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.
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.
Kamikawa
T
T
Department of Chemistry, Faculty of Science and Technology, Higashi-Osaka, Japan.
Nogawa
K
K
Yamagiwa
Y
Y
D001419:Bacteria / Q000737:chemistry; D002240:Carbohydrate Sequence; D005990:Glycerol / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D008055:Lipids / Q000737:chemistry* / Q000302:isolation & purification; D008969:Molecular Sequence Data
D008055:Lipids; D005990:Glycerol