Research on the pig liver esterase (PLE)-catalyzed kinetic resolution of half-esters derived from prochiral diesters

Naoyoshi Noguchi, Kazuhiro Tsuna, Masahisa Nakada

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

The pig liver esterase (PLE)-catalyzed kinetic resolution of half-esters derived from prochiral diesters is described. Generally, the PLE-catalyzed enantioselective hydrolysis of prochiral diesters affords the corresponding half-esters in high yield, because further hydrolysis of the half-esters does not typically occur. However, we found that some half-esters undergo PLE-catalyzed hydrolysis when they are gradually added to a PLE suspension in a potassium phosphate buffer at pH 8.0 via a syringe pump, leading to the kinetic resolution of the half-esters.

Original languageEnglish
Pages (from-to)357-361
Number of pages5
JournalTetrahedron Asymmetry
Volume24
Issue number7
DOIs
Publication statusPublished - 2013 Apr 15

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ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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