Degradation of target oligosaccharides by anthraquinone-lectin hybrids with light switching

Yukari Imai, Shingo Hirono, Haruka Matsuba, Tomohiro Suzuki, Yuka Kobayashi, Hirokazu Kawagishi, Daisuke Takahashi, Kazunobu Toshima

Research output: Contribution to journalArticlepeer-review

10 Citations (Scopus)

Abstract

Anthraquinone-lectin hybrids were effectively synthesized using water-soluble anthraquinone derivative 11 with concanavalin A (ConA) and hygrophorus russula lectin (HRL) to give anthraquinone-ConA (16) and anthraquinone-HRL (17) hybrids, respectively. These anthraquinone-lectin hybrids effectively and selectively degraded oligosaccharides containing a mannose residue as a non-reducing terminal sugar, which has affinity for ConA and HRL, under photo-irradiation with long-wavelength UV light without additives and under neutral conditions. In addition, anthraquinone-HRL (17) selectively photo-degraded only Man(α1,6)Man, which has a high affinity for HRL, among several mannosides by recognition of both the type and glycosidic linkage profile of the sugar in an oligosaccharide.

Original languageEnglish
Pages (from-to)97-104
Number of pages8
JournalChemistry - An Asian Journal
Volume7
Issue number1
DOIs
Publication statusPublished - 2012 Jan 2

Keywords

  • anthraquinone
  • lectin
  • oligosaccharides
  • photochemistry
  • selective-degradation

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

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