Synthesis of alginate oligosaccharides containing L-guluronic acids.
Making ends meet: The L-gulopyranosyl trichloroacetimidate and 1,6-anhydro-2,3-di-O-benzyl-beta-L-gulopyranose, efficiently derived from L-ascorbic acid, were individually used as a starting unit and an elongation unit to prepare L-guluronic acid linked alginate oligosaccharides in excellent alpha selectivity and in good yields.
Chi
Fa-Chen
FC
Department of Chemistry, National Tsing Hua University, 101, Section 2, Kuang-Fu Road, Hsinchu 300, Taiwan.
Kulkarni
Suvarn S
SS
Zulueta
Medel Manuel L
MM
Hung
Shang-Cheng
SC
D000464:Alginates / Q000737:chemistry*; D001205:Ascorbic Acid / Q000737:chemistry; D002241:Carbohydrates / Q000737:chemistry; D020723:Glucuronic Acid / Q000737:chemistry; D006603:Hexuronic Acids / Q000737:chemistry*; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry
D000464:Alginates; D002241:Carbohydrates; D006603:Hexuronic Acids; D009844:Oligosaccharides; C007896:guluronic acid; D020723:Glucuronic Acid; D001205:Ascorbic Acid