Effect of the central metal ion on the cleavage of DNA by [M(TPA)Cl]ClO4 complexes (M=CoII, CuII and ZnII, TPA=tris(2-pyridylmethyl)amine): An efficient artificial nuclease for DNA cleavage

Xu, Wu; Craft, Julie A.; Fontenot, Patricia R.; Barens, Marion; Knierim, Kathleen D.; Albering, Jörg; Mautner, Franz A.; Massoud, Salah S.

doi:10.1016/j.ica.2011.04.012

Cited by 39 publications

(29 citation statements)

References 70 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The optimized geometric parameters for selected bond lengths and angles are given in Table S1 and Table S2 along with the available experimental data. Obviously, from Table S1 to Table S2, the optimized geometries of Cu(pzdpy) 2+ and Cu(tpa) 2+ are in good agreement with the available experimental values [25,32]. These results predict the suitably quantum chemistry calculation level used in this work.…”

Section: Models and Computational Details 21 Starting Structuressupporting

confidence: 83%

“…It can be seen that the copper nuclease of Cu(pzdpy) 2+ binding to DNA with binding free energy of −16.8 kcal mol −1 is more energetically favorable over the other five copper nucleases, Cu(hpzpy) 2+ , Cu(pmea) 2+ , Cu(tepa) 2+ , Cu(tpa) 2+ and Cu(pmap) 2+ , binding to DNA with that of −12.5, −12.1, −9.1, −8.8 and −6.6 kcal mol −1 , respectively. The calculated binding free energies for the copper nucleases with DNA support the corresponding experimental results analyzed by the DNA affinity constants [25,32], indicating that the parameters used for MM_PBSA calculation are suitable in this work. As given in Table 3, the intermolecular vdW interaction (ΔE vdw ) and the nonpolar contribution to solvation (ΔG np/solv ) provide the driving force for binding.…”

Section: Binding Affinity Of Copper Nucleasessupporting

confidence: 70%

“…As reported in the literature, the DNA affinity constant of the five nucleases, Cu(pzdpy) 2+ , Cu(hpzpy) 2+ , Cu(pmea) 2+ , Cu(tpa) 2+ and Cu(pmap) 2+ , determined in Massoud's experiments [25,32], was 3.35 × 10 −4 , 1.96 × 10 −4 , 1.93 × 10 −4 , 6.90 × 10 −5 and 3.51 × 10 −5 M, respectively. On the basis of the obtained experimental results, it is found that the DNA binding affinity of the five copper nucleases follows the order of Cu(pzdpy) 2+ > Cu (hpzpy) 2+ > Cu(pmea) 2+ > Cu(tpa) 2+ > Cu(pmap) 2+ .…”

Section: Binding Affinity Of Copper Nucleasesmentioning

confidence: 85%

“…The starting structures of the two copper nucleases of Cu(tpa) 2+ and Cu(pzdpy) 2+ were optimized based on the X-crystal structure [25,32]. And the starting structures of the other four copper nucleases of Cu(pmea) 2+ , Cu(hpzpy) 2+ , Cu(pmap) 2+ and Cu(tepa) 2+ were fully optimized at the DFT/B3LYP level of theory [33,34].…”

Section: Models and Computational Details 21 Starting Structuresmentioning

confidence: 99%

See 3 more Smart Citations

Theoretical study on binding models of copper nucleases containing pyridyl groups to DNA

Zhang

Tang

et al. 2015

Theor Chem Acc

View full text Add to dashboard Cite

Section: Models and Computational Details 21 Starting Structuressupporting

confidence: 83%

Section: Binding Affinity Of Copper Nucleasessupporting

confidence: 70%

Section: Binding Affinity Of Copper Nucleasesmentioning

confidence: 85%

Section: Models and Computational Details 21 Starting Structuresmentioning

confidence: 99%

See 2 more Smart Citations

Theoretical study on binding models of copper nucleases containing pyridyl groups to DNA

Zhang

Tang

et al. 2015

Theor Chem Acc

View full text Add to dashboard Cite

“…Thus, complex 1 can catalyze the cleavage with a rate acceleration of about 1.5×10 7 -fold over uncatalyzed supercoiled DNA cleavage (k=3.6×10 −8 h −1 , 37°C). 39,40) Thirdly, to gain further insight into the cleaving activity of complex 1, its mechanism of action toward the cleavage of pBR322 DNA was investigated. It is known that nucleic acid can be cleaved through either an oxidative or hydrolytic pathway.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Crystal Structures and DNA-Cleaving Activities of [Cemp]2[MCl4] (Cemp=N-Carbethoxymethyl-1,10-phenanthrolinium, M=CuII, ZnII, CoII, NiII and MnII)

