Synthesis and Biological Activity of α-Galactosyl Ceramide KRN7000 and Galactosyl (α1→2) Galactosyl Ceramide

View/ Open
Author
Veerapen, Natacha
Cerundolo, Vincenzo
Cox, Liam R.
Besra, Gurdyal S.
Published Version
https://doi.org/10.1016/j.bmcl.2009.05.095Metadata
Show full item recordCitation
Veerapen, Natacha, Manfred Brigl, Salil Garg, Vincenzo Cerundolo, Liam R. Cox, Michael B. Brenner, and Gurdyal S. Besra. 2009. Synthesis and biological activity of α-galactosyl ceramide KRN7000 and galactosyl (α1→2) galactosyl ceramide. Bioorganic & Medicinal Chemistry Letters 19(15): 4288-4291.Abstract
We herein report a faster and less cumbersome synthesis of the biologically attractive, α-galactosyl ceramide (α-GalCer), known as KRN7000, and its analogues. More importantly, the use of a silicon tethered intramolecular glycosylation reaction gave easy access to the diglycosyl ceramide Gal(α1→2)GalCer, which has been shown to require uptake and processing to the biologically active α-GalCer derivative.Other Sources
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2722241/pdf/Terms of Use
This article is made available under the terms and conditions applicable to Open Access Policy Articles, as set forth at http://nrs.harvard.edu/urn-3:HUL.InstRepos:dash.current.terms-of-use#OAPCitable link to this page
http://nrs.harvard.edu/urn-3:HUL.InstRepos:4454679
Collections
- FAS Scholarly Articles [17845]
Contact administrator regarding this item (to report mistakes or request changes)