78715-58-9Relevant academic research and scientific papers
ATP analogs with non-transferable groups in the γ position as inhibitors of glycerol kinase
Bystrom, Cory E.,Pettigrew, Donald W.,Remington, S. James,Branchaud, Bruce P.
, p. 2613 - 2616 (1997)
β,γ-Difluoromethyleneadenosine-5'-triphos (AMP-PCF2P, 3) and γ-arsono-β,γ-methyleneadenosined'-diphosphate (AMP-PCAs, 4) were synthesized and were found to be competitive inhibitors of glycerolkinase. Commercially available AMP-PCP and AMP-PNP also are competitive inhibitors. The structural similarities and differences of these ATP analogs and their effect on kinase inhibition are discussed.
First and efficient synthesis of phosphonodifluoromethylene analogues of nucleoside 3′-phosphates: Crucial role played by sulfur in construction of the target molecules
Lopin, Chrystel,Gautier, Arnaud,Gouhier, Geraldine,Piettre, Serge R.
, p. 14668 - 14675 (2007/10/03)
Phosphoric esters of secondary alcohols are ubiquitous in biological systems. However, despite the obvious interest of the corresponding difluoromethylene phosphonates as isopolar mimics, a single example of such an analogue featuring this particular subs
New modified nucleoside 5′-triphosphates: Synthesis, properties towards DNA polymerases, stability in blood serum and antiviral activity
Shipitsin, Alexander V.,Victorova, Lyubov S.,Shirokova, Elena A.,Dyatkina, Natalya B.,Goryunova, Lyudmila E.,Beabealashvilli, Robert Sh,Hamilton, Cliris J.,Roberts, Stanley M.,Krayevsky, Alexander
, p. 1039 - 1050 (2007/10/03)
A series of new nucleoside 5'-triphosphate mimetics, 2,3,5,6, 8-10, modified at the glycone and all three phosphate residues, have been synthesised and studied. These compounds only bear the enzymatically labile anhydride bond between the α and β phosphor
Synthesis of new PMEA diphosphate mimics
Laux,Perigaud,Imbach,Gosselin
, p. 1003 - 1004 (2007/10/03)
We synthesized and characterized new diphosphate mimics of the acyclic nucleotide phosphonate PMEA [Adefovir, 9-(2-phosphonylmethoxyethyl)adenine].
Synthesis of a potent inhibitor of HIV reverse transcriptase
Hamilton, Chris J.,Roberts, Stanley M.,Shipitsin, Alexander
, p. 1087 - 1088 (2007/10/03)
The newly synthesised P(β),-P(γ)-difluoromethylenebisphosphonate analogue 2 of nor-carbovir triphosphate is a potent inhibitor of HIV reverse transcriptase; it also exhibits a greatly enhanced stability to dephosphorylation, in foetal blood serum, relative to AZTTP and other nucleoside triphosphates.
A New Synthetic Route to Perfluoroalkylidene-α,ο-Biisphosphonates
Nair, Haridasan K.,Burton, Donald J.
, p. 347 - 350 (2007/10/02)
The UV irradiation of a mixture of (EtO)2POP(OEt)2 and I(CF2)nI (n = 3,4,6) or I(CF2)nP(O)(OEt)2 (n = 1,2) results in the corresponding bisphosphonites or mixed phosphonitephosphonates, respectively, which on oxidation by Me3COOH afforded the perfluoroalkylidene-α,ο-bisphosphonates in 64-77 percent isolated yields.
Syntheses of some fluorine-containing halomethanephosphonate and methylenebisphosphonate esters
Blackburn, G. Michael,Taylor, Graham E.
, p. 55 - 62 (2007/10/02)
The Michaelis-Becker reaction between diethyl sodiophosphite and either of the halofluoromethanes CF2Cl2 and CF3Br gives tetraethyl difluoromethylenebisphosphonate.By contrast, the corresponding reaction with CFCl3 gives not only diethyl dichlorofluoromethanephosphonate but also teraethyl prophosphate as the major product.Diethyl dichlorofluoromethanephosphonate, readily prepared by a normal Arbusov reaction from+ CCl3F, reacts with diethyl sodiophosphite to give tetraethyl fluoromethylenebisphosphonate thereby providing a simple efficient, and inexpensive synthesis of this useful material.
Studies on Selected Transformations of Some Fluoromethanephosphonate Esters
Blackburn, G. Michael,Brown, David,Martin, Stephen J.,Parratt, Martin J.
, p. 181 - 186 (2007/10/02)
The thermal stability of α-fluoromethanephosphonate carbanions decreases in the series CHF>CF2>CFCl.Acylation products of the difluoromethanephosphonate carbanion show high electrophilic reactivity which results in the inmediate formation of secondary products.This behaviour is not observed for the monofluoromethanephosphonate carbanion.Attemps to acylate or phosphorylate the chlorofluoromethanephosphonate carbanion unexpectedly provide esters of fluoromethylenebisphosphonic acid as products.Some physical characteristics of fluoromethanephosphonic acids are described.
(DIETHYLPHOSPHINYL)DIFLUOROMETHYLLITHIUM. -PREPARATION AND SYNTHETIC APPLICATION-
Obayashi, Michio,Ito, Eiji,Matsui, Kiyohide,Kondo, Kiyosi
, p. 2323 - 2326 (2007/10/02)
The action of lithium diisopropylamide on diethyl difluoromethylphosphonate gives the title reagent which reacts with various electrophiles to introduce difluoromethylene or difluoromethyl unit.
Monofluoro- and Difluoro-methylenebisphosphonic Acids: Isopolar Analogues of Pyrophosphoric Acid
Blackburn, G. Michael,England, David A.,Kolkmann, Friedrich
, p. 930 - 932 (2007/10/02)
New syntheses are described for the preparation of monofluoromethylenebisphosphonic and difluoromethylenebisphosphonic acids whose physical properties show them to be good isopolar analogues of pyrophosphoric acid of significant biological potential.
