PubMed:16005859 JSONTXT

{"target":"https://pubannotation.org/docs/sourcedb/PubMed/sourceid/16005859","sourcedb":"PubMed","sourceid":"16005859","source_url":"http://www.ncbi.nlm.nih.gov/pubmed/16005859","text":"Chemoenzymatic synthesis of 2-azidoethyl-ganglio-oligosaccharides GD3, GT3, GM2, GD2, GT2, GM1, and GD1a.\nWe have synthesized several ganglio-oligosaccharide structures using glycosyltransferases from Campylobacter jejuni. The enzymes, alpha-(2--\u003e3/8)-sialyltransferase (Cst-II), beta-(1--\u003e4)-N-acetylgalactosaminyltransferase (CgtA), and beta-(1--\u003e3)-galactosyltransferase (CgtB), were produced in large-scale fermentation from Escherichia coli and further characterized based on their acceptor specificities. 2-Azidoethyl-glycosides corresponding to the oligosaccharides of GD3 (alpha-D-Neup5Ac-(2--\u003e8)-alpha-D-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e4)-beta-D-Glcp-), GT3 (alpha-D-Neup5Ac-(2--\u003e8)-alpha-D-Neup5Ac-(2--\u003e8)-alpha-D-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e4)-beta-D-Glcp-), GM2 (beta-D-GalpNAc-(1--\u003e4)-[alpha-D-Neup5Ac-(2--\u003e3)]-beta-D-Galp-(1--\u003e4)-beta-D-Glcp-), GD2 (beta-D-GalpNAc-(1--\u003e4)-[alpha-D-Neup5Ac-(2--\u003e8)-alpha-D-Neup5Ac-(2--\u003e3)]-beta-D-Galp-(1--\u003e4)-beta-D-Glcp-), GT2 (beta-D-GalpNAc-(1--\u003e4)-[alpha-D-Neup5Ac-(2--\u003e8)-alpha-D-Neup5Ac-(2--\u003e8)-alpha-D-Neup5Ac-(2--\u003e3)]-beta-D-Galp-(1--\u003e4)-beta-D-Glcp-), and GM1 (beta-D-Galp-(1--\u003e3)-beta-D-GalpNAc-(1--\u003e4)-[alpha-D-Neup5Ac-(2--\u003e3)]-beta-D-Galp-(1--\u003e4)-beta-D-Glcp-) were synthesized in high yields (gram-scale). In addition, a mammalian alpha-(2--\u003e3)-sialyltransferase (ST3Gal I) was used to sialylate GM1 and generate GD1a (alpha-D-Neup5Ac-(2--\u003e3)-beta-D-Galp-(1--\u003e3)-beta-D-GalpNAc-(1--\u003e4)-[alpha-D-Neup5Ac-(2--\u003e3)]-beta-D-Galp-(1--\u003e4)-beta-D-Glcp-) oligosaccharide. We also cloned and expressed a rat UDP-N-acetylglucosamine-4'epimerase (GalNAcE) in E. coli AD202 cells for cost saving in situ conversion of less expensive UDP-GlcNAc to 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