Cited by 300DNA Repair MechanismsCarcinogens and Genotoxicity AssessmentSkin Protection and Aging

Photoinduced Damage to Cellular DNA: Direct and Photosensitized Reactions†

Open access
Cadet, Jean, Mouret, Stéphane, Ravanat, Jean‐Luc, Douki, Thierry·2012·Photochemistry and Photobiology

Abstract

The survey focuses on recent aspects of photochemical reactions to cellular DNA that are implicated through the predominant formation of mostly bipyrimidine photoproducts in deleterious effects of human exposure to sunlight. Recent developments in analytical methods have allowed accurate and quantitative measurements of the main DNA photoproducts in cells and human skin. Highly mutagenic CC and CT bipyrimidine photoproducts, including cyclobutane pyrimidine dimers and pyrimidine (6‐4) pyrimidone photoproducts (6‐4PPs) are generated in low yields with respect to TT and TC photoproducts. Another striking finding deals with the formation of Dewar valence isomers, the third class of bipyrimidine photoproducts that is accounted for by UVA‐mediated isomerization of initially UVB generated 6‐4PPs. Cyclobutadithymine (T<>T) has been unambiguously shown to be involved in the genotoxicity of UVA radiation. Thus, T<>T is formed in UVA‐irradiated cellular DNA according to a direct excitation mechanism with a higher efficiency than oxidatively generated DNA damage that arises mostly through the Type II photosensitization mechanism. C<>C and C<>T are repaired at rates intermediate between those of T<>T and 6‐4TT. Evidence has been also provided for the occurrence of photosensitized reactions mediated by exogenous agents that act either in an independent way or through photodynamic effects.

Integrity signals

Registry

Crossref · 10.1111/j.1751-1097.2012.01200.x

Cites

232 of 232 references verified0 citation errors · 0 not checkable

Statistics

Nothing to recompute.

Claims the paper makes

0 of 246 cited sources checked · 0 supported · 0 flagged

  • Premisecitation

    DNA is the main critical cellular macromolecule for determining the carcinogenic effects of solar radiation.

    “It is now well documented that DNA is the main critical cellular macromolecule for determining the carcinogenic effects of solar radiation (7)(8)(9).”
    Quote in the paperSubstantial claim0 of 3 sources checked
    • cites [7]

      Not checked in the free run.

    • cites [8] source

      Not checked in the free run.

    • cites [9] source

      Not checked in the free run.

  • Premisecitation

    Overall cumulative dose predicts induction of squamous cell carcinoma and lip cancers.

    “Overall cumulated dose is a good predictor of induction of squamous cell carcinoma and lip cancers (1).”
    Quote in the paperNot a substantial claim0 of 1 sources checked
    • cites [1] source

      Not checked in the free run.

  • Premisecitation

    Basal cell carcinoma and malignant melanoma incidence is mostly related to intermittent solar exposure during childhood and adolescence.

    “In contrast, basal cell carcinoma and malignant melanoma incidence appears to be mostly related to intermittent exposure to solar light during childhood and adolescence (1), although the situation for melanoma appears to be more complex (2).”
    Quote in the paperNot a substantial claim0 of 2 sources checked
    • cites [1] source

      Not checked in the free run.

    • cites [2] source

      Not checked in the free run.

  • Premisecitation

    Occupational and recreational exposure to solar UVB and UVA is a major environmental risk factor for skin cancer development.

    “Occupational and recreational exposure of humans to UVB and UVA radiations present in sunlight represents a major environmental risk factor for the development of skin cancers.”
    Quote in the paperSubstantial claim0 of 1 sources checked
    • cites [1] source

      Not checked in the free run.

  • Premisecitation

    A second thymine dimeric photoproduct isolated from UVC-irradiated TpT was identified as a pyrimidine (6-4) pyrimidone photoproduct.

    “Another early relevant finding dealt with the isolation of a second thymine dimeric photoproduct in UVC-irradiated thymidylyl-(3¢-5¢)-thymidine (TpT) (25) that has been identified as a pyrimidine (6-4) pyrimidone photoproduct (6-4PP) (26,27).”
    Quote in the paperNot a substantial claim0 of 3 sources checked
    • cites [25] source

      Not checked in the free run.

    • cites [26] source

      Not checked in the free run.

    • cites [27] source

      Not checked in the free run.

  • May combine two claims. 43
  • The quote only partly states this claim. 1
  • Classified as probably not a substantial claim. 7
  • May combine two claims.

