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

  • Carbohydr Res. 2012 Jul 15;356(9-10):152-62. doi: 10.1016/j.carres.2012.02.034.
Peter J Jervis  1 ,  Marie Moulis ,  John-Paul Jukes ,  Hemza Ghadbane ,  Liam R Cox ,  Vincenzo Cerundolo ,  Gurdyal S Besra
Affiliations
  • 1. School of Biosciences, University of Birmingham, Edgbaston, Birmingham B15 2TT, UK.
PMID: 22445102 DOI: 10.1016/j.carres.2012.02.034
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.

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