New trends in photobiology
Abstract
A survey of the recent aspects of the main photoreactions induced by far-UV radiation in cellular DNA is reported. This mostly includes the formation of cyclobutadipyrimidines, pyrimidine(6-4)pyrimidone photoadducts and related Dewar valence isomers in various eukaryotic and prokaryotic cells, as monitored by using either specific or more general assays. Information is also provided on mechanistic aspects regarding the formation of 5,6-dihydro-5-(alpha-thyminyl) thymine, the so-called "spore photoproduct" within far-UV-irradiated bacterial spores. The second major topic of the review deals with the effects of near-UV radiation and visible light on cellular DNA which are mostly mediated by photosensitizers. The main photoreactions of furocoumarins with DNA, one major class of photosensitizers used in the phototherapy of skin diseases, involve a [2 + 2] cycloaddition to the thymine bases according to an oxygen-independent mechanism. In contrast a second type of photosensitized reaction which appears to play a major role in the genotoxic effects of both near-UV and visible light requires the presence of oxygen. The photodynamic effects which are mediated by either still unidentified endogenous photosensitizers or defined exogenous photosensitizers lead to the formation of a wide spectrum of DNA modifications including base damage, oligonucleotide strand breaks and DNA-protein cross-links.
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Furocoumarin derivatives undergo [2+2] photocycloaddition to the 5,6-double bond of thymidine, which is the major target of these oxygen-independent photoreactions.
“Major mechanistic insights into the mechanisms of [2+2] photocycloaddition of furocoumarin derivatives to the 5,6-double bond of thymidine, the major target of these oxygen-independent photoreactions, have been gained from extensive model studies (35,(161)(162)(163).”
From Photoinduced Damage to Cellular DNA: Direct and Photosensitized Reactions<sup>†</sup> (2012) · cites this paper as [35]
5'-TpA-3' sequences are the preferential sites of photoreactions of most psoralen derivatives.
“While pyrone-side monoadducts to thymine are not photoreactive, UVA excitation of furan-side monoadducts may lead to the formation of harmful DNA interstrand cross-links (ICLs) through cycloaddition to opposite thymine at 5¢-TpA-3¢ sequences (Fig. 7) that are the preferential sites of photoreactions of most psoralen derivatives (35,(161)(162)(163).”
From Photoinduced Damage to Cellular DNA: Direct and Photosensitized Reactions<sup>†</sup> (2012) · cites this paper as [35]
UVA excitation of furan-side monoadducts can form DNA interstrand cross-links through cycloaddition to opposite thymine at 5'-TpA-3' sequences.
“While pyrone-side monoadducts to thymine are not photoreactive, UVA excitation of furan-side monoadducts may lead to the formation of harmful DNA interstrand cross-links (ICLs) through cycloaddition to opposite thymine at 5¢-TpA-3¢ sequences (Fig. 7) that are the preferential sites of photoreactions of most psoralen derivatives (35,(161)(162)(163).”
From Photoinduced Damage to Cellular DNA: Direct and Photosensitized Reactions<sup>†</sup> (2012) · cites this paper as [35]
Pyrone-side monoadducts to thymine are not photoreactive.
“While pyrone-side monoadducts to thymine are not photoreactive, UVA excitation of furan-side monoadducts may lead to the formation of harmful DNA interstrand cross-links (ICLs) through cycloaddition to opposite thymine at 5¢-TpA-3¢ sequences (Fig. 7) that are the preferential sites of photoreactions of most psoralen derivatives (35,(161)(162)(163).”
From Photoinduced Damage to Cellular DNA: Direct and Photosensitized Reactions<sup>†</sup> (2012) · cites this paper as [35]
Two types of monoadducts are formed as pairs of diastereomers through the 4',5'-double bond of the furan moiety or the 3,4-ethylenic bond of the pyrone ring.
“Essentially, the formation of two types of monoadducts as pairs of diastereomers through the implication of either the 4¢,5¢-double bond of the furan moiety or the 3,4-ethylenic bond of the pyrone ring has been reported.”
From Photoinduced Damage to Cellular DNA: Direct and Photosensitized Reactions<sup>†</sup> (2012) · cites this paper as [35]
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- Authors
- Cadet, J., Anselmino, C., Douki, T., & Voituriez, L.
- Affiliations
- CEA Grenoble (FR)
- Corresponding author
- Cadet, J.
- Venue
- Journal of Photochemistry and Photobiology B: Biology
- Publisher
- Elsevier BV
- Published
- 1992-09
- Volume
- 15
- Issue
- 4
- Pages
- 277-298
- ISSN
- 1011-1344 (ISSN-L)
- OpenAlex
- W2284627270
- Cited by
- 211
- References
- 121
- Citations by year
- 2026: 1 · 2025: 1 · 2024: 2 · 2023: 1 · 2022: 7 · 2021: 6 · 2020: 1 · 2019: 5 · 2018: 6 · 2017: 5 · 2016: 8 · 2015: 6 · 2014: 8 · 2013: 6 · 2012: 9
- FWCI
- 0.73
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of Photochemistry and Photobiology B Biology (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › DNA Repair Mechanisms
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Cancer Research › Carcinogens and Genotoxicity Assessment
- Health Sciences › Medicine › Pulmonary and Respiratory Medicine › Photodynamic Therapy Research Studies
- Keywords
- far-ultraviolet radiation, DNA photoproducts, spore photoproduct, bacterial spores, near-ultraviolet, visible light, photosensitizers, furocoumarins, [2+2] cycloaddition, photodynamic effect, genotoxicity, DNA strand breaks, DNA-protein crosslinks
- MeSH terms
- Animals, DNA, DNA Damage, Humans, Sunlight, Ultraviolet Rays
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