RESUMO
Herein we report the practical chemo enzymatic synthesis of trisaccharide and derivatives of iGb3 and Gb3, and a novel purification process using immobilized yeast to remove the monosaccharide from the reaction mixture. High purity oligosaccharide compounds were achieved in large scale. This study represents a facile enzymatic synthesis of and novel purification process of oligosaccharide.
Assuntos
Globosídeos/biossíntese , Triexosilceramidas/biossíntese , Trissacarídeos/biossíntese , UDPglucose 4-Epimerase/metabolismo , Cromatografia por Troca Iônica , Globosídeos/química , Globosídeos/isolamento & purificação , Triexosilceramidas/química , Triexosilceramidas/isolamento & purificação , Trissacarídeos/química , Trissacarídeos/isolamento & purificaçãoRESUMO
We report the enzymatic synthesis of an important tumor-associated carbohydrate antigen, Globo-H hexasaccharide. Starting with Lac-OBn as the initial acceptor, this approach employs three glycosyltransferases: LgtC, an alpha1,4-galactosyltransferase; LgtD, a bifunctional beta1,3-galactosyl/beta1,3-N-acetylgalactosaminyltransferase; and WbsJ, an alpha1,2-fucosyltransferase. In addition, two epimerases, GalE and WbgU, were also employed for the generation of more expensive sugar nucleotides, UDP-Gal and UDP-GalNAc, from their corresponding inexpensive C4 epimers. This study represents a facile enzymatic synthesis of the Globo-H antigen.
