Regioselective syntheses of trehalose-containing trisaccharides using various glycohydrolases.
Two methods were investigated for the enzymic preparation of trehalose-containing trisaccharides. In the first, a solution of saccharides is circulated through an immobilized-glycosidase column and an activated-carbon column connected in series. In the second, two enzymes having different substrate specificities are sequentially used for condensation and subsequent specific hydrolysis. Thus, 3-O-beta-D-, 4-O-beta-D-, and 6-O-beta-D-galactopyranosyl-alpha,alpha-trehalose; 4-O-alpha-D- and 6-O-alpha-D-glucopyranosyl-alpha,alpha-trehalose; and 4-O-beta-D- and 6-O-beta-D-glucopyranosyl-alpha,alpha-trehalose were synthesized stereo- and regio-selectively.
Ajisaka
K
K
Bioorganic Chemistry Division, Meiji Institute of Health Science, Meiji Milk Products Co., Ltd., Odawara, Japan.
Fujimoto
H
H
D000942:Antigens, Bacterial / Q000138:chemical synthesis; D000954:Antigens, Surface / Q000138:chemical synthesis; D002240:Carbohydrate Sequence; D004187:Disaccharides; D006026:Glycoside Hydrolases; D008969:Molecular Sequence Data; D009161:Mycobacterium / Q000276:immunology; D014199:Trehalose / Q000031:analogs & derivatives; D014312:Trisaccharides / Q000138:chemical synthesis*
D000942:Antigens, Bacterial; D000954:Antigens, Surface; D004187:Disaccharides; D014312:Trisaccharides; D014199:Trehalose; D006026:Glycoside Hydrolases