The Triplet Energy of Thymine in DNA
Abstract
Norfloxacin (NFX) photosensitizes formation of thymine dimers (T<>T) in DNA, while its N(4') acetyl derivative (ANFX) does not. This is evident from the observation of single-strand breaks after enzymatic treatment with T4 endonuclease V and subsequent gel electrophoresis. The triplet energies of NFX and ANFX are estimated at 273 and 268 kJ/mol, respectively, on the basis of triplet-triplet energy transfer quenching by a set of biphenyl and naphthalene derivatives. Hence, the triplet energy of thymine in DNA (i.e., the value for a photosensitizer to produce T<>T) can be estimated at 270 kJ/mol.
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The decrease of about 43 kJ mol^-1 in thymine triplet energy in DNA relative to the isolated base is suggested to result from pi-stacking and base pairing in DNA.
“The decrease by about 43 kJ mol )1 of the thymine E T value with respect to that of the isolated base was suggested to result from the occurrence of p-stacking and base pairing in DNA (92).”
From Photoinduced Damage to Cellular DNA: Direct and Photosensitized Reactions<sup>†</sup> (2012) · cites this paper as [92]
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- Authors
- Bosca, F., Lhiaubet-Vallet, V., Cuquerella, M. C., Castell, J. V., & Miranda, M. A.
- Affiliations
- Instituto de Tecnología Química UPV-CSIC, Universidad Politécnica de Valencia, Avda de los Naranjos s/n, 46022 Valencia, Spain, and Centro de Investigacion, Hospital Universitario La Fe, Avenida de Campanar 21, 46009 Valencia, Spain
- Consejo Superior de Investigaciones Científicas (ES)
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2006-04-25
- Volume
- 128
- Issue
- 19
- Pages
- 6318-6319
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1981306353
- Cited by
- 113
- References
- 18
- Citations by year
- 2026: 3 · 2025: 5 · 2024: 5 · 2023: 5 · 2022: 1 · 2021: 5 · 2020: 3 · 2019: 4 · 2018: 5 · 2017: 5 · 2016: 7 · 2015: 10 · 2014: 5 · 2013: 7 · 2012: 10
- FWCI
- 3.55
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of the American Chemical Society (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Physical Sciences › Chemistry › Physical and Theoretical Chemistry › Photochemistry and Electron Transfer Studies
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › DNA and Nucleic Acid Chemistry
- Health Sciences › Medicine › Pulmonary and Respiratory Medicine › Photodynamic Therapy Research Studies
- Keywords
- norfloxacin, thymine dimers, DNA photodamage, photosensitizers, triplet-triplet energy transfer, quenching, T4 endonuclease V, single-strand breaks, biphenyl derivatives, naphthalene derivatives
- MeSH terms
- DNA, Energy Transfer, Norfloxacin, Nucleic Acid Conformation, Thymine, Photosensitizing Agents, Dimerization
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