Synthesis of O-β-D-Galactopyranosyl-(1→3)-O-β-D-Galactopyranosyl-(1→4)-O-β-D-Xylopyranosyl-(1→3)-L-Serine (Gal-Gal-Xyl-Ser)
- 1 January 1990
- journal article
- research article
- Published by Taylor & Francis in Journal of Carbohydrate Chemistry
- Vol. 9 (1) , 15-37
- https://doi.org/10.1080/07328309008545795
Abstract
O-.beta.-D-Galactopyranosyl-(1 .fwdarw. 3)-o-.beta.-D-galactopyranosyl-(1 .fwdarw. 4)-o-.beta.-D-xylopyranosyl-(1 .fwdarw. 3)-L-serine (Gal-Gal-Xyl-Ser) was prepared by a procedure involving the synthesis of a benzoylated galactobiosyl bromide and a xylosylserine derivative with an unsubstituted hydroxyl group at C-4 (3-o-(2,3-di-o-benzoyl-.beta.-D-xylopyranosyl)-N-carbobenzoxy-L-serine benzyl ester), followed by condensation and deblocking. The structure of the product was confirmed by 1H- and 13C-NMR spectroscopy. Upon incubation with an extract of embryonic chick cartilage, the synthetic Gal-Gal-Xyl-Ser served as an acceptor for enzymatic glucuronosyl transfer from UDP-D-glucuronic acid.Keywords
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