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All-transglycolytic Synthesis and Characterization of sialyl(alpha2-3)galactosyl(beta1-4)xylosyl-p-nitrophenyl(beta1-), an Oligosaccharide Derivative Related to Glycosaminoglycan Biosynthesis

All-transglycolytic Synthesis and Characterization of sialyl(alpha2-3)galactosyl(beta1-4)xylosyl-p-nitrophenyl(beta1-), an Oligosaccharide Derivative Related to Glycosaminoglycan Biosynthesis

A Vetere, S Ferro, M Bosco, P Cescutti, S Paoletti

Eur J Biochem. 1997 Aug 1;247(3):1083-90.

PMID: 9288934

Abstract:

Beta-D-Xylopyranosides, such as p-nitrophenyl-beta-D-xylopyranoside (Xyl-Np) or 4-methylumbelliferyl-beta-D-xylopyranoside (Xyl-MeUmb), when added to the culture medium of human skin fibroblasts have previously been shown to produce some Np- or MeUmb-oligosaccharides related to the regulation of glycosaminoglycan biosynthesis. Among these oligosaccharide derivatives, we synthesized the trisaccharide derivative NeuAc(alpha2-3)Gal(beta1-4)Xyl-Np(beta1- as a potential inhibitor of human skin fibroblast glycosaminoglycan biosynthesis. This synthesis was achieved by sequential use of transglycosylating activities of Escherichia coli beta-galactosidase and Trypanosoma cruzi trans-sialidase. The structure of the oligosaccharide obtained was determined by HPLC, ion-spray mass spectrometry, and NMR.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP6734334	4-Methylumbelliferyl-β-D-xylopyranoside		6734-33-4	Price

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