Dissociative electron attachment to furan, tetrahydrofuran, and fructose

Sulzer, Philipp; Ptasińska, Sylwia; Zappa, Fábio; Mielewska, Brygida; Milosavljević, A. R.; Scheier, P.; Märk, T.D.; Bald, Ilko; Gohlke, Sascha; Huels, Michael A.; Illenberger, Eugen

doi:10.1063/1.2222370

Cited by 134 publications

(113 citation statements)

References 42 publications

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“…ciative electron attachment (DEA) processes. 1,[10][11][12][13][14][15][16][17] However, data on the interaction with electron-donating projectiles, i.e., electron transfer processes in potassium-molecule collisions, are, as far as authors are aware, absent. As such, studying the processes that occur in the context of electron transfer in atom-molecule collisions can be a stepping stone in our understanding of some of the molecular mechanisms that can happen in non-gas-phase environments.…”

Section: Introductionmentioning

confidence: 99%

Dynamic of negative ions in potassium-D-ribose collisions

Almeida

Silva

Garcı́a

et al. 2013

The Journal of Chemical Physics

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We present negative ion formation from collisions of neutral potassium atoms with D-ribose (C5H10O5), the sugar unit in the DNA/RNA molecule. From the negative ion time-of-flight (TOF) mass spectra, OH− is the main fragment detected in the collision range 50-100 eV accounting on average for 50% of the total anion yield. Prominence is also given to the rich fragmentation pattern observed with special attention to O− (16 m/z) formation. These results are in sharp contrast to dissociative electron attachment experiments. The TOF mass spectra assignments show that these channels are also observed, albeit with a much lower relative intensity. Branching ratios of the most abundant fragment anions as a function of the collision energy are obtained, allowing to establish a rationale on the collision dynamics. We present negative ion formation from collisions of neutral potassium atoms with D-ribose (C 5 H 10 O 5 ), the sugar unit in the DNA/RNA molecule. From the negative ion time-of-flight (TOF) mass spectra, OH − is the main fragment detected in the collision range 50-100 eV accounting on average for 50% of the total anion yield. Prominence is also given to the rich fragmentation pattern observed with special attention to O − (16 m/z) formation. These results are in sharp contrast to dissociative electron attachment experiments. The TOF mass spectra assignments show that these channels are also observed, albeit with a much lower relative intensity. Branching ratios of the most abundant fragment anions as a function of the collision energy are obtained, allowing to establish a rationale on the collision dynamics. © 2013 AIP Publishing LLC. [http://dx

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Section: Introductionmentioning

confidence: 99%

Dynamic of negative ions in potassium-D-ribose collisions

Almeida

Silva

Garcı́a

et al. 2013

The Journal of Chemical Physics

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“…The condensed phase work was complemented by gas phase DEA fragmentation studies performed by Sulzer et al 7 Of particular importance is the quantitative study of Aflatooni et al 8 who found two DEA bands, at 6.2 and 8 eV, with a surprisingly small cross section, 1.5 pm 2 , about a factor 30 less than that in the 3-hydroxy substituted THF.…”

Section: Introductionmentioning

confidence: 99%

Cleavage of the ether bond by electron impact: differences between linear ethers and tetrahydrofuran

Ibănescu

May

Allan

2008

Phys. Chem. Chem. Phys.

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Dissociative electron attachment (DEA) to diethyl ether yielded primarily the C 2 H 5 O À ion, with a strong Feshbach resonance band at 9.1 eV and a weaker shape resonance band at 3.89 eV. Very similar spectra were obtained for dibutyl ether, with C 4 H 9 O À bands at 8.0 and 3.6 eV. Some of these primary ions subsequently lost H 2 and yielded weaker signals of the C 2 H 3 O À and C 4 H 7 O À ions. In contrast, DEA to the cyclic ether tetrahydrofuran (THF) yielded mainly a fragment of mass 41, presumably deprotonated ketene, at 7.65 eV. The low-energy band was missing in THF. H À with two bands at 6.88 and 8.61 eV, and an ion of mass 43 (presumably deprotonated acetaldehyde) with two bands at 6.7 and 8.50 eV were also observed. We propose that in the primary DEA step the C-O bond is cleaved in both the open-chain and the cyclic ethers. In the open-chain ethers the excess energy is partitioned between the (internal and kinetic) energies of two fragments, resulting in an RO À ion cool enough to be observed. The CH 2 (CH 2 ) 3 O À ion resulting from cleavage of the C-O bond in THF contains the entire excess energy (more than 6 eV at an electron energy of 7.65 eV) and is too short-lived with respect to further dissociation and thermal autodetachment to be detected in a mass spectrometer. These findings imply that there could be a substantial difference between the fragmentation in the gas phase described here and fragmentation in the condensed phase where the initially formed fragments can be rapidly cooled by the environment.

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“…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%

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

Winstead¹,

McKoy²

2006

The Journal of Chemical Physics

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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.

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Dissociative electron attachment to furan, tetrahydrofuran, and fructose

Cited by 134 publications

References 42 publications

Dynamic of negative ions in potassium-D-ribose collisions

Dynamic of negative ions in potassium-D-ribose collisions

Cleavage of the ether bond by electron impact: differences between linear ethers and tetrahydrofuran

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

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