Synthesis and evaluation of amino-modified alpha-GalCer analogues.

ABSTRACT: Alpha-GalCer analogues featuring a phytoceramide 3- and 4-amino group have been synthesized. A Mitsunobu reaction involving phthalimide was employed for the introduction of the amino groups at the 3- and 4-positions of suitable phytosphingosine-derived precursors. The influence of these modifications on the interaction with the T-cell receptor of NKT cells was investigated, as well as the capacity of the amino-modified analogues to induce a cytokine response after in vivo administration.

SUBMITTER: Trappeniers M 

PROVIDER: S-EPMC2903208 | biostudies-literature | 2010 Jul

REPOSITORIES: biostudies-literature