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Facile optical resolution of amino acid esters via hydrolysis by an industrial enzyme in organic solvents
Author(s) -
Kijima Tatsuro,
Ohshima Kouji,
Kise Hideo
Publication year - 1994
Publication title -
journal of chemical technology and biotechnology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.64
H-Index - 117
eISSN - 1097-4660
pISSN - 0268-2575
DOI - 10.1002/jctb.280590110
Subject(s) - chemistry , hydrolysis , enantiomeric excess , enantiomer , amino acid , organic chemistry , resolution (logic) , solvent , catalysis , organic solvent , enzyme , protease , enzyme catalysis , optically active , chromatography , enantioselective synthesis , biochemistry , chemical engineering , artificial intelligence , computer science , engineering
Racemic amino acid esters were optically resolved via hydrolysis in organic solvents by the catalysis of an industrial alkaline protease, “Alcalase”. The products which were composed mainly of L‐amino acids were insoluble and easily separated by filtration. The activity of the enzyme and enantiomeric excess of the products were significantly dependent on the nature of solvent and the water content in the reaction media. Generally, high values of enantiomeric excess were obtained at low water contents. Many natural and unnatural amino acids were resolved by this method.