Copper and zinc complexes of a diaza-crown ether as artificial nucleases for the efficient hydrolytic cleavage of DNA

Li, Fang-zhen; Xie, Juan; Fěng, Fang

doi:10.1039/c4nj02193b

Cited by 20 publications

(15 citation statements)

References 37 publications

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“…Such a phenomenon was also seen in the work of Lu and co-workers [6] using a Cu 2+ complex of a cyclen-containing pyridine subunit and also in the work of Mao and co-workers [18] using Zn 2+ complexes of disubstituted 2,2'-bipyridine with ammonium groups as the DNA cleaving agents. These results also showed that the two metal complexes are stable as DNA cleavage reagents and the catalytic efficiency of the CuL complex is generally higher than that of the ZnL complex, which is contrary to our previous research findings on using Cu 2+ and Zn 2+ complexes of the ligand L 0 (1,4,10,13-tetraoxa-7,16-diazacyclooctadecane) [19].…”

Section: Dna Cleavage Activity Of the Cu And Zn Complexescontrasting

confidence: 99%

Transition Metal Complexes of a Diaza-Crown Ether with two Carbamoylmethyl Substituents: Synthesis and Assessment as a Functional Nuclease

Xie

Cai

Fěng

2017

Progress in Reaction Kinetics and Mechanism

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We report the synthesis, catalytic function and catalytic mechanism of two transition metal complexes (CuL, ZnL) of a diaza-crown ether with two acetylamino side arms [L = 2,2′-(1,4,10,13-tetraoxa-7,16-diazacyclooctadecane-7,16-diyl)diacetamide] in the hydrolysis of DNA. Their nuclease functions on pUC19 DNA cleavage were investigated. The results indicated that the active species might be formed by the deprotonation of the water-coordinated molecules in the complex and the optimum pH is 8.0 for both CuL and ZnL. The catalytic activity of CuL is higher than that of ZnL in DNA hydrolytic cleavage due to the difference in the Lewis acidity of the central metal ions, which is contrary to the result with the Cu and Zn complexes of the parent ligand L0 (1,4,10,13-tetraoxa-7,16-diazacyclooctadecane) as artificial nuclease. Comparison studies of DNA cleavage in the presence and absence of several oxygen scavengers showed that these complexes can promote DNA cleavage by a hydrolytic pathway. Our proposed mechanism suggests that the negative charge on the phosphorus oxygen atom of the substrate molecule is dispersed and the intermediate is formed and stabilised by hydrogen bonding between the DNA molecule and the acetylamino group of the complex.

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Section: Dna Cleavage Activity Of the Cu And Zn Complexescontrasting

confidence: 99%

Transition Metal Complexes of a Diaza-Crown Ether with two Carbamoylmethyl Substituents: Synthesis and Assessment as a Functional Nuclease

Xie

Cai

Fěng

2017

Progress in Reaction Kinetics and Mechanism

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“…These results reflected that these target materials destroyed DNA via different processes and ligands affected these mechanisms and mononuclear Cu 2+ complex 1a had more probability to mimic hydrolytic enzymes. Furthermore, Cu 2+ complexes always cleave DNA by an oxidative pathway, but the ligand structure was the key factor for artificial nucleases and some examples showed Cu 2+ complexes could hydrolyse DNA for special ligands, such as diaza-crown ether [28] and 1,3-bis(1,4,7-triaza-1-cyclononyl)propane [29]. However, compounds with IDB always cleave DNA by an oxidative pathway expect for Fe 3+ complexes, and it was proposed that these two centers of positive charge synergistically interacted with DNA units to destroy DNA for relative faster cleavage speed at the same cationic concentration.…”

Section: Resultsmentioning

confidence: 99%

“…The cleavage of pUC19 DNA was studied according to a reported procedure [28]. The cleavage in the presence of standard quenchers or promoters has also been investigated.…”

Section: Methodsmentioning

confidence: 99%

DNA Cleavage and Condensation Activities of Mono- and Binuclear Hybrid Complexes and Regulation by Graphene Oxide

Dai

Zhang

et al. 2016

Molecules

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Hybrid complexes with N,N 1 -bis(2-benzimidazolylmethyl)amine and cyclen moieties are novel enzyme mimics and controlled DNA release materials, which could interact with DNA through three models under different conditions. In this paper, the interactions between plasmid DNA and seven different complexes were investigated, and the methods to change the interaction patterns by graphene oxide (GO) or concentrations were also investigated. The cleavage of pUC19 DNA promoted by target complexes were via hydrolytic or oxidative mechanisms at low concentrations ranging from 3.13ˆ10´7 to 6.25ˆ10´5 mol/L. Dinuclear complexes 2a and 2b can promote the cleavage of plasmid pUC19 DNA to a linear form at pH values below 7.0. Furthermore, binuclear hybrid complexes could condense DNA as nanoparticles above 3.13ˆ10´5 mol/L and partly release DNA by graphene oxide with π-π stacking. Meanwhile, the results also reflected that graphene oxide could prevent DNA from breaking down. Cell viability assays showed dinuclear complexes were safe to normal human hepatic cells at relative high concentrations. The present work might help to develop novel strategies for the design and synthesis of DNA controllable releasing agents, which may be applied to gene delivery and also to exploit the new application for GO.

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“…The incentive for the development of DNA-cleaving DNAzymes was spurred by: (i) the need for artificial DNA nucleases that could act as restriction enzymes, which would represent a very valuable addition to the armamentarium of tools available in microbiology and drug discovery [113,114]; (ii) precedent in RNA with the in vitro selection of group I intron ribozymes capable of hydrolyzing ssDNAs [115,116,117]; (iii) the possibility of expanding the catalytic repertoire of DNAzymes towards more arduous reactions (t 1/2 for the uncatalyzed hydrolysis of RNA is ~4 [118] to 10 [54] years compared to ~140,000 [118] to 30 million [119] years for DNA); (iv) the question of the hypothetical presence of naturally occurring DNAzymes [49].…”

Section: Dnazymes As Bond Cleaving Catalystsmentioning

confidence: 99%

DNA Catalysis: The Chemical Repertoire of DNAzymes

2015

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Deoxyribozymes or DNAzymes are single-stranded catalytic DNA molecules that are obtained by combinatorial in vitro selection methods. Initially conceived to function as gene silencing agents, the scope of DNAzymes has rapidly expanded into diverse fields, including biosensing, diagnostics, logic gate operations, and the development of novel synthetic and biological tools. In this review, an overview of all the different chemical reactions catalyzed by DNAzymes is given with an emphasis on RNA cleavage and the use of non-nucleosidic substrates. The use of modified nucleoside triphosphates (dN*TPs) to expand the chemical space to be explored in selection experiments and ultimately to generate DNAzymes with an expanded chemical repertoire is also highlighted.

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Copper and zinc complexes of a diaza-crown ether as artificial nucleases for the efficient hydrolytic cleavage of DNA

Abstract: Copper and zinc complexes of a diaza-crown ether, serving as artificial nucleases, exhibited high nuclease activities towards the hydrolytic cleavage of DNA.

Cited by 20 publications

References 37 publications

Transition Metal Complexes of a Diaza-Crown Ether with two Carbamoylmethyl Substituents: Synthesis and Assessment as a Functional Nuclease

Transition Metal Complexes of a Diaza-Crown Ether with two Carbamoylmethyl Substituents: Synthesis and Assessment as a Functional Nuclease

DNA Cleavage and Condensation Activities of Mono- and Binuclear Hybrid Complexes and Regulation by Graphene Oxide

DNA Catalysis: The Chemical Repertoire of DNAzymes

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