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Synthesis and NMR assignments of galactosylgloboside and its β- -GalNAc-(1→4)-α- -Gal-linked positional isomer in a conjugatable form

From National Research Council Canada

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Affiliation
  1. National Research Council of Canada. NRC Institute for Biological Sciences
FormatText, Article
Subjectassignment; ASSIGNMENTS; Canada; Carbohydrate Sequence; chemical synthesis; chemistry; Form; Glycosphingolipids; Glycosylation; Isomerism; LED; Magnetic Resonance Spectroscopy; Molecular Sequence Data; NMR; Synthesis
Abstract
Two pentasaccharides suitable for conjugation, namely 3-aminopropyl glactosylgloboside and its beta-D-GalNAc-(1-->4)-alpha-D-Gal-linked positional isomer, were synthesized from 3III,4III-di-O-unprotected globotrioside and the trichloroacetimidate of beta-D-Gal-(1-->3)-beta-D-GalNPhth derivative. Glycosylation at both positions led to the formation of beta-D-GalNPhth-(1-->4)-alpha-D-Gal and beta-D-GalNPhth-(1-->3)-alpha-D-Gal-linked products in a ratio of 1:1 without selectivity. Complete NMR spectral assignments are also described
Publication date
In
  • Carbohydr.Res. 315, no. 3-4 (28 February 1999): 251–261.
LanguageEnglish
NRC numberZOU1999
NPARC number9384746
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Record identifier3b1bc126-3ad7-4c2f-b9cf-54ca4c2e09c5
Record created2009-07-10
Record modified2020-03-20
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