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2002•Angewandte Chemie International EditionOpen access

Biomimetic NAD+ Models for Tandem Cofactor Regeneration, Horse Liver Alcohol Dehydrogenase Recognition of 1,4-NADH Derivatives, and Chiral Synthesis

H. Christine Lo, Richard H. Fish

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Abstract

Two tandem catalysis approaches: first, a cofactor regeneration procedure with an NAD+ model and [Cp*Rh(bpy)H]+, which was formed in situ, provided the 1,4-NADH analogue 1. Cofactor 1 was then used with horse liver alcohol dehydrogenase (HLADH) for the conversion of prochiral ketones into chiral alcohols (e.g. 2→3).

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Two tandem catalysis approaches: first, a cofactor regeneration procedure with an NAD+ model and [Cp*Rh(bpy)H]+, which was formed in situ, provided the 1,4-NADH analogue 1. Cofactor 1 was then used with horse liver alcohol dehydrogenase (HLADH) for the conversion of prochiral ketones into chiral alcohols (e.g. 2→3).

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Available abstract

Two tandem catalysis approaches: first, a cofactor regeneration procedure with an NAD+ model and [Cp*Rh(bpy)H]+, which was formed in situ, provided the 1,4-NADH analogue 1. Cofactor 1 was then used with horse liver alcohol dehydrogenase (HLADH) for the conversion of prochiral ketones into chiral alcohols (e.g. 2→3).

Key concepts: Cofactor, Alcohol dehydrogenase, NAD+ kinase, Chemistry, Tandem, Alcohol, Stereochemistry, Alcohol oxidoreductase

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Biomimetic NAD+ Models for Tandem Cofactor Regeneration, Horse Liver Alcohol Dehydrogenase Recognition of 1,4-NADH Derivatives, and Chiral Synthesis — Research Paper | ScholarLens