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The electron affinities of deprotonated adenine, guanine, cytosine, uracil, and thymine.
Nucleosides Nucleotides Nucleic Acids. 2008 May; 27(5):506-24.NN

Abstract

Electron attachment rates and gas phase acidities for the canonical tautomers of the nucleobases and electron affinities for thymine, deprotonated thymine, and cytosine are reported The latter are from a new analysis of published photoelectron spectra. The values for deprotonated thymine are (all in eV) keto-N1-H, 3.327(5); enol-N3-H, 3.250(5), enol-C2OH, 3.120(5) enol-N1-H, 3.013(5), and enol-C4OH,3.123(5). The values for deprotonated cytosine, keto-N1-H, 3.184(5); trans-NH-H, 3.008(5); cis-NH-H, 3.039(5); and enol-N1-H, 2.750(5) and enol-O-H, 2.950(5). The gas phase acidities from these values are obtained from these values using experimental or theoretical calculations of bond dissociation energies. Kinetic and thermodynamic properties for thermal electron attachment to thymine are obtained from mass spectrometric data. We report an activation energy of 0.60 eV and electron affinity of thymine, 1.0(1) eV.

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Authors+Show Affiliations

Chen EC
University of Houston Clear Lake, The Wentworth Foundation, Houston, TX 77025, USA. edcmchen@gmail.com
Wiley JR
No affiliation info available
Chen ES
No affiliation info available

MeSH

AdenineCytosineElectronsGas Chromatography-Mass SpectrometryGasesGuanineHydrogen-Ion ConcentrationKineticsModels, ChemicalPhotochemistryProtonsPurinesPyrimidinesThermodynamicsThymineUracil

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

18569789

Citation

Chen, Edward C M., et al. "The Electron Affinities of Deprotonated Adenine, Guanine, Cytosine, Uracil, and Thymine." Nucleosides, Nucleotides & Nucleic Acids, vol. 27, no. 5, 2008, pp. 506-24.
Chen EC, Wiley JR, Chen ES. The electron affinities of deprotonated adenine, guanine, cytosine, uracil, and thymine. Nucleosides Nucleotides Nucleic Acids. 2008;27(5):506-24.
Chen, E. C., Wiley, J. R., & Chen, E. S. (2008). The electron affinities of deprotonated adenine, guanine, cytosine, uracil, and thymine. Nucleosides, Nucleotides & Nucleic Acids, 27(5), 506-24. https://doi.org/10.1080/15257770802088985
Chen EC, Wiley JR, Chen ES. The Electron Affinities of Deprotonated Adenine, Guanine, Cytosine, Uracil, and Thymine. Nucleosides Nucleotides Nucleic Acids. 2008;27(5):506-24. PubMed PMID: 18569789.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - The electron affinities of deprotonated adenine, guanine, cytosine, uracil, and thymine. AU - Chen,Edward C M, AU - Wiley,John R, AU - Chen,Edward S, PY - 2008/6/24/pubmed PY - 2008/9/20/medline PY - 2008/6/24/entrez SP - 506 EP - 24 JF - Nucleosides, nucleotides & nucleic acids JO - Nucleosides Nucleotides Nucleic Acids VL - 27 IS - 5 N2 - Electron attachment rates and gas phase acidities for the canonical tautomers of the nucleobases and electron affinities for thymine, deprotonated thymine, and cytosine are reported The latter are from a new analysis of published photoelectron spectra. The values for deprotonated thymine are (all in eV) keto-N1-H, 3.327(5); enol-N3-H, 3.250(5), enol-C2OH, 3.120(5) enol-N1-H, 3.013(5), and enol-C4OH,3.123(5). The values for deprotonated cytosine, keto-N1-H, 3.184(5); trans-NH-H, 3.008(5); cis-NH-H, 3.039(5); and enol-N1-H, 2.750(5) and enol-O-H, 2.950(5). The gas phase acidities from these values are obtained from these values using experimental or theoretical calculations of bond dissociation energies. Kinetic and thermodynamic properties for thermal electron attachment to thymine are obtained from mass spectrometric data. We report an activation energy of 0.60 eV and electron affinity of thymine, 1.0(1) eV. SN - 1525-7770 UR - https://www.unboundmedicine.com/medline/citation/18569789/The_electron_affinities_of_deprotonated_adenine_guanine_cytosine_uracil_and_thymine_ L2 - https://www.tandfonline.com/doi/full/10.1080/15257770802088985 DB - PRIME DP - Unbound Medicine ER -