Exploration of lipase-catalyzed direct amidation of free carboxylic acids with ammonia in organic solvents

Journal article (1999)

Authors

MJJ Litjens OLD BT/Cell Systems Engineering

Adrie J.J. Straathof BT/Bioprocess Engineering -

JA Jongejan BT/Enzymology

J.J. Heijnen OLD BT/Cell Systems Engineering

Research Group

BT/Bioprocess Engineering () (TU Delft)

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Published Date

15-10-1999

Language

English

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Faculty

Applied Sciences

Department

BT/Biotechnologie

Research Group

BT/Bioprocess Engineering

Abstract

Lipase-catalyzed direct amidation of free carboxylic acids is possible with ammonia in organic solvents. For butyric acid as a model compound the reaction proceeds well despite precipitation of ammonium butyrate, provided that the added molar amounts of butyric acid and ammonia are in the same range. The addition of ammonium salts is a convenient way to ensure suitable ammonia concentrations. Using Candida antarctica lipase B as the biocatalyst, the amidation proceeds well for various carboxylic acids and is very enantioselective in the amidation of 4-methyloctanoic acid.