    Premisecitation

    Cyclobutane pyrimidine dimers and oxidatively generated damage including 8-oxo-7,8-dihydro-2'-deoxyguanosine have been identified in cellular DNA.

    “Other earlier striking findings concerning UVAinduced DNA photoproducts dealt with the identification of cyclobutane pyrimidine dimers (CPDs) (29,30) and oxidatively generated damage (30)(31)(32), including 8-oxo-7,8-dihydro-2¢deoxyguanosine (8-oxodGuo) (31) in cellular DNA.”
    Quote in the paperNot a substantial claim0 of 3 sources checked
    • cites [29] source

      Not checked in the free run.

    • cites [30] source

      Not checked in the free run.

    • cites [31] source

      Not checked in the free run.

  • May combine two claims.

    Premisecitation

    Most xeroderma pigmentosum complementation groups A-G have a high incidence of skin tumors and deficiencies in nucleotide excision repair.

    “Another indirect evidence for the implication of photoinduced damage to DNA in carcinogenicity is provided by the high incidence of skin tumors in most of the complementation groups A-G of xeroderma pigmentosum patients (17,18) who suffer from deficiencies in nucleotide excision repair (19).”
    Quote in the paperSubstantial claim0 of 3 sources checked
    • cites [17] source

      Not checked in the free run.

    • cites [18] source

      Not checked in the free run.

    • cites [19] source

      Not checked in the free run.

  • May combine two claims.

    Premisecitation

    Cytosine hydrates and adenine-containing dimers have been isolated in model systems, but their yields are about two orders of magnitude lower than bipyrimidine photoproducts in double-stranded DNA.

    “Other photoproducts such as cytosine hydrates (41,42) or adenine-containing dimers (43,44) have been isolated in model systems but their yields are 2 orders of magnitude lower than that of bipyrimidine photoproducts in double-stranded (ds) DNA.”
    Quote in the paperNot a substantial claim0 of 4 sources checked
    • cites [41] source

      Not checked in the free run.

    • cites [42] source

      Not checked in the free run.

    • cites [43] source

      Not checked in the free run.

    • cites [44] source

      Not checked in the free run.

  • May combine two claims.

    Premisenone given

    The half-reaction time for deamination is a few hours for isolated photoproducts and slightly less in double-stranded DNA.

    “The half reaction time is in the range of a few hours for isolated photoproducts and slightly less in ds DNA.”
    Quote in the paperNot a substantial claim
  • May combine two claims.

    Premisereasoning

    6-4PP formation in DNA is mediated by a singlet excited state, as shown by its absence upon photosensitized triplet-state energy transfer.

    “This reaction in DNA is mediated via singlet excited state as shown by the complete absence of formation of 6-4PPs upon photosensitized triplet state energy transfer.”
    Quote in the paperSubstantial claim
  • May combine two claims.

    Premisenone given

    6-4PPs are highly mutagenic but are efficiently removed by repair systems.

    “and by the fact that 6-4PPs, although highly mutagenic, are efficiently removed by repair systems.”
    Quote in the paperSubstantial claim
  • May combine two claims.

    Premisecitation

    6-4TT lacking the internal phosphodiester bond cannot photorearrange into the Dewar valence isomer under white light, suggesting that the DNA backbone may favor 6-4PP photoisomerization.

    “Surprisingly, it was also reported that the 6-4TT lacking the internal phosphodiester bond is not able to undergo photorearrangement into the related Dewar valence isomer upon white light irradiation, suggesting that the DNA backbone could favor the photoisomerization of 6-4PPs.”
    Quote in the paperNot a substantial claim
  • May combine two claims.

    Premisenone given

    CT and CC sites are much less susceptible to UVB-mediated reactions and lead mostly to CPD formation.

    “In contrast, CT and CC sites are much less susceptible to UVB-mediated reactions that lead mostly to the formation of CPDs.”
    Quote in the paperNot a substantial claim
  • May combine two claims.

    Premisecitation

    The yield of bipyrimidine photoproducts is much lower in skin than in cells, although the distribution is similar.

    “The yield of bipyrimidine photoproducts is much lower in skin than in cells, although the distribution of photoproducts is similar (61).”
    Quote in the paperNot a substantial claim0 of 1 sources checked
    • cites [61] source

      Not checked in the free run.

  • May combine two claims.

    Premiseown data

    Under simulated sunlight, 6-4PP frequency decreases and Dewar valence isomers appear in significant amounts, whereas they are absent after UVB-only exposure.

