DICTIONARY of FOOD COMPOUNDS with CD-ROM Additives, Flavors, and Ingredients Edited by SHMUEL YANNAI CHAPMAN & HALL/CRC A CRC Press Company Boca Raton London New York Washington, D.C. CAUTION Treat all chemical substances as if they have dangerous The speci(cid:222)c information in this publication on the haz- properties. The publisher makes no representation, ardous and toxic properties of certain substances is included expressed or implied, with regard to the accuracy of the to alert the reader to possible dangers associated with the information contained in this Dictionary, and cannot accept use of these compounds. The absence of such information any legal responsibility or liability for any errors or omis- should not, however, be taken as an indication of safety in sions that may be made. use or misuse. 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Visit the CRC Press Web site at www.crcpress.com ' 2004 by Chapman & Hall/CRC No claim to original U.S. Government works International Standard Book Number 1-58488-416-9 Library of Congress Card Number Printed in the United States of America 1 2 3 4 5 6 7 8 9 0 Printed on acid-free paper Table of Contents Preface. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .v M. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 815 Editorial Board . . . . . . . . . . . . . . . . . . . . . . . .vii N. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 957 Introduction. . . . . . . . . . . . . . . . . . . . . . . . . . . ix O. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 985 Dictionary Entries P . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1037 A . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .1 Q. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1165 B . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .95 R. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1169 C . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .145 S . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1187 D . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .237 T . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1251 E . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .427 U. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1411 F. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .487 V. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1421 G . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .519 W . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1433 H . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .589 X. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1437 I . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .741 Y. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1443 J. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .779 Z . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1445 K . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .785 Name Index . . . . . . . . . . . . . . . . . . . . . . . . 1451 L . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . .793 Type of Compound Index . . . . . . . . . . . . . 1620 iii Preface For some years, those involved in food chemistry and tech- the Dictionary of Organic Compounds was begun. Since nology have felt the need for a comprehensive and well- that time, a series of high-quality searchable data compila- organised reference source documenting the whole range tions has appeared at regular intervals. In due course, it of substances on which they may need information during only remained to put this technical expertise together with their day-to-day work. While there are many valuable com- the specialist knowledge of an experienced international pilations and tabulations of particular areas (e.g., permitted Editorial Board with overall responsibility for content, and food additives or natural (cid:223)avourings), there has been noth- a team of contributors with knowledge of particular areas ing available that is truly comprehensive. In addition, the of food components. existing reference works have mostly evolved as traditional The resulting Dictionary of Food Compounds is avail- books, with their associated shortcomings in terms of able both in hard copy and electronically as a CD-ROM indexing and expense of updating. product. Each has its own advantages. There is nothing to With the increasing and sometimes contradictory rival the ease of consulting a book version for quick queries demands of the consumer market today, the need for the and for browsing to get an overall view of the whole (cid:222)eld. best up-to-date and accurate information has never been On the other hand, the electronic version is searchable by greater. This is perhaps not the place to digress into the chemical substructure as well as text and, for obvious rea- debate on (cid:147)Chemicals in Food;(cid:148) anyone in the position of sons, is much more easily updated so that the user can get reading this preface will be quite aware of most of the issues a very rapid summary of new developments in the science. involved, and will have his or her own views. What is The Dictionary is aimed not only at food scientists and certain, however, is that whatever direction one approaches technologists, but at the wide range of people whose work the debate from, it is a sterile and unproductive one unless brings them into contact with the regulatory aspects of food there is good information about the true state of the science. supply and monitoring. And that science is of course by no means limited to food The book and CD-ROM versions are complementary. technology. Any participant in the debate who is ignorant The important thing for the user to be assured of is that the about the effects of the natural products in the foods we Dictionary of Food Compounds is an ongoing project which eat is seriously misinformed. the Publishers hope and expect will become a central