Journal
CARBOHYDRATE RESEARCH
Volume 344, Issue 18, Pages 2573-2576Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2009.09.031
Keywords
beta-D-Galactopyranosyl-(1 -> 3)-2-acetamido-2-deoxy-D-galactose; Galacto-N-biose; T-Antigen disaccharide; One-pot enzymatic synthesis; Galacto-N-biose/lacto-N-biose I phosphorylase; Sucrose phosphorylase
Funding
- Program for Promotion of Basic Activities for Innovative Bioscience (PROBRAIN) of Japan
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beta-D-Galactopyranosyl-(1-->3)-2-acetamido-2-deoxy-D-galactose (galacto-N-biose, GNB) is an important core structure in functional sugar chains such as T-antigen disaccharide and the core I sugar chain in mucin glycoproteins. We successfully developed a one-pot enzymatic production of GNB from sucrose and GalNAc by the concomitant action of four enzymes: sucrose phosphorylase, UDP-glucose-hexose I-phosphate uridylyltransferase, UDP-glucose 4-epimerase, and galacto-N-biose/lacto-N-biose I phosphorylase in the presence of UDP-glucose and phosphate, by modifying the method of lacto-N-biose I production [Nishimoto, M.; Kitaoka, M., Biosci. Biotechnol. Biochem., 2007, 71, 2101-2104]. The reaction yield of GNB was 88% from GalNAc. GNB was isolated from the reaction mixture by crystallization after yeast treatment to obtain approximately 45 g of GNB in 95% purity from a 280-mL reaction mixture. (C) 2009 Elsevier Ltd. All rights reserved.
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