The Oxidative Degradation of ʟ-Ascorbic Acid via an α-Ketoaldehyde

Author:

Kang Sa-Ouk1,Sapper Helmut1,Lohmann Wolfgang1

Affiliation:

1. Institut für Biophysik der Justus-Liebig-Universität Gießen, Leihgestemer Weg 217, D-6300 Gießen, Bundesrepublik Deutschland

Abstract

Abstract Dehydro-ʟ-ascorbic acid, the oxidation product of L-ascorbic acid, is unstable in aqueous solution and decomposed by a hydrolytic disruption of its ring structure to 2,3-diketo-ʟ-gulonic acid. It is shown by means of UV, 1H-, and 13C-NMR spectroscopy that after decarboxylation 3,4,5-trihydroxy-2-keto-ʟ-valeraldehyde, an α-ketoaldehyde, is formed. This substance is oxidized further to ʟ-erythroascorbic acid, coupled with a reduction of 2,3-diketo-ʟ-gulonic acid to L-ascorbic acid.

Publisher

Walter de Gruyter GmbH

Subject

General Biochemistry, Genetics and Molecular Biology

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