147072-99-9Relevant academic research and scientific papers
Base- and sugar-modified cytidine monophosphate N-acetylneuraminic acid (CMP-Neu5Ac) analogues - Synthesis and studies with α(2-6)-sialyltransferase from rat liver
Dufner, Gesche,Schwoerer, Ralf,Mueller, Bernd,Schmidt, Richard R.
, p. 1467 - 1482 (2007/10/03)
The reaction of sialyl phosphites 1, 22a-d, 28, 39, and 45 with acyl- protected riboside 5-phosphorous acids 2a,b and 23 directly furnished, without addition of a catalyst, under phosphite/phosphate exchange the corresponding β-configured sialyl riboside monophosphates 3a,b, 24a-d, 29, 46, and 47. The synthesis of the starting materials, formation of the products, and their treatment with sodium methanolate in methanol and subsequent hydrolysis of the sialic acid ester moiety to provide the unprotected target molecules 4a,b, 25a-d, 30, 48, and 49 is described. Investigations with α(2-6)-sialyltransferase from rat liver showed that base replacement in CMP-Neu5Ac (4a,b) is not tolerated by the enzyme but that modifications of the 5-, 8-, or 9-position of the neuraminic acid residue (25a-d, 30, 48, 49) are tolerated.
A simple procedure for the synthesis of the methyl and benzyl glycosides of Neu5Ac and 4-epi-Neu5Ac. Conversion of the benzyl and methyl glycosides of Neu5Ac into N-trifluoroacetylneuraminic acid benzyl glycosides
Byramova, Nargiz E.,Tuzikov, Alexander B.,Bovin, Nicolai V.
, p. 161 - 176 (2007/10/02)
From the reaction products of the Kuhn-Bashang synthesis of Neu5Ac, 5-acetamido-3,5-dideoxy-α- and -β-D-glycero-D-talo-2-nonulopyranosonic acid (4-epi-Neu5Ac) were isolated as the acetylated methyl esters (1 and 2).Treatment of methyl (5-acetamido-4,7,8,9
