Chemical and biological evaluation of unusual sugars, α-aculosides, as novel Michael acceptors

Hiromasa Ikeda, Erika Kaneko, Shunsuke Okuzawa, Daisuke Takahashi, Kazunobu Toshima

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

The unusual sugars, α-aculosides, which appear in certain antibiotics and have an α,β-unsaturated ketone structure, were found to be novel and selective Michael acceptors for the thiol function of cysteine residues. A coumarin derivative possessing α-aculoside as a Michael acceptor effectively and irreversibly operated as a fluorescent probe in cells. Furthermore, α-aculosides exhibited cytotoxic activity against several cancer cell lines. This journal is

Original languageEnglish
Pages (from-to)8832-8835
Number of pages4
JournalOrganic and Biomolecular Chemistry
Volume12
Issue number44
DOIs
Publication statusPublished - 2014 Nov 28

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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