Effects of metal binding to mismatched base pairs on DNA-mediated charge transfer

Itô, Takeo; Nikaido, Go; Nishimoto, Sei‐ichi

doi:10.1016/j.jinorgbio.2007.04.005

Cited by 36 publications

(18 citation statements)

References 22 publications

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“…For excess electron transfer, a considerable contribution of the metal orbitals was proposed 99. In agreement with these theoretical predictions, an experimental study on photo‐induced hole transfer in DNA duplexes comprising T‐Hg‐T or C‐Ag‐C base pairs indicated that the formation of neighbouring T‐Hg‐T base pairs leads to a remarkably reduced hole‐transfer efficiency 100. The presence of a single T‐Hg‐T base pair seems to have little effect.…”

Section: Applications Of Metal‐mediated Base Pairsmentioning

confidence: 64%

“…The presence of a single T‐Hg‐T base pair seems to have little effect. Similarly, the binding of Ag + ions suppresses hole migration through the double helix 100. In another independent study using a DNA sequence with two consecutive T:T mismatches, no difference in charge‐transfer efficiency was observed for the absence and presence of Hg 2+ 101.…”

Section: Applications Of Metal‐mediated Base Pairsmentioning

confidence: 97%

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Nucleic Acids With Metal‐Mediated Base Pairs and Their Applications

2012

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Metal‐mediated base pairs represent an elegant way for the site‐specific functionalisation of nucleic acids. In this type of base pair, the hydrogen bonds between complementary nucleobases are replaced formally by coordinative bonds to one or more transition‐metal ions. This Review presents an overview of metal‐mediated base pairs reported so far. It gives an insight into the characterisation of metal‐mediated base pairs and into the structures of the resulting metal‐modified nucleic acids. In addition, a summary of applications exploiting the formation of metal‐mediated base pairs is presented. The applications include, for example, metal‐ion sensors of various types, a protein sensor, and DNA‐based molecular machines. Initial reports on the potential use of metal‐mediated base pairs in the context of charge transfer through nucleic acid double helices are summarised as well.

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Section: Applications Of Metal‐mediated Base Pairsmentioning

confidence: 64%

Section: Applications Of Metal‐mediated Base Pairsmentioning

confidence: 97%

Nucleic Acids With Metal‐Mediated Base Pairs and Their Applications

2012

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“…A fluorescence spectroscopic study of photo‐induced hole transfer across an artificial Hq–Cu II –Hq base pair (Hq=hydroxyquinoline) supports the assumption that the charge transfer efficiency is enhanced for Hq–Cu II –Hq base pairs compared with Hq:Hq mispairs . However, a different study showed that formation of a C–Ag I –C base pair significantly suppresses hole transfer . In contrast, the hole transfer efficiency across a T:T mismatch was hardly influenced by the addition of Hg II to the duplex to form a T–Hg II –T base pair, according to a chemical detection of strand cleavage induced by the charge transfer .…”

Section: Methodsmentioning

confidence: 83%

“…However, a different study showed that formation of a C–Ag I –C base pair significantly suppresses hole transfer . In contrast, the hole transfer efficiency across a T:T mismatch was hardly influenced by the addition of Hg II to the duplex to form a T–Hg II –T base pair, according to a chemical detection of strand cleavage induced by the charge transfer . When charge transfer in related systems was derived from fluorescence quenching, the highest rate of charge transfer was observed for a DNA duplex bearing one T–Hg II –T base pair .…”

Section: Methodsmentioning

confidence: 99%

Excess Electron Transfer through DNA Duplexes Comprising a Metal‐Mediated Base Pair

Hensel

Eckey

Scharf

et al. 2017

Chemistry A European J

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Excess electron transfer through one set of DNA duplexes comprising either one or two metal-mediated thymine-Hg -thymine base pairs was studied. Towards this end, the metal-mediated base pair(s) were introduced between an artificial nucleoside bearing a N,N,N',N'-tetramethyl-1,5-diaminonaphthalene derivative (dN, acting as a photoinducible electron donor) and 5-bromo-2'-deoxyuridine (dB, acting as an electron acceptor). Upon one-electron reduction, dB loses a bromide ion. The amount of unreacted dB remaining after irradiation-determined by LC/ICP-MS-was used to evaluate the charge-transfer efficiency across the metal-mediated base pair(s). Reference measurements with canonical adenine:thymine base pairs prove the applicability of this approach for the detection of charge transfer in DNA. The data indicate that, for the set of DNA duplexes under investigation, excess electron transfer across a thymine-Hg -thymine base pair proceeds with low efficiency, comparable to the transfer across a thymine:thymine mispair. Two contiguous thymine-Hg -thymine base pairs effectively shut down excess electron transfer.

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“…Interactions of Mg 2+ , Zn 2+ , and Hg 2+ with nucleobases (especially purine bases) were explored several times before . The interaction of the Hg 2+ cation with thymine can be put to a recent context with intensive studies on a selective interaction of mercury, which preferentially binds to this nucleobase and especially to TT mispairs …”

Section: Introductionmentioning

confidence: 99%

The influence of the metal cations and microhydration on the reaction trajectory of the N3 ↔ O2 thymine proton transfer: Quantum mechanical study

et al. 2017

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This study involves the intramolecular proton transfer (PT) process on a thymine nucleobase between N3 and O2 atoms. We explore a mechanism for the PT assisted by hexacoordinated divalent metals cations, namely Mg , Zn , and Hg . Our results point out that this reaction corresponds to a two-stage process. The first involves the PT from one of the aqua ligands toward O2. The implications of this stage are the formation of a hydroxo anion bound to the metal center and a positively charged thymine. To proceed to the second stage, a structural change is needed to allow the negatively charged hydroxo ligand to abstract the N3 proton, which represents the final product of the PT reaction. In the presence of the selected hexaaqua cations, the activation barrier is at most 8 kcal/mol. © 2017 Wiley Periodicals, Inc.

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Effects of metal binding to mismatched base pairs on DNA-mediated charge transfer

Cited by 36 publications

References 22 publications

Nucleic Acids With Metal‐Mediated Base Pairs and Their Applications

Nucleic Acids With Metal‐Mediated Base Pairs and Their Applications

Excess Electron Transfer through DNA Duplexes Comprising a Metal‐Mediated Base Pair

The influence of the metal cations and microhydration on the reaction trajectory of the N3 ↔ O2 thymine proton transfer: Quantum mechanical study

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