1219141-93-1Relevant articles and documents
Chemoselective synthesis of β-ketophosphonates using lithiated α-(trimethylsilyl)methylphosphonate
Specklin, Simon,Cossy, Janine
, p. 3302 - 3308 (2015)
A highly chemoselective synthesis of β-ketophosphonates from pentafluorophenyl esters and lithiated methyl α-(trimethylsilyl)methylphosphonate has been developed. This mild lithiated phosphonate reagent allows the synthesis of functionalized β-ketophosphonates in the presence of unactivated esters with high yields. This method has been compared with the standard lithiated methylphosphonate reagent.
Synthesis and affinity evaluation of a small library of bidentate cholera toxin ligands: Towards nonhydrolyzable ganglioside mimics
Cheshev, Pavel,Morelli, Laura,Marchesi, Marco,Podlipnik, Crtomir,Bergstroem, Maria,Bernardi, Anna
experimental part, p. 1951 - 1967 (2010/07/05)
A small library of nonhydrolyzable mimics of GM1 ganglioside, featuring galactose and sialic acid as pharmacophoric carbohydrate residues, was synthesized and tested. All compounds were synthesized from readily available precursors using high-performance reactions, including click chemistry protocols, and avoiding O-glycosidic bonds. Some of the most active molecules also feature a point of further derivatization that can be used for conjugation with polyvalent aglycons. Their affinity towards cholera toxin was assessed by weak affinity chromatography, which allowed a systematic evaluation and selection of the best candidates. Affinity could be enhanced up to one or two orders of magnitude over the affinity of the individual pharmacophoric sugar residues.
