Synthesis of pyrophosphonic acid analogues of farnesyl pyrophosphate
Tetrahedron, 1995The synthesis of four new analogues (i.e. 3-6) of farnesyl pyrophosphate (FPP), which may function as inhibitor of squalene synthase, is described. Compounds 3 and 4 were readily accessible by reaction of farnesal with diethyl phosphite or dimethyl lithiomethylphosphonate, respectively, followed by condensation of the resulting alcohols with diethyl ...
Valentijn, A.R.P.M. +4 more
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Aristolochene biosynthesis and enzymatic cyclization of farnesyl pyrophosphate
Journal of the American Chemical Society, 1989Proposition d'un schema reactionnel concernant la biosynthese d'un sesquiterpene, en l'occurrence l'aristolochene, chez Aspergillus terrus.
David E. Cane +5 more
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Protein farnesyltransferase: kinetics of farnesyl pyrophosphate binding and product release
Biochemistry, 1995Protein farnesyltransferase (FTase) catalyzes the prenylation of Ras and several other key proteins involved in cell regulation. The mechanism of the FTase reaction was elucidated by pre-steady-state and steady-state kinetic analysis. FTase catalyzed the farnesylation of biotinylated peptide substrate (BiopepSH) by farnesyl pyrophosphate (FPP) to an S ...
E S, Furfine +4 more
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A novel approach towards the synthesis of pyrophosphate analogues of farnesyl pyrophosphate
Recueil des Travaux Chimiques des Pays-Bas, 1994AbstractThe synthesis of two new analogues (i.e. 3 and 4) of farnesyl pyrophosphate (FPP) containing a phosphonophosphate and a phosphonophosphonate moiety was accomplished via the phosphonomorpholidate. The latter was easily obtained by treatment of a phosphonic chloride with morpholine.
Valentijn, A.R.P.M. +4 more
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The formation of cyclic sesquiterpenes from farnesyl pyrophosphate by prenyltransferase
Archives of Biochemistry and Biophysics, 1981Abstract Prenyltransferase, which normally catalyzes the 1′-4 condensation which is the basic polymerization of polyterpenoid and cholesterol biosynthesis, also mediates a pyrophosphate-dependent solvolysis of its substrates. We had previously shown that this was an aberration of the normal reaction and that dimethylallyl alcohol and geraniol were ...
A, Saito, H C, Rilling
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Farnesyl pyrophosphate synthetase from Bacillus subtilis.
Journal of biochemistry, 1981Farnesyl pyrophosphate synthetase was detected in extracts of Bacillus subtilis and partially purified by Sephadex G-100, hydroxylapatite, and DEAE-Sephadex chromatography. The enzyme catalyzed the exclusive formation of all-trans farnesyl pyrophosphate from isopentenyl pyrophosphate and either dimethylallyl or geranyl pyrophosphate. Mg2+ was essential
I, Takahashi, K, Ogura
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Approaches for Designing new Potent Inhibitors of Farnesyl Pyrophosphate Synthase
Expert Opinion on Drug Discovery, 2016Farnesyl pyrophosphate synthase (FPPS) catalyzes the condensation of isopentenyl diphosphate with dimethylallyl diphosphate to give rise to one molecule of geranyl diphosphate, which on a further reaction with another molecule of isopentenyl diphosphate forms the 15-carbon isoprenoid farnesyl diphosphate.
Rodriguez, Juan Bautista +2 more
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Transcriptional regulation of farnesyl pyrophosphate synthase by liver X receptors
Steroids, 2003Liver X receptors (LXRs) are members of the nuclear receptor superfamily that are involved in cholesterol and lipid metabolism. In addition to liver, the brain is another site where LXRs may control cholesterol homeostasis. In the brain, the regulation of cholesterol homeostasis is independent from other parts of the body, and its disturbance is ...
Junichi, Fukuchi +3 more
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Farnesyl Pyrophosphate Synthase Is the Molecular Target of Nitrogen-Containing Bisphosphonates
Biochemical and Biophysical Research Communications, 1999Bisphosphonates (Bps), inhibitors of osteoclastic bone resorption, are used in the treatment of skeletal disorders. Recent evidence indicated that farnesyl pyrophosphate (FPP) synthase and/or isopentenyl pyrophosphate (IPP) isomerase is the intracellular target(s) of bisphosphonate action. To examine which enzyme is specifically affected, we determined
Beek, E. van +4 more
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Mechanism of the biosynthesis of squalene from farnesyl pyrophosphate
Tetrahedron, 1987Abstract The biosynthesis of squalene (1) from farnesyl pyrophosphate (2) has been studied by carrying out calculations for models. The suggested mechanism involves initial allylic attack on 2 by the enzyme, probably by the trapping of farnesyl cation, followed by S N 2' reaction with a second molecule of 2 to form a π complex which is deprotonated ...
Michael J.S. Dewar, James M. Ruiz
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