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• 4286-25-3 2-hydroxypropyl-4-nitrophenyl phosphate barium salt 
• 87174-80-9 2-hydroxypropyl 4-nitrophenyl phosphate 

Relevant academic research and scientific papers

Neocarzinostatin-based hybrid biocatalysts with a RNase like activity

A new zinc(II)-cofactor coupled to a testosterone anchor, zinc(II)-N,N-bis(2-pyridylmethyl)-1,3-diamino-propa-2-ol-N′(17′-succinimidyltestosterone) (Zn-Testo-BisPyPol) 1-Zn has been synthesized and fully characterized. It has been further associated with a neocarzinostatin variant, NCS-3.24, to generate a new artificial metalloenzyme following the so-called 'Trojan horse' strategy. This new 1-Zn-NCS-3.24 biocatalyst showed an interesting catalytic activity as it was found able to catalyze the hydrolysis of the RNA model HPNP with a good catalytic efficiency (kcat/KM = 13.6 M-1 s-1 at pH 7) that places it among the best artificial catalysts for this reaction. Molecular modeling studies showed that a synergy between the binding of the steroid moiety and that of the BisPyPol into the protein binding site can explain the experimental results, indicating a better affinity of 1-Zn for the NCS-3.24 variant than testosterone and testosterone-hemisuccinate themselves. They also show that the artificial cofactor entirely fills the cavity, the testosterone part of 1-Zn being bound to one the two subdomains of the protein providing with good complementarities whereas its metal ion remains widely exposed to the solvent which made it a valuable tool for the catalysis of hydrolysis reactions, such as that of HPNP. Some possible improvements in the 'Trojan horse' strategy for obtaining better catalysts of selective reactions will be further studied.

Host-Guest Allosteric Control of an Artificial Phosphatase

The activity of many enzymes is regulated by associative processes. To model this mechanism, we report here that the conformation of an unstructured bimetallic Zn(II) complex can be controlled by its inclusion in the cavity of a γ-cyclodextrin. This resul

A calix[4]arene with acylguanidine units as an efficient catalyst for phosphodiester bond cleavage in RNA and DNA model compounds

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

Factors influencing the activity of nanozymes in the cleavage of an RNA model substrate

A series of 2-nm gold nanoparticles passivated with different thiols all featuring at least one triazacyclonanone-Zn(II) complex and different flanking units (a second Zn(II) complex, a triethyleneoxymethyl derivative or a guanidinium of arginine of a peptide) were prepared and studied for their efficiency in the cleavage of the RNA-model substrate 2-hydroxypropyl-p-nitrophenyl phosphate. The source of catalysis for each of them was elucidated from the kinetic analysis (Michaelis–Menten profiles, pH dependence and kinetic isotope effect). The data indicated that two different mechanisms were operative: One involving two Zn(II) complexes and the other one involving a single Zn(II) complex and a flanking guanidinium cation. The mechanism based on a dinuclear catalytic site appeared more efficient than the one based on the cooperativity between a metal complex and a guanidinium.

Photoswitchable catalysis by a nanozyme mediated by a lightsensitive cofactor

The activity of a gold nanoparticle-based catalyst can be reversibly up-and down-regulated by light. Light is used to switch a small molecule between cis-and trans-isomers, which inhibits the catalytic activity of the nanoparticles to different extent. Th

Copper(II) and Zinc(II) Complexes of Conformationally Constrained Polyazamacrocycles as Efficient Catalysts for RNA Model Substrate Cleavage in Aqueous Solution at Physiological pH

As part of a quest for efficient artificial catalysts of RNA phosphodiester bond cleavage, conformationally constrained mono- and bis-polyazamacrocycles in which tri- or tetraazaalkane chains link the ortho positions of a benzene ring were synthesized. The catalytic activities of mono- and dinuclear copper(II) and zinc(II) complexes of these polyazamacrocycles towards cleavage of the P?O bond in 2-hydroxypropyl-4-nitrophenylphosphate (HPNP) in aqueous solution at pH 7 have been determined. Only the complexes of the ligands incorporating three nitrogen atoms in a macrocycle proved to be capable of efficiently catalyzing HPNP transesterification. The dinuclear complexes were found to be approximately twice as efficient as their mononuclear counterparts, and exhibited Michaelis–Menten saturation kinetics with calculated rate constants of kcat≈10?4s?1. By means of quantum chemical calculations (DFT/COSMO-RS), several plausible reaction coordinates were described. By correlating the calculated barriers with the experimental kinetic data, two possible reaction scenarios were revealed, with activation free energies of 20–25 kcal mol?1.

Kinetic resolution of phosphoric diester by: Cinchona alkaloid derivatives provided with a guanidinium unit

Cinchona alkaloid derivatives featuring a guanidinium group in diverse positions efficiently catalyze the cleavage of the RNA model compound 2-hydroxypropyl p-nitrophenyl phosphate (HPNP). Their high catalytic efficiency as phosphodiesterases and the pote

Ribonuclease activity of an artificial catalyst that combines a ligated CuII ion and a guanidinium group at the upper rim of a cone -Calix[4]arene platform

A cone-calix[4]arene derivative, featuring a guanidinium group and a CuII ion ligated to a 1,4,7-triazacyclononane (TACN) ligand at the 1,3-distal positions of the upper rim, effectively catalyzes the cleavage of 2-hydroxypropyl p-nitrophenyl phosphate (HPNP) and a number of diribonucleoside 3′,5′-monophosphates (NpN′). Kinetic and potentiometric measurements support the operation of a general-base/general-acid mechanism and demonstrate that the hydroxo form of the ligated CuII ion is the sole catalytically active species. Rate enhancements relative to the background hydrolysis reaction at 1 mM catalyst concentration are 6 × 105-fold for HPNP and cluster around 107-fold with the most favorable catalyst-NpN′ combinations.

Heterobinuclear Zn-Ln and Ni-Ln Complexes with Schiff-Base and Carbacylamidophosphate Ligands: Synthesis, Crystal Structures, and Catalytic Activity

The reaction of Salen-like ZnII and NiII precursors with carbacylamidophosphate lanthanide moieties yields six new types of 3d-4f compounds. The complexes were characterized by means of 1H, 31P NMR and IR spectr

Steric effects on the catalytic activities of zinc(ii) complexes containing [12]aneN3 ligating units in the cleavage of the RNA and DNA model phosphates

A series of N-methylated mono- and di-[12]aneN3 ligands (5-9) have been synthesized and characterized. The steric effects on the catalytic activities of their mononuclear and dinuclear zinc(ii) complexes in the cleavage of a RNA model 2-hydroxy