Synthesis and biological activity of α-galactosyl ceramide KRN7000 and galactosyl (α1→2) galactosyl ceramide

Natacha Veerapen, M Brigl, S Garg, V Cerundolo, Liam Cox, MB Brenner, Gurdyal Besra

Research output: Contribution to journalArticlepeer-review

25 Citations (Scopus)
145 Downloads (Pure)

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.
Original languageEnglish
Pages (from-to)4288-4291
Number of pages4
JournalBioorganic & Medicinal Chemistry Letters
Volume19
Issue number15
DOIs
Publication statusPublished - 1 Aug 2009

Keywords

  • iNKT
  • CD1d
  • KRN7000
  • Galactosyl(alpha 1-2)galactosyl

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