Synthesis of 2,3-di-O-phytanyl-1-O-(alpha-D-glucopyranosyl)-sn-glycerol derivatives, analogues of polar lipids isolated from a halophilic bacterial strain

Glycoconj J. 1993 Jun;10(3):235-9. doi: 10.1007/BF00702205.

Abstract

2,3-Di-O-phytanyl-1-O-glucopyranosylglycerol and polar derivatives of its 6'-glucose moiety have been synthesized. The target molecule contains the diphytanyl-sn-glycerol moiety which is alpha-linked to glucose. The key step in its synthesis involves the coupling of phytanyl bromide and isopropylidene threitol. We also demonstrated that the 6'-hydroxyl group of glycolipids can be functionalized without protection of the sugar moiety.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bacteria / chemistry
  • Carbohydrate Sequence
  • Glycerol / analogs & derivatives
  • Glycerol / chemical synthesis*
  • Glycerol / chemistry
  • Lipids / chemistry*
  • Lipids / isolation & purification
  • Molecular Sequence Data

Substances

  • Lipids
  • Glycerol