Synthesis of N-glycyl-β-glycopyranosyl amines, derivatives of natural oligosaccharides — glucose analogs of Lex antigen View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2014-02

AUTHORS

L. M. Likhosherstov, O. S. Novikova, N. G. Kolotyrkina, I. A. Yamskov, V. E. Piskarev

ABSTRACT

Treatment of the natural tri-, tetra-, and pentasaccharides, β-d-Galp-(1→4)-[α-l-Fucp-(1→3)]-d-Glcp, α-l-Fucp-(1→2)-β-d-Galp-(1→4)-[α-l-Fucp-(1→3)]-d-Glcp, and α-l-Fucp-(1→2)-[α-d-GalNAcp-(1→3)]-β-d-Galp-(1→4)-[α-l-Fucp-(1→3)]-d-Glcp, which are glucose analogs of Lex, with ammonium carbamate in aqueous methanol gave the corresponding β-glycopyranosyl amines. After their N-acylation with N-Z-glycine N-hydroxysuccinimidyl ester (Z is benzyloxycarbonyl) with subsequent hydrogenolytic removal of Z-group, corresponding N-glycyl-β-glycopyranosyl amines were obtained in yields up to 70%. More... »

PAGES

507-510

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s11172-014-0461-6

DOI

http://dx.doi.org/10.1007/s11172-014-0461-6

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1030238871


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