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      Reducing the potential for processing contaminant formation in cereal products

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          Abstract

          Processing contaminants may be defined as substances that are produced in a food when it is cooked or processed, are not present or are present at much lower concentrations in the raw, unprocessed food, and are undesirable either because they have an adverse effect on product quality or because they are potentially harmful. The presence of very low levels of processing contaminants in common foods is becoming an increasingly important issue for the food industry, as developments in analytical techniques and equipment bring foods under closer and closer scrutiny. This review considers the formation of lipid oxidation products, hydrogenation of polyunsaturated fatty acids to prevent lipid oxidation and the associated risk of trans fatty acid formation. The formation of acrylamide in the Maillard reaction is described, as well as the genetic and agronomic approaches being taken to reduce the acrylamide-forming potential of cereal grain. The multiple routes for the formation of furan and associated chemicals, including hydroxymethylfurfuryl, are also described. The evolving regulatory and public perception situations for these processing contaminants and their implications for the cereal supply chain are discussed, emphasising the need for cereal breeders to engage with the contaminants issue.

          Highlights

          • Processing contaminants defined.

          • Trans fat, acrylamide, furan and hydroxymethylfurfuryl formation described in detail.

          • Genetic and agronomic approaches to reducing the potential for contaminant formation described.

          • Evolving regulatory situation reviewed.

          • Breeders urged to engage on the issue of processing contaminants.

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          Most cited references81

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          Phase modifiers promote efficient production of hydroxymethylfurfural from fructose.

          Furan derivatives obtained from renewable biomass resources have the potential to serve as substitutes for the petroleum-based building blocks that are currently used in the production of plastics and fine chemicals. We developed a process for the selective dehydration of fructose to 5-hydroxymethylfurfural (HMF) that operates at high fructose concentrations (10 to 50 weight %), achieves high yields (80% HMF selectivity at 90% fructose conversion), and delivers HMF in a separation-friendly solvent. In a two-phase reactor system, fructose is dehydrated in the aqueous phase with the use of an acid catalyst (hydrochloric acid or an acidic ion-exchange resin) with dimethylsulfoxide and/or poly(1-vinyl-2-pyrrolidinone) added to suppress undesired side reactions. The HMF product is continuously extracted into an organic phase (methylisobutylketone) modified with 2-butanol to enhance partitioning from the reactive aqueous solution.
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            Acrylamide formation mechanism in heated foods.

            Recent findings of a potential human carcinogen, acrylamide, in foods have focused research on the possible mechanisms of formation. We present a mechanism for the formation of acrylamide from the reaction of the amino acid asparagine and a carbonyl-containing compound at typical cooking temperatures. The mechanism involves formation of a Schiff base followed by decarboxylation and elimination of either ammonia or a substituted imine under heat to yield acrylamide. Isotope substitution studies and mass spectrometric analysis of heated model systems confirm the presence of key reaction intermediates. Further confirmation of this mechanism is accomplished through selective removal of asparagine with asparaginase that results in a reduced level of acrylamide in a selected heated food.
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              Asparagine in plants

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                Author and article information

                Contributors
                Journal
                J Cereal Sci
                J. Cereal Sci
                Journal of Cereal Science
                Academic Press
                0733-5210
                1 May 2014
                May 2014
                : 59
                : 3
                : 382-392
                Affiliations
                [1]Plant Biology and Crop Science Department, Rothamsted Research, Harpenden, Hertfordshire AL5 2JQ, United Kingdom
                Author notes
                []Corresponding author. Tel.: +44 (0)1582 763133x2203, +44 (0)785 762 6662 (mobile); fax: +44 (0)1582 763010. nigel.halford@ 123456rothamsted.ac.uk liz.allsopp@ 123456rothamsted.ac.uk
                Article
                S0733-5210(13)00182-3
                10.1016/j.jcs.2013.11.002
                4026124
                24882936
                e6183c83-40a3-48cc-acb1-e22b0ec240e6
                © 2013 The Authors

                This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/3.0/).

                History
                : 27 September 2013
                : 14 November 2013
                : 18 November 2013
                Categories
                Review

                acrylamide,furan,processing contaminant,asparagine,reducing sugars,maillard reaction,free amino acids,lipid oxidation,trans fatty acids,hydroxymethylfurfuryl

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