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

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

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Title: Synthesis and Biological Activity of α-Galactosyl Ceramide KRN7000 and Galactosyl (α1→2) Galactosyl Ceramide
Author: Veerapen, Natacha; Cerundolo, Vincenzo; Cox, Liam R.; Besra, Gurdyal S.; Brigl, Manfred; Garg, Salil; Brenner, Michael Barry

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Citation: 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.
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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.
Published Version: doi:10.1016/j.bmcl.2009.05.095
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#OAP
Citable link to this page: http://nrs.harvard.edu/urn-3:HUL.InstRepos:4454679

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  • FAS Scholarly Articles [7289]
    Peer reviewed scholarly articles from the Faculty of Arts and Sciences of Harvard University
 
 

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