Synthesis of N-linked pentasaccharides with isomeric glycosidic linkage

Maki Takatani, Toshihiro Nakama, Kazusuke Kubo, Shino Manabe, Yuko Nakahara, Yukishige Ito, Yoshiaki Nakahara

Research output: Contribution to journalArticlepeer-review

13 Citations (Scopus)

Abstract

As part of a program to explore the structural requirement of N-glycans in the carbohydrate-mediated biological interactions, N-linked pentasaccharide core structure was stereochemically modified in terms of glycosidic linkage. Three isomers, α-D-Man-(1→3)-[α-D-Man-(1→6)]-α -D-Man-(1→4)-β-D-GlcNAc-(1-→4)-β-D-GlcNAc-L-Asn, α-D-Man-(1→3)-[α-D-Man-(1→6)]-β -D-Man-(1→4)-α-D-GlcNAc-(1→4)-β-D-GlcNAc-L-Asn, and α-D-Man-(1→3)-[α-D-man-(1→6)]-α -D-Man-(1→4)-α-D-GlcNAc-(1→4)-β-D-GlcNAc-L-Asn, were synthesized. Synthesis of the pentasaccharide with natural linkage is also described.

Original languageEnglish
Pages (from-to)361-375
Number of pages15
JournalGlycoconjugate Journal
Volume17
Issue number6
DOIs
Publication statusPublished - 2000 Dec 1
Externally publishedYes

Keywords

  • N-glycan
  • Synthesis
  • Unnatural glycosidic linkage

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Cell Biology

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