Stereoselective approach to (2R,3S)- and (2R,3R)-1,2-(cyclohexylidenedioxy) hept-6-en-3-ol by microbial reduction

Miyu Furuta, Mitsuru Shoji, Takeshi Sugai

Research output: Contribution to journalLetterpeer-review

6 Citations (Scopus)

Abstract

Among twelve incubated whole-cell yeast strains, two were found to selectively reduce (R)-1,2-(cyclohexylidenedioxy)hept-6-en-3-one, which was derived from d-mannitol. Pichia minuta JCM 3622 and Rhodotorula mucilaginosa NBRC 0889 afforded (2R,3S)-form (97% diastereomeric purity) and (2R,3R)-form (89% diastereomeric purity) of 1,2-(cyclohexylidenedioxy)hept-6-en-3-ols, respectively. As discussed above, the complementary yeast-mediated reduction provided the two diastereomeric glycerol derivatives in high enantiomeric excess.

Original languageEnglish
Pages (from-to)8-11
Number of pages4
JournalJournal of Molecular Catalysis B: Enzymatic
Volume82
DOIs
Publication statusPublished - 2012 Oct
Externally publishedYes

Keywords

  • Reduction
  • Whole-cell biocatalyst
  • Yeast

ASJC Scopus subject areas

  • Catalysis
  • Bioengineering
  • Biochemistry
  • Process Chemistry and Technology

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