Synlett 2021; 32(20): 2053-2058
DOI: 10.1055/a-1523-1638
letter

Synthesis of a Glycosylphosphatidylinositol (GPI) Fragment as a Potential Substrate for Mannoprotein Transglycosidases

Tyson F. Belz
This research did not receive any specific grant from funding agencies in the public, commercial, or not-for-profit sectors.


Abstract

A glycophosphatidylinositol tetrasaccharide fragment was synthesized to mimic the core features of primary model, that of Saccharomyces cerevisiae. The salient feature of this approach is centered on the quick access to various α-1,2- and α-1,6-mannosyl and α-1,4-glycosyl linkages by using simple glycosylation and protective-group techniques. 1D and 2D-J-resolved NMR spectroscopy was used to verify the α-configuration of the new linkages. The tetrasaccharides obtained in this work are useful for examining fungal cell-wall glycoprotein cross-linking by transglycosidase enzymes for antifungal drug development.

Supporting Information



Publication History

Received: 26 March 2021

Accepted after revision: 04 June 2021

Accepted Manuscript online:
04 June 2021

Article published online:
23 August 2021

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