Synthesis of an STnThr analogue, structurally based on a TnThr antigen mimetic - Université d'Orléans Access content directly
Journal Articles Organic & Biomolecular Chemistry Year : 2020

Synthesis of an STnThr analogue, structurally based on a TnThr antigen mimetic

Abstract

The monosaccharide Tn and the disaccharide STn are tumor antigens with similar structures and common biosynthetic pathways. Both are always over-expressed simultaneously on tumor cell surfaces. We report herein the efficient synthesis of the STnThr antigen analogue 2, featuring the immunogenic TnThr mimetic 1 aglycon. Analogously to the native STn, 2 is recognized by the influenza N1 neuraminidase. A model of the N1·2 complex showed the sialyl moiety of 2 well nested in the active site pocket, with docking unaffected by the rigid aglycon. The analogue 2 is, therefore, in association with mimetic 1, a good determinant for the design of new multiantigen cancer vaccines.
No file

Dates and versions

hal-03478288 , version 1 (13-12-2021)

Identifiers

Cite

Francesco Papi, Arnaud Pâris, Pierre Lafite, Richard Daniellou, Cristina Nativi. Synthesis of an STnThr analogue, structurally based on a TnThr antigen mimetic. Organic & Biomolecular Chemistry, 2020, 18 (37), pp.7366-7372. ⟨10.1039/D0OB01749C⟩. ⟨hal-03478288⟩
22 View
0 Download

Altmetric

Share

Gmail Facebook X LinkedIn More