The Total Synthesis of Immunostimulant α-Galactosylceramides from Naturally Configured α-Galactoside Raffinose
journal contributionposted on 02.09.2011 by Zhenxing Zhang, Wei Zhao, Bin Wang, Chengfeng Xia, Wenpeng Zhang, Peng George Wang
Any type of content formally published in an academic journal, usually following a peer-review process.
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.