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Synthesis of a glycolipid for studying mechanisms of mitochondrial uncoupling proteins
Authors:Gouin Sebastien G  Pilgrim Wayne  Porter Richard K  Murphy Paul V
Affiliation:Centre for Synthesis and Chemical Biology, Department of Chemistry, Conway Institute of Biomolecular and Biomedical Research, University College Dublin, Ireland.
Abstract:Glucose-O-omega-palmitic acid is an amphipathic molecule that is useful as a tool for studying the mechanism of mitochondrial uncoupling proteins. The synthesis of this glycolipid is described herein. The study of the reaction of a series of glycosyl donors with appropriate acceptors derived from 16-hydroxyhexadecanoic acid showed that a glycosyl trichloroacetimidate donor was more efficient than thioglycoside, glycosyl halide and glycosyl acetate donors for synthesis of this glycolipid.
Keywords:Mitochondrial uncoupling protein   Glycoconjugates   Glucose-O-ω-palmitic acid   Palmitic acid   16-(β-  smallcaps"  >d-Glucopyranosyloxy)-hexadecanoic acid
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