Synthesis of α-galactosyl ceramide analogues with an α-triazole at the anomeric carbon

Publication

Synthesis of α-galactosyl ceramide analogues with an α-triazole at the anomeric carbon

McDonagh, Anthony W.
;
Murphy, Paul V.

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Tetrahedron Revision (For ARAN) (1).pdf

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Identifiers

http://hdl.handle.net/10379/5664
https://doi.org/10.13025/14976

Publication Date

2014-03-16

Keywords

Glycolipid, Anomerisation, Glycosyl azide, CuAAC, Protecting group, Cycloaddition, Acids, Glycosphingolipids, Glycoclusters, Derivatives, Infections, Chemistry, Bacterial, Sugars

Type

Article

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Citation

McDonagh, AW,Murphy, PV (2014) 'Synthesis of α-galactosyl ceramide analogues with an α-triazole at the anomeric carbon'. Tetrahedron, 70 :3191-3196.

Abstract

The synthesis of 1,2,3-triazole containing analogues of a-GalCer and galacturonic acid containing Sphingomonous cell wall antigens is described. Anomerisation was used to provide the required cc-glycosyl azide precursor. Copper azide alkyne cydoaddition (CuAAC) generated the a-triazole linkage. (c) 2014 Elsevier Ltd. All rights reserved.

Funder

Publisher

Elsevier

Rights

Attribution-NonCommercial-NoDerivs 3.0 Ireland

Collections

School of Biological and Chemical Sciences (Scholarly Articles)