Towards multivalent CD1d ligands: synthesis and biological activity of homodimeric α-galactosyl ceramide analogues

Jervis, Peter J.; Moulis, Marie; Jukes, John-Paul; Ghadbane, Hemza; Cox, Liam R.; Cerundolo, Vincenzo; Besra, Gurdyal S.

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Towards multivalent CD1d ligands: synthesis and biological activity of homodimeric α-galactosyl ceramide analogues

Journal article published in 2012 by Peter J. Jervis, Marie Moulis, John-Paul Jukes, Hemza Ghadbane, Liam R. Cox, Vincenzo Cerundolo, Gurdyal S. Besra

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Abstract

A library of dimeric CD1d ligands, containing two α-galactosyl ceramide (α-GalCer) units linked by spacers of varying lengths has been synthesised. The key dimerisation reactions were carried out via copper-catalysed click reactions between a 6″-azido-6″-deoxy-α-galactosyl ceramide derivative and various diynes. Each α-GalCer dimer was tested for its ability to stimulate iNKT cells.