Chemoenzymatic syntheses of iGb3 and Gb3

Org Lett. 2006 Mar 2;8(5):911-4. doi: 10.1021/ol053070p.

Abstract

Efficient chemoenzymatic syntheses of iGb3 and Gb3 have been developed. Isoglobotrihexose and globotrihexose were enzymatically synthesized by a three-enzyme system in both solid and solution phases. Then iGb3 and Gb3 were chemically synthesized by coupling of the corresponding trisaccharides with lipid.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Carbohydrate Sequence
  • Galactosylceramides / chemistry
  • Galactosylceramides / pharmacology
  • Globosides / chemical synthesis*
  • Globosides / metabolism
  • Glycosylation
  • Humans
  • Killer Cells, Natural / drug effects
  • Killer Cells, Natural / metabolism
  • Mice
  • Phosphoric Diester Hydrolases / metabolism*
  • Trihexosylceramides / chemical synthesis*
  • Trihexosylceramides / metabolism
  • Trisaccharides

Substances

  • Galactosylceramides
  • Globosides
  • Trihexosylceramides
  • Trisaccharides
  • globotrihexosylceramide
  • isoglobotrihexosylceramide
  • globotriaosylceramide
  • Phosphoric Diester Hydrolases
  • UDP-galactose hydrolase
  • KRN 7000