all those interested in the frying of food will find this an essential reference book. It is also anticipated that some readers will recognize that the book not only presents current facts about the frying of food but also tracks some lines for future research. Dimitrios Boskou Ibrahim Elmadfa About the Editors Dimitrios Boskou, Ph.D., earned his doctorate in chemistry from the School of Chemistry, Aristotle University of Thessaloniki, Thessaloniki, Greece, his PhD degree from the University of London, and his Doctor of Science degree from the School of Chemistry, Aristotle University. He served as an assistant, lecturer, assistant professor, associate professor, professor, and head of the Laboratory of Food Chemistry, Aristotle University, from 1970 to 2006. From 1986 to 1998 he was a member of the IUPAC Oils, Fats and Derivatives Commission; from 1995 to 2005 he served as a member of the Supreme Chemical Council; and since 1995 he has been a member of the Scientific Committee on Food of the European Commission and member and expert of the Food Additives Panel of the European Food Safety Authority. Dr. Boskou has written more than 85 published papers and reviews and authored and edited five books (Olive Oil, AOCS Press, 1996; Frying of Food, Technomic Publishing Co., 1999; Olive Oil, Second Edition, AOCS Press, 2006; Natural Antioxidant Phenols, Research Signpost, 2006; Olive Oil, Minor Constituents, and Health, 2009, Taylor & Francis). He was lead author of more than 10 chapters in books related to heated fats, natural antioxidants, and olive oil chemistry. He has contributed to international scientific encyclopedias and the Lexicon of Lipid Nutrition, a joint IUPAC/IUNS work. Ibrahim Elmadfa, Ph.D., is currently president of the International Union of Nutritional Science (IUNS), vice-president of World Public Health Nutrition Association (WPHNA) and president of the Austrian Nutrition Society. He is trained in food science and nutritional sciences. He earned his PhD degree (1970) and habilitation (1975) in human nutrition at the University of Giessen, Germany. He served as lecturer and assistant professor (1971–1979) and professor (1980–1990) of human nutrition at the University of Giessen. Since 1990 he has been professor for human nutrition and director of the Institute of Nutritional Sciences at the University of Vienna He served as a scientific expert to the European Commission (1995–2000) and as a member of the Scientific Committee on Food (different functions). He is a member of Codex Alimentarius Austria (Novel Food) and the National Nutrition Committee. He is a member of the WHO Nutrition Guidance Expert Advisory Group (NUGAG) and the International Advisory Council of WHO Global Non-Communicable Disease Network (NCDnet). His main research interests include nutrient requirements in health and disease, bioavailability of nutrients; nutrition and immune function, food safety and quality and monitoring of nutrition and health status. vii viii About the Editors Prof. Elmadfa is editor-in-chief of Annals of Nutrition and Metabolism and Forum Nutrition (since 2000) and editorial board member of several scientific jour- nals. He has published more than 400 papers in international scientific journals and is editor and author/co-author of 24 books and reports and several book chapters. He was coordinator and author of the Austrian Nutrition Report 1998, 2003 and 2008 as well as the European Nutrition and Health Report 2004 and 2009. Contributors List Nikolaos K. Andrikopoulos George Boskou Laboratory of Food Chemistry– Department of the Science of Biochemistry–Physicochemistry Dietetics–Nutrition Department of the Science of Harokopio University Dietetics–Nutrition Athens, Greece Harokopio University Athens, Greece M. Carmen Dobarganes Instituto de la Grasa (CSIC) William E. Artz Department of Food Characterization Department of Food Science and and Quality Human Nutrition Sevilla, Spain University of Illinois Urbana, Illinois Jana Dostálová Sara Bastida Department of Food Chemistry Departamento de Nutrición y and Analysis Bromatología I (Nutrición) Prague Institute of Chemical Facultad de Farmacia Technology Universidad de Alcalá Prague, Czech Republic Madrid, Spain Juana Benedi Ibrahim Elmadfa Departamento de Farmacología Department of Nutritional Universidad Complutense de Madrid Sciences Madrid, Spain University of Vienna Vienna, Austria Georgios Blekas Laboratory of Food Chemistry and Maria J. González-Muñoz Technology Departamento de Nutrición, School of Chemistry Bromatología y Toxicología Aristotle University of Thessaloniki Universidad de Alcalá Thessaloniki, Greece Madrid, Spain Dimitrios Boskou Laboratory of Food Chemistry and Margit Kornsteiner-Krenn Technology Department of Nutritional School of Chemistry Sciences Aristotle University of Thessaloniki University of Vienna Thessaloniki, Greece Vienna, Austria ix x Contributors List Symon M. Mahungu Mary N. Omwamba Department of Dairy and Food Department of Dairy and Food Science and Technology Science and Technology Egerton University Egerton University Egerton, Kenya Egerton, Kenya Jan Pokorný Susana Marmesat Department of Food Chemistry and Instituto de la Grasa (CSIC) Analysis Department of Food Characterization Prague Institute of Chemical and Quality Technology Sevilla, Spain Prague, Czech Republic Francisco J. Sánchez-Muniz Gloria Márquez-Ruiz Departamento de Nutrición y Instituto de Ciencia Tecnologia de Bromatología I (Nutrición) Alimentos y Nutrition (CSIC) Facultad de Farmacia Sevilla, Spain Universidad de Alcalá Madrid, Spain Malgorzata Nogala-Kalucka Department of Biochemistry and Food Aleksander Siger Analysis Department of Biochemistry and Food Faculty of Food Science and Analysis Nutrition Faculty of Food Science and Nutrition Poznan University of Life Poznan University of Life Sciences Sciences Poznan, Poland Poznan, Poland Joaquín Velasco Instituto de la Grasa (CSIC) Raul Olivero-David Department of Food Characterization Departamento de Nutrición y and Quality Bromatología I (Nutrición) and Sevilla, Spain Departamento de Nutrición, Bromatología y Toxicología Karl-Heinz Wagner Facultad de Farmacia Institute of Nutritional Sciences Universidad de Alcalá University of Vienna Madrid, Spain Vienna, Austria
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