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Molecules. 2021 Jan 01;26(1). doi: 10.3390/molecules26010180.

Synthetic Studies on the Incorporation of .

Molecules (Basel, Switzerland)

Alejandro E Cristófalo, María Laura Uhrig

Affiliations

  1. Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Intendente Güiraldes 2160, Buenos Aires C1428EGA, Argentina.
  2. Centro de Investigaciones en Hidratos de Carbono (CIHIDECAR), CONICET-Universidad de Buenos Aires, Buenos Aires C1428EGA, Argentina.

PMID: 33401465 PMCID: PMC7796257 DOI: 10.3390/molecules26010180

Abstract

Two approaches for the synthesis of the thiodisaccharide β-S-GlcA(1→3)β-S-AllNAc are described here. The target disaccharide was a C-3 epimer and thio-analogue of the hyaluronic acid repetitive unit, tuned with a thiopropargyl anomeric group for further click conjugation. Thus, we analysed and tested two convenient sequences, combining the two key steps required to introduce the thioglycosidic bonds and consequently reach the target molecule: the S

Keywords: N-acetylallosamine; N-acetylglucosamine; glucuronic acid; glycomimetics; propargylation; thiodisaccharides

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