fea- Chapman & Hall in its role as a chemical information ture of the information needs of everyone involved in food. specialist is uniquely able to provide a technology capable Every effort has been taken to ensure the accuracy of of aiding the compilation and publication of such a com- the information contained in DFC. Any errors or omissions prehensive reference source. The company’s experience in should be communicated to the Publishers, who will also database publishing in chemistry goes back to the late be pleased to receive any comments about the coverage, 1970s when compilation of the (cid:222)rst electronic edition of and especially suggestions for its expansion. v Editorial Board EDITOR Prof. Shmuel Yannai Technion-Israel Institute of Technology, Israel EXECUTIVE EDITOR Dr Steven P. Walford Chapman & Hall/CRC, London CONTRIBUTING EDITORS Dr Reto Battaglia Dr Pinhas Lindner Swiss Quality Testing Services Agricultural Research Organisation Switzerland Israel Dr John Buckingham Dr Peter H. Rhodes Consultant Consultant Dr Trygve Eklund Dr Ionel Rosenthal National Institute of Occupational Health Agricultural Research Organisation Norway Israel Prof. Jose A. Empis Prof. Piotr Tomasik Instituto Nacional de Investiga(cid:231)ªo Agricultural Academy of Cracow AgrÆria e das Pescas, Portugal Poland Dr Terry Ward Consultant vii Introduction Users interested in more detailed factual information on there is some doubt about whether a particular plant is of topics outlined below are referred to The Organic Chemist(cid:146)s food signi(cid:222)cance, it has generally been included. The Desk Reference (Rhodes, P.A., Chapman & Hall, 1995). sources used to validate food plant information include the CropSEARCH database (http://www.hort.pur- due.edu/newcrop/, Purdue University, US) and the Plants 1. USING DFC for a Future database (http://www.scs.leeds.ac.uk/pfaf/, The arrangement of entries is alphabetical by name. The Leeds University, UK), and the titles: World Economic criteria governing the choice of entry name are described Plants (cid:151) A Standard Reference (Wiersema, J.H. and Le(cid:243)n, below. Many compounds in DFC are present as derivatives B., CRC Press, 1999); Fenaroli(cid:146)s Handbook of Flavor of a parent. The CD-ROM version can be searched by all Ingredients, 4th ed., (Burdock, G.A., CRC Press, 2002); names given throughout the dictionary, whether entry Encyclopedia of Food and Color Additives (Burdock, G.A., names, synonyms or derivative names. CRC Press, 1997); Handbook of Nutraceuticals and Func- Every entry is assigned a DFC number to assist ready tional Foods (Wildman, R.E.C., CRC Press, 2000). location. The DFC number consists of a letter of the alpha- bet followed by a number, e.g., A-124. All index entries 3. THE TYPE OF COMPOUND INDEX refer to the DFC number. This is a most important feature of DFC. Every compound of food interest included in the dictionary is indexed under 2. COMPOUND SELECTION at least one heading, but usually two or more. The headings AND PRESENTATION are of six types. The selection of compounds for DFC is broad. Included Structural headings (WA) classify naturally occurring are all compounds or group of compounds of interest or food constituents under one of 30 headings according to potential interest to the food industry in its widest conno- their chemical structure, such as: tation. Compounds need not have been exactly de(cid:222)ned structurally to be included. WA 1100 (cid:151) Natural food colourants (betalaines) A full description of the scope of compounds included WA 5100 (cid:151) Food sugars (disaccharides) can be gained by perusing the headings in the Type of Compound Index, since virtually every compound or group Deliberate food additive headings (WC) refer to the of compounds included is listed under at least one of the various functions performed by such additives, such as: headings. Printed DFC contains a number of derivatives that are WC 0700 (cid:151) Antioxidants not of direct food interest, but are included because they WC 2100 (cid:151) Curing agent have been used for chemical characterisation of the main entry compound. However, the number of these is strictly Food (cid:223)avour and odour headings (WE) are self-explan- limited. In contrast, the version of an entry on the CD- atory and may refer to natural, nature-identical or synthetic ROM, where space is not a limitation, is the full version odours and (cid:223)avours as present on the Chapman & Hall Chemical Database and Food contaminant headings (WG) classify all undesir- may include many more derivatives not thought to be of able/unintended compounds present in foods, such as: current food interest. When using the CD-ROM, the pos- sibilities for (cid:223)exible searching are such that the portion of WG 1000 (cid:151) Animal feed contaminants the entry most relevant to food science can rapidly be WG 3500 (cid:151) Food allergens homed in on. DFC contains many natural products known to occur Food source headings (WI) classify food compounds, in food plants for which no speci(cid:222)c food-related informa- both natural and processing-derived, by their food source. tion, such as (cid:223)avour or toxicity, appears to be available. In Examples are: such cases, the decision to include them has been based on the species information given in the entry. If one or more of the species recorded is a food plant or other food source, WI 1000 (cid:151) Cereals and bakery products the compound has been selected for inclusion in the DFC WI 6000 (cid:151) Dairy products dataset. The label (cid:147)food plant(cid:148) is broadly de(cid:222)ned and includes edible wild foods as well as established crop foods, Food function headings (WK) are self-explanatory and also toxic plants of potential interest to nutritionists. Where include for example ix
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