One-pot chemoenzymatic route to chitoheptaose via specific transglycosylation of chitopentaoseoxazoline on chitinase-template

Naoki Yoshida, Tomonari Tanaka, Masato Noguchi, Atsushi Kobayashi, Kumiko Ishikura, Tatsuya Ikenuma, Hiromu Seno, Takeshi Watanabe, Michinari Kohri, Shin Ichiro Shoda

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

Abstract

One-pot regio- and stereospecific synthesis of chitoheptaose ((GlcNAc) 7) has been achieved by using chitopentaose ((GlcNAc) 5) and chitobiose ((GlcNAc) 2) as starting materials. The key intermediate, 1,2-oxazoline derivative of (GlcNAc) 5, could be directly prepared in water and successfully transglycosylated to (GlcNAc) 2 catalyzed by a mutant chitinase with lower hydrolyzing activity.

Original languageEnglish
Pages (from-to)689-690
Number of pages2
JournalChemistry Letters
Volume41
Issue number7
DOIs
Publication statusPublished - 2012
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

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