Practical Synthesis of $\alpha$-Galactosyl Ceramide, KRN 7000.

  • Song, So-Young (Natural Products Research Institute, College of Pharmacy, Seoul National University) ;
  • Jung, Song-Kyu (Natural Products Research Institute, College of Pharmacy, Seoul National University) ;
  • Kim, Sang-Hee (Natural Products Research Institute, College of Pharmacy, Seoul National University)
  • Published : 2003.10.01

Abstract

Galactosyl ceramides paly important roles in biological system as immunomodulator and essential constituents of membranes and cell walls. An efficient synthesis of $\alpha$-galactosyl ceramide, KRN 7000, derived from marine sponge Agelas mauritianus as accomplished via a short reaction involving the coupling ceramide moiety and trichloroacetimidate as glycosylation donor. We could synthesize $\alpha$-galactosyl ceramide stereoselectivity without $\beta$-anomer formation on a multigram scale.

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