128200-58-8Relevant academic research and scientific papers
Synthesis of some amino and carboxy analogs of galabiose; evaluation as inhibitors of the pilus protein PapG(J)96 from Escherichia coli
Hansen, Henrik C.,Magnusson, Goeran
, p. 233 - 242 (2007/10/03)
The 2'-amino-2'-deoxy, 6-amino-6-deoxy, and 6-carboxy analogs of the reference inhibitor 2(trimethylsilyl)ethyl (α-D-galactopyranosyl)-(1→4)- β-d-galactopyranoside were synthesized and evaluated as inhibitors of the binding of the Escherichia coli-derived pilus protein PapG(J96), using an ELISA assay. The inhibitory efficiencies (K(rel); relative to the reference inhibitor) were: 157, 13, and 8, respectively. The results support the previously proposed combining site model, where the protein carries a negatively charged amino acid residue near HO-2' and HO-6 of the galabioside.
Synthetic studies on selectin ligands/inhibitors: A systematic sysnthersis of sulfatide and its higher congeners carrying 2-(tetradecyl)hexadecyl group as a ceramide substitute
Tanahashi, Eiji,Murase, Katsutoshi,Shibuya, Mika,Igarashi, Yumie,Ishida, Hideharu,Hasegawa, Akira,Kiso, Makoto
, p. 831 - 858 (2007/10/03)
A systematic synthesis of sulfatide (I) and novel sulfatide analogs (II-VI) carrying 2-(tetradecyl)hexadecyl group as a ceramide substitute is described. The 3-O-, 4-O-and 3,4-di-O-levulinoyl derivatives of galactopyranosyl trichloroacetimidates (1, 12, and 13) were coupled with (2S,3R,4E)-3-O-acetyl-2-octadecanamido-4-octadecene-1,3-diol or 2-(tetradecyl)hexadecan-1-ol. The resulting glycolipids (2, 4, 14, and 15) were each transformed, by selective removal of the levulinoyl group(s), and successive sulfation and de-O-acylation, into the 3-sulfates (I, II), 4-sulfate (III), and 3,4-disulfate (IV). The 6-sulfate (V) was prepared from 2-(tetradecyl)hexadecyl β-D-galactopyranoside (21) via the 6-0-t-butyldimethylsilyl derivative, while the 3'-sulfate of 2-(tetradecyl)hexadecyl β-D-lactoside (VI) was synthesized from 2-(trimethylsilyl)ethyl 3'-O-benzyl-β-D-lactoside (26). The structures of the sulfated glycolipids (I-VI) were characterized by ion-spray MS, MS/MS, and 1H NMR spectrometry.
METHOD FOR TREATING GALABIOSE-BINDING BACTERIA INFECTIONS
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, (2008/06/13)
A method for treating infections caused by galabiose-binding bacteria using galabiose derivatives modified at the 3 and anomeric positions. The galabiose-derivatives and compositions of some are also disclosed
