An expeditious route to GlcNAc-Cbz-Asn by chemo-enzymatic synthesis

Y. Tokuda, Y. Takahashi, K. Matoishi, Y. Ito, T. Sugai

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

A short-step route to GlcNAc-Cbz-Asn was developed. Treatment of GlcNAc in sat. aq. NH4HCO3 solution and subsequent electorodialytic desalting provided ammonia-free glycosylamine in large quantity. The product was coupled with Cbz-Asn α-isobutyl ester β-fluoride, and finally, the isobutyl ester was deprotected by enzyme-catalyzed hydrolysis under mild conditions.

Original languageEnglish
Pages (from-to)57-60
Number of pages4
JournalSynlett
Issue number1
Publication statusPublished - 2002 Jan 19

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Keywords

  • Amino acids
  • Coupling
  • Enzymes
  • Glycosides
  • Hydrolyses

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Tokuda, Y., Takahashi, Y., Matoishi, K., Ito, Y., & Sugai, T. (2002). An expeditious route to GlcNAc-Cbz-Asn by chemo-enzymatic synthesis. Synlett, (1), 57-60.