Microbial Resolution of 2-Hydroxy-3-nitropropionic Acid for Synthesis of Optically Active Isoserine | Zendy

Yoshihiko Yasohara | Zendy; Junzo Hasegawa | Zendy

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Microbial Resolution of 2-Hydroxy-3-nitropropionic Acid for Synthesis of Optically Active Isoserine

Author(s) -

Yoshihiko Yasohara,

Junzo Hasegawa

Publication year - 2001

Publication title -

bioscience biotechnology and biochemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.509

H-Index - 116

eISSN - 1347-6947

pISSN - 0916-8451

DOI - 10.1271/bbb.65.1258

Subject(s) - hydrolysis , enantiomer , chemistry , optically active , stereoselectivity , nocardia , carboxylic acid , enzyme , biotransformation , resolution (logic) , enantiomeric excess , microorganism , biocatalysis , amino acid , organic chemistry , stereochemistry , bacteria , enantioselective synthesis , biochemistry , catalysis , biology , reaction mechanism , artificial intelligence , computer science , genetics

The biocatalytic stereoselective hydrolysis of 2-hydroxy-3-nitropropionic acid esters was studied. Forty enzymes and three hundred microorganism strains were examined for their ability to hydrolyze ethyl 2-hydroxy-3-nitropropionic acid. Nocardia globerula IFO13150 gave n-butyl (R)-2-hydroxy-3-nitropropionate with a 92% enantiomeric excess (ee) and the corresponding carboxylic acid with a 92%ee, which was easily converted to (S)-isoserine, a useful beta-amino acid.

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