    “In contrast, the frequency of 6-4PPs decreases and DEWs can be detected in significant amounts while they are not present when cells are only exposed to UVB (Fig. 2).”
    Quote in the paperSubstantial claim
  • May combine two claims.

    Premisenone given

    TC sequences show fair reactivity, with T<>C and 6-4TC produced in similar yields.

    “The TC sequences also show fair reactivity with both T< >C and 6-4TC being produced in similar yields.”
    Quote in the paperNot a substantial claim
  • May combine two claims.

    Premisecitation

    Methylated CpG sites are more prone to photoproduct formation and are mutational hotspots, likely as a result of deamination.

    “Sequencing techniques showed that methylated CpG sites were more prone to photoproduct formation (72) and were mutational hotspots, likely as the result of deamination (73).”
    Quote in the paperNot a substantial claim0 of 2 sources checked
    • cites [72]

      Not checked in the free run.

    • cites [73] source

      Not checked in the free run.

  • May combine two claims.

    Premisecitation

    Photoreactions are enhanced in telomeres, with possible interstrand lesion formation in the quadruplex region.

    “Evidence has also been provided for the enhanced efficiency of photoreactions in telomeres (70) with the possible formation of interstrand lesions in the quadruplex region (71).”
    Quote in the paperNot a substantial claim0 of 2 sources checked
    • cites [70] source

      Not checked in the free run.

    • cites [71] source

      Not checked in the free run.

  • May combine two claims.

    Premisecitation

    The endoperoxide intermediate rearranges quantitatively within double-stranded DNA into 8-hydroxyperoxyguanine, which is further reduced to 8-oxoGua, the exclusive singlet oxygen oxidation product.

    “The latter intermediate quantitatively rearranges within ds DNA into 8-hydroxyperoxyguanine (39,99) that is further reduced into 8-oxoGua (Fig. 5), the exclusive 1 O 2 oxidation product (39,100,101).”
    Quote in the paperSubstantial claim0 of 4 sources checked
    • cites [39] source

      Not checked in the free run.

    • cites [99] source

      Not checked in the free run.

    • cites [100] source

      Not checked in the free run.

    • cites [101]

      Not checked in the free run.

  • May combine two claims.

    Premisereasoning

    Singlet oxygen cannot cleave the DNA backbone; earlier observations of DNA nicks are explained by secondary oxidation of 8-oxoGua, which is about 100-fold more reactive than guanine toward singlet oxygen.

    “However, it is now established that 1 O 2 has no ability to cleave the DNA backbone and that earlier observations concerning formation of DNA nicks would be explained by the occurrence of secondary oxidation of 8-oxoGua that is about 100-fold more reactive than guanine toward 1 O 2 .”
    Quote in the paperSubstantial claim
  • May combine two claims.

    Premisecitation

    Absorption of UVA photons by DNA is well documented and is driven by stacking of bases in the double helix.

    “It may be added, although being a much lower process than in the UVC and UVB ranges, that absorption of UVA photons by DNA is a well-documented fact (94) that was recently shown to be driven by the stacking of bases in the double helix (95,96).”
    Quote in the paperNot a substantial claim0 of 3 sources checked
    • cites [94] source

      Not checked in the free run.

    • cites [95] source

      Not checked in the free run.

    • cites [96] source

      Not checked in the free run.

  • May combine two claims.

    Premisenone given

    Neither UVB nor UVA photons provide enough energy to directly enable one-electron oxidation of DNA bases, although the double-stranded structure lowers nucleobase ionization potentials.

    “Indeed, neither UVB nor UVA photons provide enough energy to directly enable one-electron oxidation of DNA bases, although the double-stranded structure lowers the ionization potentials of the nucleobases.”
    Quote in the paperSubstantial claim
  • May combine two claims.

    Premisecitation

    Singlet excited states arising from initial UVA photon absorption have a marked charge-transfer character and differ from those induced by UVB.

    “The singlet excited states arising from initial UVA photon absorption that are characterized by a marked charge transfer state appear to be quite different from those induced by UVB irradiation (95).”
    Quote in the paperSubstantial claim0 of 1 sources checked
    • cites [95] source

      Not checked in the free run.

  • May combine two claims.

    Premisereasoning

    Bipyrimidine photoproducts are produced by direct excitation of DNA bases, whereas oxidatively generated lesions including 8-oxoGua arise through indirect photosensitized mechanisms.

    “While bipyrimidine photoproducts are produced by direct excitation of the DNA bases, the formation of oxidatively generated lesions including 8-oxoGua obeys indirect photosensitized mechanisms (Fig. 4).”
    Quote in the paperSubstantial claim
  • May combine two claims.

