Synthesis of N-glycyl-β-glycopyranosylamines, derivatives of main human secreted oligosaccharide core structures View Full Text


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Article Info

DATE

2019-02

AUTHORS

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

ABSTRACT

β-Glycopyranosylamines were synthesized by the reaction of ammonium carbamate with di-, tetra-, and hexasaccharides, corresponding to the human milk and urine oligosaccharide core structures, in aqueous methanolic solution in the presence of NH3. The N-acylation of these β-glycopyranosylamines with N-Boc-glycine N-hydroxysuccinimide ester followed by removal of the Boc group afforded N-glycyl-β-glycopyranosylamines of the corresponding oligosaccharides in yields of up to 60%. More... »

PAGES

411-415

References to SciGraph publications

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  • 2002-04. New Efficient Synthesis of β-Glucosylamines of Mono- and Disaccharides with the Use of Ammonium Carbamate in DOKLADY CHEMISTRY
  • 2014-02. Synthesis of N-glycyl-β-glycopyranosyl amines, derivatives of natural oligosaccharides — glucose analogs of Lex antigen in RUSSIAN CHEMICAL BULLETIN
  • Identifiers

    URI

    http://scigraph.springernature.com/pub.10.1007/s11172-019-2401-y

    DOI

    http://dx.doi.org/10.1007/s11172-019-2401-y

    DIMENSIONS

    https://app.dimensions.ai/details/publication/pub.1113473311


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