1383455-85-3Relevant academic research and scientific papers
New CD1d agonists: Synthesis and biological activity of 6″-triazole-substituted α-galactosyl ceramides
Jervis, Peter J.,Graham, Lisa M.,Foster, Erin L.,Cox, Liam R.,Porcelli, Steven A.,Besra, Gurdyal S.
, p. 4348 - 4352 (2012)
Huisgen [3+2] dipolar cycloaddition of 6″-azido-6″-deoxy- α-galactosyl ceramide 11 with a range of alkynes (or a benzyne precursor) yielded a series of triazole-containing α-galactosyl ceramide (α-GalCer) analogues in high yield. These α-GalCer analogues and the precursor azide 11 were tested for their ability to activate iNKT cells and stimulate IL-2 cytokine secretion in vitro, and IFN-γ and IL-4 cytokine secretion in vivo. Some of these analogues, specifically 11, 12b, 12f and 13, were more potent IL-2 stimulators than the prototypical CD1d agonist, α-GalCer 1. In terms of any cytokine bias, most of the triazole-containing analogues exhibited a small Th2 cytokine-biasing response relative to that shown by α-GalCer 1. In contrast, the cycloaddition precursor, namely azide 11, provided a small Th1 cytokine-biasing response.
