ASPESLAGH, SANDRINE

Elewaut, Dirk

Pauwels, Nora

Van Calenbergh, Serge

English

Ghent University Academic Bibliography

VERSATILE SYNTHESIS OF C-5” AND C-6”-MODIFIED -GALCER ANALOGUES AS NEW iNKT CELL LIGANDS  Nora Pauwels,1 Sandrine Aspeslagh,2  Dirk Elewaut2 and Serge Van Calenbergh1  1 Laboratory for Medicinal Chemistry (FFW), Ghent University, Harelbekestraat 72, 9000 Ghent, Belgium 2 Laboratory for Molecular Immunology and Inflammation, Ghent University Hospital, De Pintelaan 185, 9000 Ghent, Belgium  α-Galactosylceramide (1) is known as the prototypical antigen for iNKT cells. Following complexation with the antigen presenting glycoprotein CD1d, α-GalCer is recognized by iNKT-cells, which, after activation, produce a rapid burst of Th1 and Th2 cytokines. The fact that both kinds of cytokines antagonize each other’s effect is seen as a considerable drawback for therapeutic applications. Hence, much research efforts are directed towards the identification of α-GalCer analogues capable of skewing the iNKT cell responses towards a more biased Th1 or Th2 profile. Based on the interesting Th1 biased in vivo response induced by analogue 2 and the recently obtained crystal structure of this compound complexed to mCD1d and the TCR1 we synthesized a diverse set of derivatives modified at the C-5” or C-6”-position of the galactopyranosyl ring.       [1] S. Aspeslagh, Y. Li, E. D. Yu, N. Pauwels, M. Trappeniers, E. Girardi et al., The EMBO Journal (2011), 30, 2294-2305.  

Versatile synthesis of C-5" and C-6"-modified α-GalCer analogues as new iNKT cell ligands

https://biblio.ugent.be/publication/3195119/file/3208705

Versatile synthesis of C-5" and C-6"-modified α-GalCer analogues as new iNKT cell ligands

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Ghent University Academic Bibliography