192821-16-2Relevant academic research and scientific papers
Chemoenzymatic synthesis of a trimeric ganglioside GM3 analogue
Earle, Marion A.,Manku, Sukhdev,Hultin, Philip G.,Li, Hong,Palcic, Monica M.
, p. 1 - 4 (1997)
A trimeric β-lactosyl cluster based on 2-nitro-2-(hydroxymethyl)propane- 1,3-diol was prepared using the trichloroacetimidate method. Kinetic studies showed that this cluster was an effective acceptor for rat-liver α-(2 → 3)-sialyltransferase. Its K(M) was comparable to those for monomeric lactose and N-acetyllactosamine accepters, and its V(MAX) was 1% of that measured for the LacNAc acceptor. Preparative-scale sialylation using this enzyme afforded a trimeric cluster of the ganglioside GM3 oligosaccharide in good yield. The NMR spectra of the trimeric GM3 analogue suggest that the oligosaccharide conformation is not significantly perturbed by this level of clustering.
