Oxidative DNA base damage induced by singlet oxygen and photosensitization: recognition by repair endonucleases and mutagenicity

Schulz, Ina; Mahler, Hanns‐Christian; Boiteux, Serge; Epe, Bernd

doi:10.1016/s0921-8777(00)00049-5

Cited by 67 publications

(54 citation statements)

References 66 publications

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“…Indeed, UVA radiation mostly induces base substitutions at GC pairs with an excess of GC3TA and GC3CG events. This pattern is similar to that obtained at the gpt locus after E. coli transfection of plasmid DNA exposed in vitro to treatments that primarily generate singlet oxygen (42). Therefore, the data strongly suggest that, in yeast, UVA radiation causes the formation of DNA lesions and, in particular, 8-oxoG by means of the action of singlet oxygen rather than that of hydroxyl radicals.…”

Section: Discussionsupporting

confidence: 80%

UVA radiation is highly mutagenic in cells that are unable to repair 7,8-dihydro-8-oxoguanine in Saccharomyces cerevisiae

Kozmin

Slezak

Reynaud-Angelin

et al. 2005

Proc. Natl. Acad. Sci. U.S.A.

128

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UVA (320 -400 nm) radiation constitutes >90% of the environmentally relevant solar UV radiation, and it has been proposed to have a role in skin cancer and aging. Because of the popularity of UVA tanning beds and prolonged periods of sunbathing, the potential deleterious effect of UVA has emerged as a source of concern for public health. Although generally accepted, the impact of DNA damage on the cytotoxic, mutagenic, and carcinogenic effect of UVA radiation remains unclear. In the present study, we investigated the sensitivity of a panel of yeast mutants affected in the processing of DNA damage to the lethal and mutagenic effect of UVA radiation. The data show that none of the major DNA repair pathways, such as base excision repair, nucleotide excision repair, homologous recombination, and postreplication repair, efficiently protect yeast from the lethal action of UVA radiation. In contrast, the results show that the Ogg1 DNA glycosylase efficiently prevents UVA-induced mutagenesis, suggesting the formation of oxidized guanine residues. Furthermore, sequence analysis of UVA-induced canavanine-resistant mutations reveals a bias in favor of GC3 TA events when compared with spontaneous or H2O2-, UVC-, and ␥-ray-induced canavanine-resistant mutations in the WT strain. Taken together, our data point out a major role of oxidative DNA damage, mostly 7,8-dihydro-8-oxoguanine, in the genotoxicity of UVA radiation in the yeast Saccharomyces cerevisiae. Therefore, the capacity of skin cells to repair 7,8-dihydro-8-oxoguanine may be a key parameter in the mutagenic and carcinogenic effect of UVA radiation in humans.base excision repair ͉ OGG1 ͉ mutagenesis ͉ DNA photolesions U VA radiation has been proposed to have a role in skin cancer and aging (1). UVA (320-400 nm) constitutes Ͼ90% of the environmentally relevant solar UV radiation. Because of the popularity of the high-intensity UVA tanning equipment and the widespread use of efficient UVB-absorbing sunscreens blocking erythema and often accompanied by prolonged periods of sunbathing, the human exposure to UVA have increased significantly in the last decades. The deleterious effect of UVA has, as a consequence, recently emerged as a source of concern for public health (2, 3).Although very complex, the biological effect of UVA radiation is at least partially related to DNA damage. Despite it being well established that UVA can damage DNA, to date, the nature of the lesions underlying its mutagenic and carcinogenic effects remains controversial. Unlike UVB photons, which are directly absorbed by DNA and cause the formation of cis-syn cyclobutane pyrimidine dimers (CPDs) and pyrimidine (6-4) pyrimidone photoproducts, the UVA component of solar radiation is poorly absorbed by DNA. Rather, UVA radiation excites other endogenous chromophores, generating reactive oxygen species, some of which are possibly involved in the outcome of photocarcinogenesis (4, 5). It is generally accepted that UVA damages DNA, either through the generation of singlet oxygen ( 1 O 2 ) or by a type...

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Section: Discussionsupporting

confidence: 80%

UVA radiation is highly mutagenic in cells that are unable to repair 7,8-dihydro-8-oxoguanine in Saccharomyces cerevisiae

Kozmin

Slezak

Reynaud-Angelin

et al. 2005

Proc. Natl. Acad. Sci. U.S.A.

