Synthesis of 2-acetamido-2-deoxy-3-O-beta-D-galactopyranosyl-D-galacto se by the sequential use of beta-D-galactosidases from bovine testes and Escherichia coli.
beta-D-Galp-(1----3)-D-GalNAc (1) was synthesised from lactose and GalNAc on a mmolar scale by transgalactosylation using beta-D-galactosidase from bovine testes. The large proportions of unwanted oligosaccharides in the product mixture were removed by treatment with beta-D-galactosidase from E. coli, which left 1, monosaccharides, and a small proportion of trisaccharides. Carbon-Celite chromatography then gave 1 in a yield of 21% based on the GalNAc added.
Hedbys
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L
Department of Pure and Applied Biochemistry, University of Lund, Sweden.
Johansson
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Mosbach
K
K
Larsson
P O
PO
D000116:Acetylgalactosamine / Q000378:metabolism; D000818:Animals; D015295:Antigens, Tumor-Associated, Carbohydrate; D002236:Carbohydrate Conformation; D002417:Cattle; D002849:Chromatography, Gas; D004187:Disaccharides / Q000096:biosynthesis*; D004355:Drug Stability; D004926:Escherichia coli / Q000201:enzymology*; D005696:Galactosidases / Q000378:metabolism*; D008401:Gas Chromatography-Mass Spectrometry; D006868:Hydrolysis; D007785:Lactose / Q000378:metabolism; D008297:Male; D013379:Substrate Specificity; D013737:Testis / Q000201:enzymology*; D001616:beta-Galactosidase / Q000378:metabolism*
D015295:Antigens, Tumor-Associated, Carbohydrate; D004187:Disaccharides; C016467:Thomsen-Friedenreich antigen; D005696:Galactosidases; D001616:beta-Galactosidase; D007785:Lactose; D000116:Acetylgalactosamine