Stereoinversion of beta- and gamma-substituted alpha-amino acids using a chemo-enzymatic oxidation-reduction procedure

Alexis Enright; Francois-Rene Alexandre; Geoffrey Roff; Ian G Fotheringham; Michael J Dawson; Nicholas J Turner

doi:10.1039/b309787k

Stereoinversion of beta- and gamma-substituted alpha-amino acids using a chemo-enzymatic oxidation-reduction procedure

Chem Commun (Camb). 2003 Oct 21:(20):2636-7. doi: 10.1039/b309787k.

Authors

Alexis Enright¹, Francois-Rene Alexandre, Geoffrey Roff, Ian G Fotheringham, Michael J Dawson, Nicholas J Turner

Affiliation

¹ School of Chemistry, The University of Edinburgh, King's Buildings, West Mains Road, Edinburgh, UK EH9 3JJ.

PMID: 14594318
DOI: 10.1039/b309787k

Abstract

Both D- and L-beta- and gamma-substituted alpha-amino acids can be interconverted to their respective L- and D- diastereoisomers by treatment with an enantioselective amino acid oxidase and a chemical reducing agent.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amino Acid Oxidoreductases / chemistry*
Amino Acids / chemistry*
Borohydrides / chemistry
L-Amino Acid Oxidase
Oxidation-Reduction
Saccharomycetales / enzymology
Stereoisomerism

Substances

Amino Acids
Borohydrides
Amino Acid Oxidoreductases
L-Amino Acid Oxidase