Issue 6, 1986

Photosensitized NAD(P)H regeneration systems; application in the reduction of butan-2-one, pyruvic, and acetoacetic acids and in the reductive amination of pyruvic and oxoglutaric acid to amino acid

Abstract

The photosensitized formation of NAD(P)H by enzyme-catalysed processes has been accomplished. With Ru(bpy)2+3 as sensitizer, methyl viologen, MV2+ as primary electron acceptor, and (NH4)3EDTA or 2-mercaptoethanol, NADPH is formed in the presence of ferredoxin NADP+-reductase as enzyme catalyst. Zinc(II) meso-tetramethylpyridiniumporphyrin, ZnTMPyP4+ is used as sensitizer for the photoinduced production of NADH using the same components and lipoamide dehydrogenase as enzyme catalyst. The photoinduced NAD(P)H regeneration systems have been coupled to secondary enzyme-catalysed processes such as the reduction of butan-2-one to butan-2-ol, pyruvic acid to lactic acid, acetoacetic acid to β-hydroxybutyric acid, as well as to the reductive amination of pyruvic acid to alanine and of α-oxoglutaric acid to glutamic acid. The products exhibit high optical purity and the enzymes and the coenzymes show high turnover numbers and stability.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1986, 805-811

Photosensitized NAD(P)H regeneration systems; application in the reduction of butan-2-one, pyruvic, and acetoacetic acids and in the reductive amination of pyruvic and oxoglutaric acid to amino acid

D. Mandler and I. Willner, J. Chem. Soc., Perkin Trans. 2, 1986, 805 DOI: 10.1039/P29860000805

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