Reduction of acetophenones with methyl fluorines and a bulky group on the aromatic ring using microorganisms and related enzymes

Chika Abe, Takahiro Sugawara, Takuya MacHida, Toshinori Higashi, Kengo Hanaya, Mitsuru Shoji, Chen Cao, Takuro Yamamoto, Tomoko Matsuda, Takeshi Sugai

研究成果: Article査読

5 被引用数 (Scopus)

抄録

Whole-cell yeasts and mold-catalyzed reduction of two fluorinated acetophenone derivatives with very bulky substituents on ortho position of aromatic ring, (±)-1′-(2-tert-butyl-2-methyl-1,3-benzodioxol-4-yl)- 2′,2′-difluoroethanone and (±)-1′-(2-tert-butyl-2- methyl-1,3-benzodioxol-4-yl)-2′,2′,2′-trifluoroethanone were examined. On the former substrate, Geotrichum candidum NBRC 5767 showed high re-facially selective attack of hydride, while with Pichia angusta JCM 3620, complementary si-facially selective attack proceeded. G. candidum NBRC 5767 was revealed to be potent biocatalyst which provides (1′S)-alcohols from both substrates in a highly facially selective manner. Some unknown reductases were suggested responsible for those reductions, other than so far having been reported acetophenone reductase and trifluoromethyl ketone reductase from G. candidum, comparing the results obtained by applying those enzymes.

本文言語English
ページ(範囲)86-91
ページ数6
ジャーナルJournal of Molecular Catalysis B: Enzymatic
82
DOI
出版ステータスPublished - 2012 10

ASJC Scopus subject areas

  • 触媒
  • バイオエンジニアリング
  • 生化学
  • プロセス化学およびプロセス工学

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