Novel dialkoxytriazine-type glycosyl donors for cellulase-catalysed lactosylation

Tomonari Tanaka, Masato Noguchi, Kazuhito Watanabe, Takuya Misawa, Masaki Ishihara, Atsushi Kobayashi, Shin Ichiro Shoda

Research output: Contribution to journalArticlepeer-review

26 Citations (Scopus)

Abstract

Novel glycosidic compounds, 4,6-dialkoxy-1,3,5-triazin-2-yl β-lactosides (DAT-β-Lac), have been prepared directly in water from lactose. The reaction was carried out on a laboratory scale without protecting the hydroxy groups of lactose. The resulting triazine derivatives were found to be recognized by endo-β1,4-glucanase III from Trichoderma reesei (EGIII). The EGIII-catalysed transglycosylation of 4,6-dimethoxy-1,3,5-triazine derivative (DMT-β-Lac) with various glycosyl acceptors has successfully been demonstrated, affording the corresponding lactosylated products.

Original languageEnglish
Pages (from-to)5126-5132
Number of pages7
JournalOrganic and Biomolecular Chemistry
Volume8
Issue number22
DOIs
Publication statusPublished - 2010 Nov 21
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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