ol201695n_si_001.pdf (2.71 MB)
Download file

The Total Synthesis of Immunostimulant α-Galactosylceramides from Naturally Configured α-Galactoside Raffinose

Download (2.71 MB)
journal contribution
posted on 02.09.2011, 00:00 authored by Zhenxing Zhang, Wei Zhao, Bin Wang, Chengfeng Xia, Wenpeng Zhang, Peng George Wang
The total synthesis of absolute anomeric confirmation α-galactosylceramide analogues from raffinose is described. Using the naturally occurring α-galactoside raffinose as the starting material, the easily maneuverable protocol without glycosylation reactions ensured the critical α-linkage in the product and simplified the synthetic procedures. The immunostimulatory activities of the new α-galactosylceramides were validated by both in vitro and in vivo NKT cell stimulation assays.