Dissociative Electron Attachment to Phosphoric Acid Esters: The Direct Mechanism for Single Strand Breaks in DNA

König, Constanze; Kopyra, Janina; Bald, Ilko; Illenberger, Eugen

doi:10.1103/physrevlett.97.018105

Cited by 111 publications

(76 citation statements)

References 29 publications

(27 reference statements)

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…We also intend to examine the possible role of shape resonances centered on the backbone, which have been proposed as an initial attachment mechanism leading to phosphodiester bond cleavage. 50,63,66 …”

Section: Discussionmentioning

confidence: 99%

“…Condensedphase experiments on thymidine and a single-strand oligonucleotide have demonstrated that slow electrons do indeed break the C-O phosphate-sugar bonds as well as the C-N base-sugar bonds, [60][61][62] and C-O bond breaking was also found in gas-phase DA to a model phosphodiester. 63 A few electron-collision studies, experimental and theoretical, have looked at the individual backbone constituents, i.e., ribose or deoxyribose and a phosphate group, [64][65][66][67][68][69] and others have also been made of electron collisions with backbone analogs such as tetrahydrofuran, 29,65,[68][69][70][71][72][73][74][75][76][77][78][79] tetrahydrofurfuryl alcohol, 71,72,80,81 fructose, 79 and dibutyl phosphate. 63 However, the only electron collision measurements involving nucleosides that we are aware of are the study by Zheng et al of thymine desorption from condensed-phase deoxythymidine 60 mentioned earlier, and the gas-phase studies by Abdoul-Carime et al 82 and by Denifl et al 83 of DA to deoxythymidine and 5-bromouridine, respectively.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Interaction of low-energy electrons with the purine bases, nucleosides, and nucleotides of DNA

Winstead¹,

McKoy²

2006

The Journal of Chemical Physics

View full text Add to dashboard Cite

The authors report results from computational studies of the interaction of low-energy electrons with the purine bases of DNA, adenine and guanine, as well as with the associated nucleosides, deoxyadenosine and deoxyguanosine, and the nucleotide deoxyadenosine monophosphate. Their calculations focus on the characterization of the * shape resonances associated with the bases and also provide general information on the scattering of slow electrons by these targets. Results are obtained for adenine and guanine both with and without inclusion of polarization effects, and the resonance energy shifts observed due to polarization are used to predict * resonance energies in associated nucleosides and nucleotides, for which static-exchange calculations were carried out. They observe slight shifts between the resonance energies in the isolated bases and those in the nucleosides.

show abstract

Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Interaction of low-energy electrons with the purine bases, nucleosides, and nucleotides of DNA

Winstead¹,

McKoy²

2006

The Journal of Chemical Physics

View full text Add to dashboard Cite

show abstract

“…[5][6][7][8][9][10] In our earlier work we studied several saturated compounds containing the amino-and the hydroxyl groups which could be considered as model compounds for biomolecules. 11 We used the comparison between the HeI photoelectron spectra and the DEA spectra to identify the Feshbach resonances and to assign the DEA bands and found that all DEA bands could be explained by Feshbach resonances, the low-lying ones being localized on the functional groups.…”

Section: Introductionmentioning

confidence: 99%

Electron-induced chemistry of alcohols

Ibănescu

May

Monney

et al. 2007

Phys. Chem. Chem. Phys.

104

127

View full text Add to dashboard Cite

We studied dissociative electron attachment to a series of compounds with one or two hydroxyl groups. For the monoalcohols we found, apart from the known fragmentations in the 6-12 eV range proceeding via Feshbach resonances, also new weaker processes at lower energies, around 3 eV. They have a steep onset at the dissociation threshold and show a dramatic D/H isotope effect. We assigned them as proceeding via shape resonances with temporary occupation of s * O-H orbitals. These low energy fragmentations become much stronger in the larger molecules and the strongest DEA process in the compounds with two hydroxyl groups, which thus represent an intermediate case between the behavior of small alcohols and the sugar ribose which was discovered to have strong DEA fragmentations near zero electron energy [S. Ptasin´ska, S. Denifl, P. Scheier and T. D. Ma¨rk, J. Chem. Phys., 2004, 120, 8505]. Above 6 eV, in the Feshbach resonance regime, the dominant process is a fast loss of a hydrogen atom from the hydroxyl group. In some cases the resulting (M À 1) À anion (loss of hydrogen atom) is sufficiently energyrich to further dissociate by loss of stable, closed shell molecules like H 2 or ethene. The fast primary process is state-and site selective in several cases, the negative ion states with a hole in the n O orbital losing the OH hydrogen, those with a hole in the s C-H orbitals the alkyl hydrogen.

show abstract

“…One possibility is to use phosphoric acid derivatives bound to hydrocarbons as was done by Konig et al [69]. They used (C 4 H 9 O) 2 POOH because of its closeness in structure to DNA.…”

Section: Dissociative Electron Attachment (Dea) In Nucleobasesmentioning

confidence: 99%

Interactions between low energy electrons and DNA: a perspective from first-principles simulations

Kohanoff¹,

McAllister²,

Tribello³

et al. 2017

J. Phys.: Condens. Matter

View full text Add to dashboard Cite

Abstract. DNA damage caused by irradiation has been studied for many decades. Such studies allow us to better assess the dangers posed by radiation, and to increase the efficiency of the radiotherapies that are used to combat cancer. A full description of the irradiation process involves multiple size and time scales. It starts from the interaction of radiation -either photons or swift ions -with the biological medium. Such interactions cause electronic excitation and ionisation. The two main products of ionising radiation are thus electrons and radicals. Both of these species can cause damage to biological molecules, in particular DNA. In the long run, this molecular level damage can prevent cells from replicating and can hence lead to cell death. For a long time it was assumed that the main actors in the damage process were the radicals. However, experiments in a seminal paper by the group of Leon Sanche in 2000 showed that low-energy electrons (LEE), such as those generated when ionising biological targets, can also cause bond breaks in biomolecules, in particular strand breaks in plasmid DNA [1]. These results prompted a significant amount of experimental and theoretical work aimed at elucidating the role played by LEE in DNA damage.In this Topical Review we provide a general overview of the problem. We discuss experimental findings and theoretical results hand in hand with the aim of describing the physics and chemistry that occurs during the process of radiation damage, from the initial stages of electronic excitation, through the inelastic propagation of electrons in the medium, the interaction of electrons with DNA, and the chemical end-point effects on DNA. A very important aspect of this discussion is the consideration of a realistic, physiological environment. The role played by the aqueous solution and the amino acids from the histones in chromatin must be considered. Moreover, thermal fluctuations must be incorporated when studying these phenomena. Hence, a special place in this Topical Review is occupied by our recent first-principles molecular dynamics simulations that address the issue of how the environment favours or prevents LEEs from causing damage to DNA. We finish by summarising the conclusions achieved so far, and by suggesting a number of possible directions for further study.

show abstract

Dissociative Electron Attachment to Phosphoric Acid Esters: The Direct Mechanism for Single Strand Breaks in DNA

Cited by 111 publications

References 29 publications

Interaction of low-energy electrons with the purine bases, nucleosides, and nucleotides of DNA

Interaction of low-energy electrons with the purine bases, nucleosides, and nucleotides of DNA

Electron-induced chemistry of alcohols

Interactions between low energy electrons and DNA: a perspective from first-principles simulations

Contact Info

Product

Resources

About