1062-56-2Relevant articles and documents
Preparation of α-galactooligoglycosides by cell walls from Cryptococcus laurentii using a novel α-galactosyl donor
Mastihuba, Vladimír,Mastihubová, Mária,Belák, Miroslav,Dudíková, Jana,Potocká, Elena Karni?ová,Petru?, Ladislav
, p. 1089 - 1094 (2017)
The cell walls of an acapsular strain of the yeast Cryptococcus laurentii catalyze the regioselective formation of α-galactooligosaccharides through self-condensation of 4-nitrophenyl α-D-galactopyranoside and of a novel activated α-galactosyl donor 2,2,2-trifluoroethyl α-D-galactopyranoside. The latter substance can be easily prepared by several methods and is highly soluble in water and therefore can be used in higher initial concentrations suppressing secondary product hydrolysis. The preparative reaction catalyzed by cell walls provided 17.4% and 2% of corresponding 2,2,2-trifluoroethyl galactobioside and galactotrioside, respectively, while the reaction with 4-nitrophenyl α-D-galactopyranoside provided the corresponding 4-nitrophenyl galactobioside and galactotrioside in 6.6 and 2.5% yields, respectively. The reactions proceeded with strict α-(1 → 6)-regioselectivity.
Rapid oligosaccharide synthesis on a fluorous support
Goto, Kohtaro,Miura, Tsuyoshi,Hosaka, Daisuke,Matsumoto, Hiroharu,Mizuno, Mamoru,Ishida, Hide-Ki,Inazu, Toshiyuki
, p. 8845 - 8854 (2007/10/03)
The novel fluorous support Hfb (hexakisfluorous chain-type butanoyl) was easily prepared. The Hfb group was readily introduced into the anomeric hydroxyl group of a carbohydrate, and was recyclable after cleavage. The use of the Hfb group was applicable for the rapid oligosaccharide synthesis in which the synthetic intermediates could be purified using fluorous and normal organic solvents. Each synthetic intermediate could be monitored by TLC, NMR and mass spectrometry. Graphical Abstract