29314-29-2Relevant academic research and scientific papers
A calix[4]arene with acylguanidine units as an efficient catalyst for phosphodiester bond cleavage in RNA and DNA model compounds
Salvio, Riccardo,Volpi, Stefano,Folcarelli, Tommaso,Casnati, Alessandro,Cacciapaglia, Roberta
, p. 7482 - 7492 (2019/08/20)
A calix[4]arene scaffold, blocked in the cone conformation and decorated at the upper rim with two acylguanidine units, effectively catalyzes the cleavage of phosphodiester bonds of HPNP and BNPP under neutral pH conditions. The catalyst performance is di
Unexpected stoichiometry in the cleavage of bis(4-nitrophenyl) phosphate and 4-nitrophenyl phosphorochloridate by alkaline hydrogen peroxide
Mejia-Radillo, Yamilet,Yatsimirsky, Anatoly K.,Foroudian, Houshang J.,Gillitt, Nicholas D.,Bunton, Clifford A.
, p. 505 - 510 (2007/10/03)
Reaction of alkaline hydrogen peroxide with bis(4-nitrophenyl) phosphate ion proceeds with simultaneous liberation of ca 2 equiv. of 4-nitrophenol per mole of substrate, and no evidence for build-up of an intermediate. Reaction of HO2-/su
Selective hydrolysis of phosphate esters, nitrophenyl phosphates and UpU, by dimeric zinc complexes depends on the spacer length
Chapman Jr., William H.,Breslow, Ronald
, p. 5462 - 5469 (2007/10/02)
Zn(II) complexes of monomers and dimers derived from 1,4,7-triazacyclododecane and 1,5,9-triazacyclotetradecane were examined as catalysts for the hydrolyses of p-nitrophenyl phosphate and bis(p-nitrophenyl) phosphate and for the cyclizations of p-nitrophenyl 2-hydroxypropyl phosphate and 3′,5′-uridyluridine (UpU). The dimers with 1,4-phenyl and 1,3-phenyl linkers were more effective than were monomers or a longer dimer - with a 4,4′-biphenyl linker - in the hydrolysis of p-nitrophenyl phosphate, suggesting that two Zn(II) ions coordinate to the phosphate group, as in the enzyme alkaline phosphatase. However, for the hydrolysis or cyclization of the phosphate diesters, the longer biphenyl linker was preferred. In this case one Zn(II) coordinates to the phosphate group while the other delivers a nucleophilic oxide anion. Bell-shaped pH vs rate profiles were seen in both cases, but with different pK's related to the specific mechanisms in the two cases.
