Chemo-enzymatic route for (R)-terbutaline hydrochloride based on microbial asymmetric reduction of a substituted α-chloroacetophenone derivative

Shohei Taketomi, Masayoshi Asano, Toshinori Higashi, Mitsuru Shoji, Takeshi Sugai

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

To synthesize (R)-terbutaline hydrochloride, a potent β 2- adrenoceptor-stimulating agent, asymmetric reduction of a substituted α-chloroacetophenone derivative with cultured whole-cell biocatalyst of the yeast Williopsis californica JCM 3600 was developed as the key reaction. The reduction proceeded by a si-facial attack of hydride in a highly enantioselective manner. Co-factor generation was enhanced by applying glycerol as the carbon source.

Original languageEnglish
Pages (from-to)83-88
Number of pages6
JournalJournal of Molecular Catalysis B: Enzymatic
Volume84
DOIs
Publication statusPublished - 2012 Dec

Fingerprint

Williopsis
omega-Chloroacetophenone
Terbutaline
Glycerol
Adrenergic Receptors
Cultured Cells
Carbon
Yeasts
Derivatives
Biocatalysts
Enzymes
Hydrides
Yeast

Keywords

  • Asymmetric reduction
  • Hydrolysis
  • Lipase
  • Yeast

ASJC Scopus subject areas

  • Biochemistry
  • Bioengineering
  • Catalysis
  • Process Chemistry and Technology

Cite this

Chemo-enzymatic route for (R)-terbutaline hydrochloride based on microbial asymmetric reduction of a substituted α-chloroacetophenone derivative. / Taketomi, Shohei; Asano, Masayoshi; Higashi, Toshinori; Shoji, Mitsuru; Sugai, Takeshi.

In: Journal of Molecular Catalysis B: Enzymatic, Vol. 84, 12.2012, p. 83-88.

Research output: Contribution to journalArticle

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