938176-22-8Relevant academic research and scientific papers
Optical Control of Cytokine Production Using Photoswitchable Galactosylceramides
Baumann, Andreas,Hartrampf, Nina,Hetzler, Belinda E.,Hoffmann-R?der, Anja,Seki, Toshiyuki,Trauner, Dirk,Tsuji, Moriya,Vep?ek, Nynke A.,Watson, Philip
, (2020/03/23)
α-Galactosylceramides are glycosphingolipids that show promise in cancer immunotherapy. After presentation by CD1d, they activate natural killer T cells (NKT), which results in the production of a variety of pro-inflammatory and immunomodulatory cytokines. Herein, we report the synthesis and biological evaluation of photochromic derivatives of KRN-7000, the activity of which can be modulated with light. Based on established structure–activity relationships, we designed photoswitchable analogues of this glycolipid that control the production of pro-inflammatory cytokines, such as IFN-γ. The azobenzene derivative α-GalACer-4 proved to be more potent than KRN-7000 itself when activated with 370 nm light. Photolipids of this type could improve our mechanistic understanding of cytokine production and could open new directions in photoimmunotherapy.
Structure-based discovery of glycolipids for CD1d-mediated NKT cell activation: Tuning the adjuvant versus immunosuppression activity
Fujio, Masakazu,Wu, Douglass,Garcia-Navarro, Raquel,Ho, David D.,Tsuji, Moriya,Wong, Chi-Huey
, p. 9022 - 9023 (2007/10/03)
Introduction of an aromatic group into the fatty acyl chain of α-GalCer modulates the activity and selectivity of IFN-γ/IL-4 secretion through CD1d-mediated activation of NKT cells. Compound 14-16 are more potent than α-Galcer and biased for IFN-γ than fo
