1027161-02-9Relevant academic research and scientific papers
Fluorophosphonylated monomers for dental applications
Derbanne, Mathieu,Zulauf, Anais,Le Goff, Stephane,Pfund, Emmanuel,Sadoun, Michael,Pham, Thi-Nhan,Lequeux, Thierry
, p. 1010 - 1019 (2014)
The synthesis of acrylate derivatives bearing a difluorophosphonic acid function has been realized by ring-opening reaction of oxacycles and alkylation of fluorinated carbanions. Their use in self-etch adhesives is reported. The resulting adhesives based on difluorophosphonic acid monomers provide significantly higher dentin shear bond strength (SBS) than the one based on phosphonic acid, mainly due to the presence of fluorine atoms.
Highly potent bisphosphonate ligands for phosphoglycerate kinase
Jakeman, David L.,Ivory, Andrew J.,Williamson, Michael P.,Blackburn, G. Michael
, p. 4439 - 4452 (1998)
We have synthesized a series of novel analogs of 1,3-bisphospho-D- glyceric acid, 1,3-BPG, and evaluated their binding to phosphoglycerate kinase, PGK (EC 2.7.2.3). Nonscissile methanephosphonic acids replace the two phosphate monoesters of 1,3-BPG and lead to several stable, tight-binding mimics of this intermediate species in glycolysis. Multiple fluorine substitution for hydrogen in the α-methylene groups of the phosphonic acid 1,3-BPG analogs markedly improves their binding to PGK as determined by NMR analysis. The best ligands bind some 50-100 times more strongly than does the substrate 3-phospho-D-glyceric acid and show a requirement for pK(a)3 to be generally below 6.0, while the presence of a β-carbonyl group seems to be of secondary importance.
