116167-60-3Relevant academic research and scientific papers
A new approach to explore the binding space of polysaccharide-based ligands: Selectin antagonists
Calosso, Mickael,Charpentier, Daniel,Vaillancourt, Marc,Bencheqroun, Mohammed,St-Pierre, Gabrielle,Wilkes, Brian C.,Guindon, Yvan
supporting information, p. 1045 - 1049 (2013/02/22)
The discovery of molecules that interfere with the binding of a ligand to a receptor remains a topic of great interest in medicinal chemistry. Herein, we report that a monosaccharide unit of a polysaccharide ligand can be replaced advantageously by a conformationally locked acyclic molecular entity. A cyclic component of the selectin ligand Sialyl Lewisx, GlcNAc, is replaced by an acyclic tether, tartaric esters, which link two saccharide units. The conformational bias of this acyclic tether originates from the minimization of intramolecular dipole-dipole interaction and the gauche effect. The evaluation of the binding of these derivatives to P-selectin was measured by surface plasmon resonance spectroscopy. The results obtained in our pilot study suggest that the discovery of tunable tethers could facilitate the exploration of the carbohydrate recognition domain of various receptors.
The presence of water improves reductive openings of benzylidene acetals with trimethylaminoborane and aluminium chloride
Sherman, Andrei A.,Mironov, Yuri V.,Yudina, Olga N.,Nifantiev, Nikolay E.
, p. 697 - 703 (2007/10/03)
The acidic reagent formed in situ from anhydrous AlCl3 and H2O in 3:1 ratio is much more efficient for the reductive openings of the cyclic benzylidene acetals with Me3N·BH3 in tetrahydrofurane than the AlClsub
An efficient and stereoselective synthesis of β-D-Arap-(1 → 2)-β-D-Galp-(1 → 3)-β-D-Galp-(1 → 4)-α-D-Manp, a tetrasaccharide fragment of Leishmania major lipophosphoglycan
Yashunsky, Dmitry V,Higson, Adrian P,Ross, Andrew J,Nikolaev, Andrei V
, p. 243 - 248 (2007/10/03)
A tetrasaccharide fragment of Leishmania major lipophosphoglycan (which seems to be involved in a biological mechanism for the parasite transmission) has been synthesised using the thioglycoside, trichloroacetimidate and halide-exchange glycosylation procedures and step-wise chain elongation strategy.
