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

Daniel Mandler, Itamar Willner*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

51 Scopus citations

Abstract

The photosensitized formation of NAD(P)H by enzyme-catalysed processes has been accomplished. With Ru(bpy)32+ as sensitizer, methyl viologen, MV2+ as primary electron acceptor, and (NH4)3 EDTA 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.

Original languageAmerican English
Pages (from-to)805-811
Number of pages7
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number6
DOIs
StatePublished - 1986

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