English   español  
Please use this identifier to cite or link to this item: http://hdl.handle.net/10261/208919
logo share SHARE logo core CORE   Add this article to your Mendeley library MendeleyBASE

Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL | DATACITE
Exportar a otros formatos:


Alkylation of uracil and thymine in the gas phase through interaction with alkylmercury compounds

AuthorsSalpin, Jean‐Yves; Haldys, V.; Latrous, L.; Guillemin, Jean-Claude; Tortajada, J.; Léon, E.; Mó, Otilia; Yañez, Manuel; Montero-Campillo, M. Merced
Alkylmercury compounds
Gas phase
DFT calculations
Issue Date2019
CitationInternational Journal of Mass Spectrometry 436: 153-165 (2019)
AbstractThe gas-phase interactions of uracil and thymine with alkylmercury cations, in particular [CHHg], n-BuHg and t-BuHg, were studied through the use of electrospray ionization coupled to tandem mass spectrometry. We observed that the interaction of akylmercury compounds with the nucleobases (NB) gives rise to a single type of complex of general formula [RHg(NB)], except for t-butyl-mercury (no interaction). The subsequent MS/MS experiments show that the [RHg] ions (R = Me, n-Bu) exhibit a peculiar reactivity characterized by the transfer of the alkyl group to the nucleobases. Indeed, the main fragmentation process observed leads to the loss of neutral Hg, producing [(NB)R] ions. Only when the length of the alkyl chain increases, as in the case of reactions with [n-BuHg], a new fragmentation path is opened, yielding the protonated nucleobase, [(NB)H], with the concomitant elimination of 2 CH + Hg. A thorough analysis of the mechanisms behind both dominant processes was carried out through the use of Infrared Multiple Photon Dissociation (IRMPD) in the fingerprint region, combined with an analysis of the corresponding potential energy surfaces by using high-level density functional theory (DFT) calculations.
Publisher version (URL)http://dx.doi.org/10.1016/j.ijms.2018.12.003
Identifiersdoi: 10.1016/j.ijms.2018.12.003
issn: 1387-3806
Appears in Collections:(IQM) Artículos
Files in This Item:
File Description SizeFormat 
Salpin et al_2018.pdf1,85 MBAdobe PDFThumbnail
Show full item record
Review this work

Related articles:

WARNING: Items in Digital.CSIC are protected by copyright, with all rights reserved, unless otherwise indicated.