Syntheses of D??Labelled Oxidative Metabolites of Acrylamide and Acrylonitrile for the Quantification of Their Toxicities in Humans

…, SM Korneev, J Angerer, A de Meijere

Index: Belov, Vladimir N.; Korneev, Sergei M.; Angerer, Juergen; De Meijere, Armin European Journal of Organic Chemistry, 2008 , # 26 p. 4417 - 4425

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Abstract

Abstract Syntheses of the labelled oxidative metabolites of acrylamide and acrylonitrile– reference compounds for the evaluation of human exposure to important toxicants–are reported. For that, L-cystine tert-butyl ester was acetylated and the product reductively cleaved to L-cysteine tert-butyl ester, which reacted with carbamoyl [D 3] oxirane (obtained from [D 3] acrylonitrile and 30% aq. H 2 O 2 at pH= 7.0–7.5) and afforded a separable ...