128

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“…Therefore, another yet-unidentified 1 O 2 -oxidation product of the guanine (or 7,8-dihydro-8-oxoguanine) moiety is formed in DNA. In addition, other 1 O 2 -induced mutations were detected in relatively high amounts, mainly at GC sequences [40]. The production of such mutations strongly suggests the formation of DNA modifications other than 8-oxodGuo that may include tandem DNA lesions and/or secondary 8-oxodGuo oxidation products.…”

Section: Dedicated To Professor Andre¬ M Braun On the Occasion Of Himentioning

confidence: 98%

Damage to Isolated DNA Mediated by Singlet Oxygen

Ravanat

Saint-Pierre

Mascio

et al. 2001

HCA

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Dedicated to Professor Andre¬ M. Braun on the occasion of his 60th birthdayIn the present work, we study the reaction of singlet oxygen ( 1 O 2 ) with isolated DNA. Emphasis is placed on the identification and quantitative measurement of the DNA modifications that are produced by the reaction of 1 O 2 with DNA. For this purpose, calf-thymus DNA was incubated with the endoperoxide of N,N'-di(2,3-dihydroxypropyl)-1,4-naphthalenedipropanamide, a chemical generator of 1 O 2 . Thereafter, DNA was digested, and the resulting oxidized nucleosides were measured by means of a recently optimized high-performanceliquid-chromatography tandem-mass-spectrometry assay. It was found that, among the different DNA lesions observed, 7,8-dihydro-8-oxo-2'-deoxyguanosine is the major 1 O 2 -mediated DNA-damage product. Interestingly, cyclobutane pyrimidine dimers, oxidized pyrimidine bases, 7,8-dihydro-8-oxo-2'-deoxyadenosine, and 2,6-diamino-5-formamido-4-hydroxypyrimidine are not formed, at least not in detectable amounts, following treatment of DNA with the 1 O 2 generator. The reported results strongly suggest that the decomposition of the endoperoxide provides a pure source of 1 O 2 , and that reaction of 1 O 2 with isolated DNA induces the specific formation of 7,8-dihydro-8-oxo-2'-deoxyguanosine.

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“…Therefore, as a photosensitizer for 6AC, riboflavin is effective at a concentration of as low as 10 lM. The mechanism of the photolysis enhancement may involve redox reactions, in which free radicals and/or singlet oxygen were involved [20,26]. Photo-excited riboflavin was reported to give rise to sensitized oxidation predominantly by a type-I photoreaction, i.e., by direct one-electron or hydrogen transfer [26].…”

Section: Effect Of a River Humic Acid And Riboflavin On 6ac Photolysismentioning

confidence: 99%

Identification of 6-aminochrysene photoproducts and study of the effect of a humic acid and riboflavin on its photolysis

Zeng¹,

Hwang²,

Zhang³

et al. 2003

Journal of Photochemistry and Photobiology B: Biology

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The effect of the photosensitizer riboflavin (0, 10, 25, 50, 100 microM) and a river humic acid (0, 20, 40, 80 ppm) on the photolysis of 6-aminochrysene (6AC) in 10 mM PBS solution (pH 7.0) was studied. The presence of riboflavin significantly enhanced photolysis rate of 6AC. The photo-transformation half-life of 6AC was 1 or 36 min, respectively, in the presence or absence of riboflavin. The humic acid inhibited the photo-transformation rate of 6AC. The photo-transformation half-lives of 6AC were 37, 56, 92 min at 20, 40, 80 ppm humic acid, respectively. By using LC-MS, the main 6AC photoproduct identified was 5,6-chrysene-quinone along with some minor products. Both 6AC and 5,6-chrysene-quinone exhibited photoinduced cytotoxicity. A photochemical transformation pathway for 6AC was derived.

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Oxidative DNA base damage induced by singlet oxygen and photosensitization: recognition by repair endonucleases and mutagenicity

Cited by 67 publications

References 66 publications

UVA radiation is highly mutagenic in cells that are unable to repair 7,8-dihydro-8-oxoguanine in Saccharomyces cerevisiae

UVA radiation is highly mutagenic in cells that are unable to repair 7,8-dihydro-8-oxoguanine in Saccharomyces cerevisiae

Damage to Isolated DNA Mediated by Singlet Oxygen

Identification of 6-aminochrysene photoproducts and study of the effect of a humic acid and riboflavin on its photolysis

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