Chen

Zhou

et al. 2013

CHEMICAL & PHARMACEUTICAL BULLETIN

View full text Add to dashboard Cite

Key words quaternized 1,10-phenanthroline; transition metal complex; crystal structure; DNA cleavage Over the last few decades, transition metal complexes have been attracting considerable attentions in bioinorganic chemistry, because of their rich chemistry and wide potential applications, for example in creating of synthetic metallonucleases that are able to bind to and cleave DNA under physiological conditions. 1-3) As a consequence, many mono-, di-and multivalent transition metal complexes have been synthesized and found to efficiently catalyze the cleavage of DNA.4-6) Notable among them are those that are prepared from biocompatible endogenous metal ions, including Cu(II), Zn(II), Co(II), Ni(II) and Mn(II). Such metal complexes can create open coordination positions for DNA binding, and generate reactive oxygencontaining species or other radicals that may cause damage to the sugar and/or base of DNA. 7,8) For example, Zn(II) and Cu(II) complexes that are derived from a wide range of ligands, such as Schiff bases, 9) macrocyclic polyamines 10,11) and terpyridine derivatives, [12][13][14][15] have been found to act as effective catalysts for phosphodiester cleavage. In addition, Co(III), Mn(II) and Ni(II) complexes have also been reported to show high catalytic activities. [16][17][18][19] However, most of the complexes to date are confined to mono-, di-and multi-nuclear metal complexes, and ionic metal complexes in which the binding parts are separated from the cleaving centers, are less explored. 20,21) In constructing of metal complexes, 1,10-phenanthroline is an attractive building motif because it is well known that metal-bound planar phenanthroline complexes act as strong binders for double-stranded DNA and facilitate the hydrogen atom abstraction from the sugar unit. 22,23) For example, metal complexes of 1,10-phenanthroline and its conjugates with natural products possess interesting anti-cancer properties. 24)On the other hand, recent studies by us 25) and others [26][27][28][29][30] have indicated that metal complexes with functional ammonium groups exhibit significantly enhanced DNA-cleaving activities. These findings make us reasoning that the metal complexes of quaternized 1,10-phenanthroline derivatives may serve as potent DNA cleavers.

show abstract

Copper(II) complexes of acylhydrazones: synthesis, characterization and DNA interaction

Gökçe

Güp

2013

Applied Organom Chemis

View full text Add to dashboard Cite

Two new acylhydrazone copper(II) complexes of 4‐hydroxy‐N′‐[(1E)‐1‐(4‐methylphenyl)ethylidene]benzohydrazide (HL1) and 4 ethyl [4‐({(2E)‐2‐[1‐(4‐methylphenyl)ethylidene]hydrazinyl}carbonyl)phenoxy]acetate (HL2) have been synthesized and characterized. The structures of both acylhydrazone and copper(II) complexes were identified by elemental analysis, infrared spectra, UV–visible electronic absorption spectra, magnetic susceptibility measurements, TGA and powder X‐ray diffraction. DNA binding and DNA cleavage activities of the synthesized copper complexes were examined by using UV‐visible titration and agarose gel electrophoresis, respectively. The effect of complex concentration on the DNA cleavage reactions in the absence and presence of H2O2 was also investigated. The results indicate that all the complexes bind slightly to calf thymus DNA and cleavage pBR322 DNA. The mechanistic studies demonstrate that a hydrogen peroxide‐derived species and singlet oxygen (1O2) are the active oxidative species for DNA cleavage. Copyright © 2013 John Wiley & Sons, Ltd.

show abstract

Effect of the central metal ion on the cleavage of DNA by [M(TPA)Cl]ClO4 complexes (M=CoII, CuII and ZnII, TPA=tris(2-pyridylmethyl)amine): An efficient artificial nuclease for DNA cleavage

Cited by 39 publications

References 70 publications

Theoretical study on binding models of copper nucleases containing pyridyl groups to DNA

Theoretical study on binding models of copper nucleases containing pyridyl groups to DNA

Synthesis, Crystal Structures and DNA-Cleaving Activities of [Cemp]<sub>2</sub>[MCl<sub>4</sub>] (Cemp=<i>N</i>-Carbethoxymethyl-1,10-phenanthrolinium, M=Cu<sup>II</sup>, Zn<sup>II</sup>, Co<sup>II</sup>, Ni<sup>II</sup> and Mn<sup>II</sup>)

Copper(II) complexes of acylhydrazones: synthesis, characterization and DNA interaction

Contact Info

Product

Resources

About