126181-56-4Relevant articles and documents
SAR of non-hydrolysable analogs of pyridoxal 5′-phosphate against low molecular weight protein tyrosine phosphatase isoforms
DeSouza, Shirin R.,Flynn, Rebecca S.,Jakubowski, Henry V.,Marshall, Quinlen F.,McIntee, Edward J.,Olson, Maxwell C.,Sinner, Erica K.,Tinucci, Samantha L.
supporting information, (2020/07/21)
Kinases and phosphatases are key enzymes in cell signal transduction pathways. Imbalances in these enzymes have been linked to numerous disease states ranging from cancer to diabetes to autoimmune disorders. The two isoforms (IFA and IFB) of Low Molecular Weight Protein Tyrosine Phosphatase (LMW-PTP) appear to play a role in these diseases. Pyridoxal 5′-phosphate (PLP) has been shown to act as a potent but, impractical micromolar inhibitor for both isoforms. In this study, a series of non-hydrolysable phosphonate analogs of PLP were designed, synthesized and tested against the two isoforms of LMW-PTP. Assay results demonstrated that the best inhibitor for both isoforms was compound 5 with a Kis of 1.84 μM (IFA) and 15.6 μM (IFB). The most selective inhibitor was compound 16, with a selectivity of roughly 370-fold for IFA over IFB.
Stereoselective synthesis of (E) α- Fluorovinylphosphonates from α,α-difluorophosphonates
Cherkupally, Prabhakar,Slazhnev, Anton,Beier, Petr
scheme or table, p. 331 - 334 (2011/04/15)
α,α-Difluorophosphonates, which are readily available from alkyl halides and diethyl difluoromethylphosphonate, undergo elimination of hydrogen fluoride using alkali metal alkoxides to provide - fluorovinylphosphonates in high yields and E/Z selectivities. Georg Thieme Verlag Stuttgart New York.
A general method for the synthesis of 1,1-difluoroalkylphosphonates
Martin,Dean,Wagman
, p. 1839 - 1842 (2007/10/02)
A facile method for preparing 1,1-difluoroalkylphosphonates has been developed that features radical deoxygenation of thionocarbonates derived from the adducts formed upon addition of 9 to aldehydes.