oru.sePublications
Change search
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • harvard1
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf
Deamination of the radical cation of the base moiety of 2’deoxycytidine: A theoretical study
Örebro University, Department of Natural Sciences. (Biophysical Chemistry)
2008 (English)In: ChemPhysChem, ISSN 1439-4235, E-ISSN 1439-7641, Vol. 9, no 8, p. 1195-1203Article in journal (Refereed) Published
Abstract [en]

Five pathways leading to the deamination of cytosine (to uracil) after formation of its deprotonated radical cation are investigated in the gas phase, at the UB3LYP/6-311GACHTUNGTRENUNG(d,p) level of theory, and in bulk aqueous solvent. The most favorable pathway involves hydrogen-atom transfer from a water molecule to the N3 nitrogen of the deprotonated radical cation, followed by addition of the resulting hydroxyl radical to the C4 carbon of the cytosine derivative. Following protonation of the amino group (N4), the C4 N4 bond is broken with elimination of the NH3 ·+ radical and formation of a protonated uracil. The rate-determining step of this mechanism is hydrogen-atom transfer from a water molecule to the cytosine derivative. The associated free energy barrier is 70.2 kJmol 1.

Place, publisher, year, edition, pages
Weinheim: Wiley-VCH , 2008. Vol. 9, no 8, p. 1195-1203
Keywords [en]
computer chemistry · DNA · nucleobases ·mutation · radical ions
National Category
Natural Sciences Chemical Sciences
Research subject
Chemistry
Identifiers
URN: urn:nbn:se:oru:diva-4659DOI: 10.1002/cphc.200800154OAI: oai:DiVA.org:oru-4659DiVA, id: diva2:138958
Available from: 2008-10-24 Created: 2008-10-24 Last updated: 2017-12-14Bibliographically approved

Open Access in DiVA

No full text in DiVA

Other links

Publisher's full text

Authority records BETA

Eriksson, Leif A.

Search in DiVA

By author/editor
Eriksson, Leif A.
By organisation
Department of Natural Sciences
In the same journal
ChemPhysChem
Natural SciencesChemical Sciences

Search outside of DiVA

GoogleGoogle Scholar

doi
urn-nbn

Altmetric score

doi
urn-nbn
Total: 23 hits
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • harvard1
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf