Electron-induced reactions in 3-bromo-pyruvic acid

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Standard

Electron-induced reactions in 3-bromo-pyruvic acid. / da Silva, Filipe Ferreira; Varella, Marcio T. do N.; Jones, Nykola C.; Hoffmann, Søren Vrønning; Denifl, Stephan; Bald, Ilko; Kopyra, Janina.

I: Chemistry - A European Journal, Bind 25, Nr. 21, 04.2019, s. 5498-5506.

Publikation: Bidrag til tidsskrift/Konferencebidrag i tidsskrift /Bidrag til avisTidsskriftartikelForskningpeer review

Harvard

da Silva, FF, Varella, MTDN, Jones, NC, Hoffmann, SV, Denifl, S, Bald, I & Kopyra, J 2019, 'Electron-induced reactions in 3-bromo-pyruvic acid', Chemistry - A European Journal, bind 25, nr. 21, s. 5498-5506. https://doi.org/10.1002/chem.201806132

APA

da Silva, F. F., Varella, M. T. D. N., Jones, N. C., Hoffmann, S. V., Denifl, S., Bald, I., & Kopyra, J. (2019). Electron-induced reactions in 3-bromo-pyruvic acid. Chemistry - A European Journal, 25(21), 5498-5506. https://doi.org/10.1002/chem.201806132

CBE

da Silva FF, Varella MTDN, Jones NC, Hoffmann SV, Denifl S, Bald I, Kopyra J. 2019. Electron-induced reactions in 3-bromo-pyruvic acid. Chemistry - A European Journal. 25(21):5498-5506. https://doi.org/10.1002/chem.201806132

MLA

da Silva, Filipe Ferreira o.a.. "Electron-induced reactions in 3-bromo-pyruvic acid". Chemistry - A European Journal. 2019, 25(21). 5498-5506. https://doi.org/10.1002/chem.201806132

Vancouver

da Silva FF, Varella MTDN, Jones NC, Hoffmann SV, Denifl S, Bald I o.a. Electron-induced reactions in 3-bromo-pyruvic acid. Chemistry - A European Journal. 2019 apr;25(21):5498-5506. https://doi.org/10.1002/chem.201806132

Author

da Silva, Filipe Ferreira ; Varella, Marcio T. do N. ; Jones, Nykola C. ; Hoffmann, Søren Vrønning ; Denifl, Stephan ; Bald, Ilko ; Kopyra, Janina. / Electron-induced reactions in 3-bromo-pyruvic acid. I: Chemistry - A European Journal. 2019 ; Bind 25, Nr. 21. s. 5498-5506.

Bibtex

@article{59bb87daec224c3e992a3b817c26d517,
title = "Electron-induced reactions in 3-bromo-pyruvic acid",
abstract = "3-Bromopyruvic acid (3BP) is a potential anti-cancer drug, the action of which on cellular metabolism is not yet entirely clear. The presence of a bromine atom suggests that it is also reactive towards low-energy electrons, which are produced in large quantities during tumour radiation therapy. Detailed knowledge of the interaction of 3BP with secondary electrons is a prerequisite to gain a complete picture of the effects of 3BP in different forms of cancer therapy. Herein, dissociative electron attachment (DEA) to 3BP in the gas phase has been studied both experimentally by using a crossed-beam setup and theoretically through scattering and quantum chemical calculations. These results are complemented by a vacuum ultraviolet absorption spectrum. The main fragmentation channel is the formation of Br − close to 0 eV and within several resonant features at 1.9 and 3–8 eV. At low electron energies, Br − formation proceeds through σ* and π* shape resonances, and at higher energies through core-excited resonances. It is found that the electron-capture cross-section is clearly increased compared with that of non-brominated pyruvic acid, but, at the same time, fragmentation reactions through DEA are significantly altered as well. The 3BP transient negative ion is subject to a lower number of fragmentation reactions than those of pyruvic acid, which indicates that 3BP could indeed act by modifying the electron-transport chains within oxidative phosphorylation. It could also act as a radio-sensitiser. ",
keywords = "density functional calculations, dissociative electron attachment, drug discovery, gas-phase reactions, sensitizers",
author = "{da Silva}, {Filipe Ferreira} and Varella, {Marcio T. do N.} and Jones, {Nykola C.} and Hoffmann, {S{\o}ren Vr{\o}nning} and Stephan Denifl and Ilko Bald and Janina Kopyra",
year = "2019",
month = apr,
doi = "10.1002/chem.201806132",
language = "English",
volume = "25",
pages = "5498--5506",
journal = "Chemistry: A European Journal",
issn = "0947-6539",
publisher = "Wiley - V C H Verlag GmbH & Co. KGaA",
number = "21",

