Patent · US Expired

Method for optically resolving a racemic &agr;-substituted heterocyclic carboxylic acid using enzyme

US6455302B1 · kind B1 · utility

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1References
15Claims
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Assignee

Inventors

Key dates

Filing dateMay 31, 2001
Grant dateSep 24, 2002
Priority date
Expiry dateMay 31, 2021

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC12P41/005
  • WIPO fieldBiotechnology
  • WIPO sectorChemistry

Abstract

Disclosed is a method for optically resolving a racemic &agr;-substituted heterocyclic carboxylic acid (&agr;-HCCA) by taking advantage of enantioselectivity of enzymes. &agr;-HCCA is reacted with alcohol to give a racemic &agr;-HCCA ester, which is then reacted with an enzyme with enantioselectivity, whereby either R-form or S-form of the racemate is hydrolyzed. Extraction with an organic solvent can obtain enantiomers of the &agr;-HCCA ester. The extracted enantiomeric &agr;-HCCA ester is converted to enantiomeric &agr;-HCCA by catalytic hydrogenation in an organic solution or by enzymatic hydrolysis in an aqueous solution. Thus, a racemic mixture of &agr;-HCCA can be optically resolved with high optical purity at high yields as well as at low cost.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.