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The total synthesis of immunostimulant ?-galactosylceramides from naturally configured ?-galactoside raffinose.


ABSTRACT: The total synthesis of absolute anomeric confirmation ?-galactosylceramide analogues from raffinose is described. Using the naturally occurring ?-galactoside raffinose as the starting material, the easily maneuverable protocol without glycosylation reactions ensured the critical ?-linkage in the product and simplified the synthetic procedures. The immunostimulatory activities of the new ?-galactosylceramides were validated by both in vitro and in vivo NKT cell stimulation assays.

SUBMITTER: Zhang Z 

PROVIDER: S-EPMC3398385 | BioStudies | 2011-01-01

REPOSITORIES: biostudies

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