Resolution of racemic 2-chlorophenyl glycine with immobilized penicillin G acylase

Nitin W. Fadnavis, Avala Vedamayee Devi, Lakshmi Swarnalatha Jasti

Research output: Contribution to journalArticlepeer-review

18 Scopus citations

Abstract

Racemic 2-chlorophenyl glycine has been resolved to obtain (S)-α-amino-(2-chlorophenyl)acetic acid with >99% enantiomeric purity via enantioselective hydrolysis of its N-phenylacetyl derivative with penicillin G acylase immobilized on Eupergit C. The resolution can be conveniently performed in water at substrate concentration of 10% in 5 h with an enzyme:substrate ratio of 1:5 (w/w), and the enzyme can be recycled >25 times without any loss of activity. The unwanted (R)-enantiomer can be easily racemized for recycling.

Original languageEnglish (US)
Pages (from-to)2363-2366
Number of pages4
JournalTetrahedron Asymmetry
Volume19
Issue number20
DOIs
StatePublished - Oct 20 2008

Bibliographical note

Funding Information:
We thank the Council of Scientific and Industrial Research, New Delhi for financial support.

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