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Enantioselective biotransformations of nitriles in organic synthesis

Journal

TOPICS IN CATALYSIS
Volume 35, Issue 1-2, Pages 117-130

Publisher

SPRINGER/PLENUM PUBLISHERS
DOI: 10.1007/s11244-005-3817-1

Keywords

biotransformations; nitrile hydratase; nitrilase; amidese; nitrile; carboxylic acid; carboxamide; amino acid; hydroxyl acid; cyclopropanecarboxylic acid; oxiranecarboxamide; desymmetrization

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Recent advances in enantioselective biotransformations of nitriles utilizing nitrile-hydrolyzing microorganisms and enzymes are summarized in this article. Various examples of biocatalytic synthesis of highly enantiopure carboxylic acids including amino acids, hydroxyl acids, cyclopropanecarboxylic acids and amide derivatives and oxiranecarboxamides are presented. The enantioselectivity of the nitrile hydratases, nitrilases and amideses is discussed.

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