Solid-phase synthesis of glycopeptides

Glycosylation of resin-bound serine-peptides by 3,4,6-tri-o-acetyl-D-glucose-oxazoline

M. Hollósi, Emma Kollát, I. Laczkó, Katalin F. Medzihradszky, Jan Thurin, Laszló Otvös

Research output: Contribution to journalArticle

57 Citations (Scopus)

Abstract

3,4,6-Tri-O-acetyl-D-glucose-oxazoline, prepared from 2-acetamido-2-deoxy-1,3,4, 6-tetra-O-acetyl-β-D-glucopyranose with trimethylsilyl trifluoromethanesulfonate, was used for O-glycosylating resin-bound protected peptides having a serine residue with free hydroxyl group. 2-acetamido-2-deoxy-D-glucopyranosyl peptides were obtained after trifluoracetic acid (TFA) cleavage and deacetylation.

Original languageEnglish
Pages (from-to)1531-1534
Number of pages4
JournalTetrahedron Letters
Volume32
Issue number12
DOIs
Publication statusPublished - Mar 18 1991

Fingerprint

Glycosylation
Solid-Phase Synthesis Techniques
Glycopeptides
Serine
Resins
Glucose
Peptides
Hydroxyl Radical
Acids
6-O-acetyl-D-glucose
trimethylsilyl trifluoromethanesulfonate

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Solid-phase synthesis of glycopeptides : Glycosylation of resin-bound serine-peptides by 3,4,6-tri-o-acetyl-D-glucose-oxazoline. / Hollósi, M.; Kollát, Emma; Laczkó, I.; Medzihradszky, Katalin F.; Thurin, Jan; Otvös, Laszló.

In: Tetrahedron Letters, Vol. 32, No. 12, 18.03.1991, p. 1531-1534.

Research output: Contribution to journalArticle

Hollósi, M. ; Kollát, Emma ; Laczkó, I. ; Medzihradszky, Katalin F. ; Thurin, Jan ; Otvös, Laszló. / Solid-phase synthesis of glycopeptides : Glycosylation of resin-bound serine-peptides by 3,4,6-tri-o-acetyl-D-glucose-oxazoline. In: Tetrahedron Letters. 1991 ; Vol. 32, No. 12. pp. 1531-1534.
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