Journal
CHEMPHYSCHEM
Volume 18, Issue 10, Pages 1293-1301Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cphc.201700281
Keywords
ion-molecule reactions; IRMPD spectroscopy; nucleobases; radical ions; UVPD spectroscopy
Funding
- Northern Illinois University
- Graduate School of NIU
- Chemistry Division of the National Science Foundation [CHE-1359810, CHE-1543805]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1359810] Funding Source: National Science Foundation
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The radical cation of cytosine (CytC(+)) is generated by dissociative oxidation from a ternary Cu-II complex in the gas phase. The radical cation is characterized by infrared multiple photon dissociation (IRMPD) spectroscopy in the fingerprint region, UV/Vis photodissociation (UVPD) spectroscopy, ion-molecule reactions, and theoretical calculations (density functional theory and ab initio). The experimental IRMPD spectrum features diagnostic bands for two enol-amino and two ketoamino tautomers of CytC(+) that are calculated to be among the lowest energy isomers, in agreement with a previous study. Although the UVPD action spectrum can also be matched to a combination of the four lowest energy tautomers, the presence of a nonclassical distonic radical cation cannot be ruled out. Its formation is, however, unlikely due to the high energy of this isomer and the respective ternary Cu-II complex. Gas-phase ion-molecule reactions showed that CytC(+) undergoes hydrogen-atom abstraction from 1-propanethiol, radical recombination reactions with nitric oxide, and electron transfer from dimethyl disulfide.
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