title: Heteroaromatic Moieties in the Sphingosine Backbone of α-Galactosylceramides for Noncovalent Interactions with CD1d.
abstract: A series of α-GalCer analogues containing heterocyclic and aromatic moieties in the sphingosine backbone were synthesized to improve the selectivity in the Th1/Th2 cytokine profile via noncovalent interaction with three aromatic residues at the binding pocket of CD1d. In vitro and in vivo biological evaluations revealed the treatment of α-GalCer analogue (6) induced the selective stimulation of natural killer T cells to facilitate the secretion of Th2 cytokines.
authors.affiliation: Department of Chemistry, Seoul National University , Seoul, Korea.
authors.forename: Yongju
authors.initials: Y
authors.lastname: Kim
authors.affiliation: Department of Chemistry, Seoul National University , Seoul, Korea.
authors.forename: Jonghoon
authors.initials: J
authors.lastname: Kim
authors.affiliation: Department of Biomedical Sciences, Seoul National University College of Medicine , Seoul, Korea.
authors.forename: Keunhee
authors.initials: K
authors.lastname: Oh
authors.affiliation: Department of Biomedical Sciences, Seoul National University College of Medicine , Seoul, Korea.
authors.forename: Dong-Sup
authors.initials: DS
authors.lastname: Lee
authors.affiliation: Department of Chemistry, Seoul National University , Seoul, Korea ; Department of Biophysics and Chemical Biology/Bio-MAX Institute, Seoul National University , Seoul, Korea.
authors.forename: Seung Bum
authors.initials: SB
authors.lastname: Park
keywords: CD1d; cytokine secretion; noncovalent interaction; selectivity; α-Galactosylceramide