56883-96-6Relevant academic research and scientific papers
The phosporylation of aniline derivatives in biphase systems
Ilia, Gheorghe,Petric, Mihaela,Macarie, Lavinia,Iliescu, Smaranda,Popa, Adriana
, p. 1717 - 1723 (2007/10/03)
Aniline derivatives were phosphorylated in biphase systems using three methods. A comparative study was performed. The best results were obtained when a solid-liquid system was used. This method is the easiest and lead to higher yields (54-81%). Copyright
Synthesis and biological activity of N-sulfonylphosphoramidates: Probing the electrostatic preferences of alkaline phosphatase
Burlingham,Widlanski
, p. 7561 - 7567 (2007/10/03)
N-Sulfonylphosphoramidates have been synthesized to investigate the electrostatic requirements for binding to alkaline phosphatase. Alkyl- and aryl N-benzylated sulfonamides were phosphorylated with bromophosphates or synthesized via phosphoramidite chemistry in moderate yields (44-77%.) The resulting tribenzylated N-sulfonylphosphoramidates may be deprotected in one step to give the free acids in quantitative yields. Physical data of N-sulfonylphosphoramidates, including pKa's and stability toward hydrolysis, were determined. Inhibition data suggests that AP does not bind trianionic N-sulfonylphosphoramidates better than dianionic N-sulfonylphosphoramidates, although N-sulfonylphosphoramidates are bound tighter than N-phenylphosphoramidate. kcat for the hydrolysis of N-sulfonylphosphoramidates by bovine and E. coli alkaline phosphatases is 10-60% that of p-nitrophenyl phosphate.