}

RIS

TY - JOUR

T1 - Electron-induced reactions in 3-bromo-pyruvic acid

AU - da Silva, Filipe Ferreira

AU - Varella, Marcio T. do N.

AU - Jones, Nykola C.

AU - Hoffmann, Søren Vrønning

AU - Denifl, Stephan

AU - Bald, Ilko

AU - Kopyra, Janina

PY - 2019/4

Y1 - 2019/4

N2 - 3-Bromopyruvic acid (3BP) is a potential anti-cancer drug, the action of which on cellular metabolism is not yet entirely clear. The presence of a bromine atom suggests that it is also reactive towards low-energy electrons, which are produced in large quantities during tumour radiation therapy. Detailed knowledge of the interaction of 3BP with secondary electrons is a prerequisite to gain a complete picture of the effects of 3BP in different forms of cancer therapy. Herein, dissociative electron attachment (DEA) to 3BP in the gas phase has been studied both experimentally by using a crossed-beam setup and theoretically through scattering and quantum chemical calculations. These results are complemented by a vacuum ultraviolet absorption spectrum. The main fragmentation channel is the formation of Br − close to 0 eV and within several resonant features at 1.9 and 3–8 eV. At low electron energies, Br − formation proceeds through σ* and π* shape resonances, and at higher energies through core-excited resonances. It is found that the electron-capture cross-section is clearly increased compared with that of non-brominated pyruvic acid, but, at the same time, fragmentation reactions through DEA are significantly altered as well. The 3BP transient negative ion is subject to a lower number of fragmentation reactions than those of pyruvic acid, which indicates that 3BP could indeed act by modifying the electron-transport chains within oxidative phosphorylation. It could also act as a radio-sensitiser.

AB - 3-Bromopyruvic acid (3BP) is a potential anti-cancer drug, the action of which on cellular metabolism is not yet entirely clear. The presence of a bromine atom suggests that it is also reactive towards low-energy electrons, which are produced in large quantities during tumour radiation therapy. Detailed knowledge of the interaction of 3BP with secondary electrons is a prerequisite to gain a complete picture of the effects of 3BP in different forms of cancer therapy. Herein, dissociative electron attachment (DEA) to 3BP in the gas phase has been studied both experimentally by using a crossed-beam setup and theoretically through scattering and quantum chemical calculations. These results are complemented by a vacuum ultraviolet absorption spectrum. The main fragmentation channel is the formation of Br − close to 0 eV and within several resonant features at 1.9 and 3–8 eV. At low electron energies, Br − formation proceeds through σ* and π* shape resonances, and at higher energies through core-excited resonances. It is found that the electron-capture cross-section is clearly increased compared with that of non-brominated pyruvic acid, but, at the same time, fragmentation reactions through DEA are significantly altered as well. The 3BP transient negative ion is subject to a lower number of fragmentation reactions than those of pyruvic acid, which indicates that 3BP could indeed act by modifying the electron-transport chains within oxidative phosphorylation. It could also act as a radio-sensitiser.

KW - density functional calculations

KW - dissociative electron attachment

KW - drug discovery

KW - gas-phase reactions

KW - sensitizers

UR - http://www.scopus.com/inward/record.url?scp=85064255673&partnerID=8YFLogxK

U2 - 10.1002/chem.201806132

DO - 10.1002/chem.201806132

M3 - Journal article

C2 - 30706547

VL - 25

SP - 5498

EP - 5506

JO - Chemistry: A European Journal

JF - Chemistry: A European Journal

SN - 0947-6539

IS - 21

ER -