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@ARTICLE{Plekan:22160,
author = {Plekan, O. and Feyer, V. and Richter, R. and Moise, A. and
Coreno, M. and Prince, I.K. and Zaytseva, I.L. and
Moskovskaya, T.E. and Soshnikov, D. Y. and Trofimov, A. B.},
title = {{X}-{R}ay {S}pectroscopy of {H}eterocyclic {B}iochemicals:
{X}anthine, {H}ypoxanthine and {C}affeine},
journal = {The journal of chemical physics},
volume = {116},
issn = {0021-9606},
address = {Melville, NY},
publisher = {American Institute of Physics},
reportid = {PreJuSER-22160},
pages = {5653 - 5664},
year = {2012},
note = {O.P. acknowledges financial support from the CEI (Central
European Initiative). We thank Christian Leghissa for
excellent technical support, and our colleagues at Elettra
for their assistance, and for providing high quality
synchrotron light. The authors are grateful to E. V. Gromov
for help in conducting the ADC(4) calculations. We are also
thankful to Prof. J. Schirmer for useful suggestions and
interest in this work.},
abstract = {The electronic structures of the purine derivatives
xanthine, hypoxanthine and caffeine have been investigated
in the gas phase using C, N, and O 1s X-ray photoemission
(XPS) and near edge X-ray absorption fine structure (NEXAFS)
spectroscopy. The results have been interpreted by means of
ab initio calculations using the third-order
algebraic-diagrammatic construction (ADC(3)) method for the
one-particle Green's function and the second-order ADC
method (ADC(2)) for the polarization propagator. The carbon,
nitrogen and oxygen K-edge NEXAFS spectra of xanthine and
caffeine are very similar, since the molecules differ only
by substitution of three hydrogen atoms by methyl groups.
For hypoxanthine, the electronic structure and spectra
differ considerably from xanthine as the purine ring is more
highly conjugated, and there is one less oxo group. Effects
due to oxo-hydroxy tautomerism were not observed. However,
the two oxo tautomeric forms of hypoxanthine oxo-N(9)-H and
oxo-N(7)-H are populated in the gas phase, and the C 1s
spectra can be simulated only by taking account of these two
tautomers, with appropriate Boltzmann population ratios
which we have also calculated. For xanthine and caffeine,
single tautomeric forms were observed.},
keywords = {Caffeine: chemistry / Carbon: chemistry / Gases /
Hypoxanthine: chemistry / Models, Chemical / Molecular
Structure / Nitrogen: chemistry / Oxygen: chemistry /
Quantum Theory / Spectrometry, X-Ray Emission: methods /
X-Ray Absorption Spectroscopy: methods / Xanthine: chemistry
/ Gases (NLM Chemicals) / Caffeine (NLM Chemicals) /
Hypoxanthine (NLM Chemicals) / Xanthine (NLM Chemicals) /
Carbon (NLM Chemicals) / Nitrogen (NLM Chemicals) / Oxygen
(NLM Chemicals) / J (WoSType)},
cin = {PGI-6},
ddc = {540},
cid = {I:(DE-Juel1)PGI-6-20110106},
pnm = {Grundlagen für zukünftige Informationstechnologien},
pid = {G:(DE-Juel1)FUEK412},
shelfmark = {Chemistry, Physical / Physics, Atomic, Molecular $\&$
Chemical},
typ = {PUB:(DE-HGF)16},
pubmed = {pmid:22620864},
UT = {WOS:000305355900014},
doi = {10.1021/jp300459p},
url = {https://juser.fz-juelich.de/record/22160},
}