Transition-state model for subtilisin-catalyzed transesterifications of secondary alcohols

Ema Tadashi, Ryoichi Okada, Minoru Fukumoto, Masahito Jittani, Mikiko Ishida, Kenji Furuie, Kunihiro Yamaguchi, Takashi Sakai, Masanori Utaka

Research output: Contribution to journalArticlepeer-review

13 Citations (Scopus)

Abstract

In the subtilisin-catalyzed transesterications of a variety of secondary alcohols, the (S)-enantiomers were acylated faster. Kinetic measurements indicated that the enantioselectivily originates from chiral discrimination in the transition state. A transition-state model capable of explaining the S-preference of subtilisin toward secondary alcohols has been proposed.

Original languageEnglish
Pages (from-to)4367-4370
Number of pages4
JournalTetrahedron Letters
Volume40
Issue number23
DOIs
Publication statusPublished - Jun 4 1999

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Transition-state model for subtilisin-catalyzed transesterifications of secondary alcohols'. Together they form a unique fingerprint.

Cite this