128753-68-4Relevant academic research and scientific papers
Synthesis and enzymatic evaluation of phosphoramidon and its β anomer: Anomerization of α-L-rhamnose triacetate upon phosphitylation
Sun, Qi,Yang, Qingkun,Gong, Shanshan,Fu, Quanlei,Xiao, Qiang
, p. 6778 - 6787 (2013/10/22)
A novel and efficient strategy for the synthesis of phosphoramidon and its β anomer has been developed by manipulating the anomerization of α-l-rhamnose triacetate upon phosphitylation. The experimental results suggest that proton transfer, bond rotation, and N atom are the key factors for the anomerization. The determined Ki and Kd values establish that phosphoramidon prepared by this method possesses excellent biological activity, and indicate that the contacts of rhamnose moiety with the enzyme have limited contribution to the binding.
A P(V)-N activation strategy for the synthesis of nucleoside polyphosphates
Sun, Qi,Gong, Shanshan,Sun, Jian,Liu, Si,Xiao, Qiang,Pu, Shouzhi
, p. 8417 - 8426 (2013/09/24)
A general and high-yielding synthesis of nucleoside 5′-triphosphates (NTPs) and nucleoside 5′-diphosphates (NDPs) from protected nucleoside 5′-phosphoropiperidates promoted by 4,5-dicyanoimidazole (DCI) has been developed. 31P NMR tracing experiments showed that the sequential deprotection and coupling reactions were exceptionally clean. The phosphoropiperidate exhibited superior reactivity to the conventional phosphoromorpholidate toward DCI-promoted NTP/NDP synthesis. The experimental results suggested that the mechanism of DCI activation could be distinctive for NTP and NDP synthesis, depending on the different nucleophilicity of pyrophosphate and phosphate.
Synthesis of a new fluorogenic substrate for the continuous assay of mammalian phosphoinositide-specific phospholipase C
Rukavishnikov, Aleksey V.,Zaikova, Tatiana O.,Birrell, G. Bruce,Keana, John F. W.,Griffith, O. Hayes
, p. 1133 - 1136 (2007/10/03)
The synthesis of a fluorogenic substrate for mammalian phosphoinositide- specific phospholipase C is described. The substrate, based on the widely used fluorescein molecule, is a water-soluble substrate analog of phosphatidylinositol-4-phosphate. The fluorogenic substrate 2 is shown to be a sensitive substrate for human PI-PLC-δ1 in a continuous assay.
Tethered IP3. Synthesis and biochemical applications of the 1-O-(3-aminopropyl) ester of inositol 1,4,5-trisphosphate
Prestwich, Glenn D.,Marecek, James F.,Mourey, Robert J.,Theibert, Anne B.,Ferris, Christopher D.,Danoff, Sonye K.,Snyder, Solomon H.
, p. 1822 - 1825 (2007/10/02)
A phosphodiester analogue of the second messenger Ins(1,4,5)P3 has been synthesized and used to prepare a novel photoaffinity label and a selective bioaffinity matrix. A selectively protected inositol precursor was first converted by phosphite
Synthesis of Compounds Designed To Inhibit Bacterial Cell Wall Transglycosylation
Hecker, Scott J.,Minich, Martha L.,Lackey, Karen
, p. 4904 - 4911 (2007/10/02)
Methods for preparation of compounds designed to inhibit the transglycosylation step in bacterial cell wall biosynthesis are described.Two hybrid structures (5 and 31) are synthesized, which combine features of the transglycosylase substrate with those of the natural product moenomycin, a known transglycosylation inhibitor.The compounds are synthesized by a convergent route involving the coupling as a phosphate diester of a protected sugar portion with a glycerate-lipid synthon.Details of the syntheses of the sugar and glycerate precursors are discussed.