    Premisenone given

    The unique DNA target of singlet oxygen is guanine, which is converted into a 4,8-endoperoxide through a singlet-oxygen-mediated Diels-Alder [4+2] photocycloaddition.

    “The unique target among DNA components is guanine that is converted into a 4,8-endoperoxide through 1 O 2mediated-Diels Alder [4+2] photocycloaddition reaction.”
    Quote in the paperSubstantial claim
  • May combine two claims.

    Premisereasoning

    Type I photosensitization involves one-electron oxidation by excited chromophores, and its efficiency is driven by the oxidation potential of the photosensitizer, which preferentially acts on guanine.

    “A second possible DNA photosensitization pathway involves one-electron oxidation by excited chromophores, also known as the Type I photosensitization mechanism.The efficiency of this reaction is driven by the oxidation potential of the photosensitizers that preferentially act on guanine.”
    Quote in the paperNot a substantial claim
  • The quote only partly states this claim.

    Premisereasoning

    In UVA exposure, hydroxyl radicals result from the fate of superoxide radical anions produced by Type I photosensitization.

    “In the case of UVA, • OH results from the fate of far less reactive O 2”
    Quote in the paperNot a substantial claim
  • May combine two claims.

    Premisecitation

    UVA leads to release of iron from ferritin, thereby potentiating Fenton reactions.

    “Interestingly, it was shown that UVA leads to the release of iron from ferritin, therefore potentiating emergence of Fenton reactions (107).”
    Quote in the paperNot a substantial claim0 of 1 sources checked
    • cites [107] source

      Not checked in the free run.

  • May combine two claims.

    Premisenone given

    The second most frequent UVA-induced oxidative DNA lesions are strand breaks, formed at about one-third the yield of oxidized purines.

    “The second most frequent UVA-induced DNA oxidatively generated lesions are strand breaks that are formed in an approximately three-time lower yield than oxidized purines.”
    Quote in the paperNot a substantial claim
  • May combine two claims.

    Premisereasoning

    Superoxide radical anions are converted by spontaneous or superoxide dismutase-driven dismutation into hydrogen peroxide, which is the direct precursor of hydroxyl radicals via the Fenton reaction with reduced transition metal ions.

    “Subsequently, O 2 •) can be converted by spontaneous or more likely by superoxide dismutase-driven dismutation into hydrogen peroxide (H 2 O 2 ).The latter species is the direct precursor of • OH upon reaction with reduced transition metal ions such as Fe 2+ or Cu + in a chemical process known as the Fenton reaction.”
    Quote in the paperNot a substantial claim
  • May combine two claims.

    Premisecitation

    Upon loss of an electron, guanine forms a radical cation that can hydrate and convert to an 8-hydroxy-7,8-dihydroguanyl radical, which then yields 8-oxoGua and FapyGua by competitive oxidation and reduction.

    “Upon loss of an electron, guanine is converted into a radical cation (Gua •+ ) that may undergo hydration with subsequent conversion to reducing the 8-hydroxy-7,8-dihydroguanyl radical.The latter transient radical is subsequently converted to 8-oxoGua and 2,6-diamino-4-hydroxy-5-formamidopyrimidine (FapyGua) by competitive one-electron oxidation and one-electron reduction, respectively.”
    Quote in the paperNot a substantial claim0 of 1 sources checked
    • cites [103] source

      Not checked in the free run.

  • May combine two claims.

    Premisecitation

    DNA absorbs only slightly in the lower UVA range up to 340 nm, leading mostly to cis-syn T<>T through delocalization of excited-state transients over several nucleobases.

    “As already mentioned, DNA only absorbs slightly in the lower part of the UVA range of solar radiation up to 340 nm, leading mostly to the formation of cis-syn T<>T through delocalization of excited state transients on several nucleobases (95,96).”
    Quote in the paperNot a substantial claim0 of 2 sources checked
    • cites [95] source

      Not checked in the free run.

    • cites [96] source

      Not checked in the free run.

  • May combine two claims.

    Premisecitation

    Increasing laser pulse intensity decreases the quantum yield of CPDs and 6-4PPs while increasing 8-oxoGua and other oxidized bases.

    “Therefore, an increase in laser pulse intensity is accompanied with a decrease in the quantum yield of CPDs and 6-4PPs.In contrast, the level of 8-oxoGua, the main DNA oxidation product, and of other oxidized bases including 8-oxoAde, ThyGl, 5-HmUra and 5-FoUra increases (128).”
    Quote in the paperSubstantial claim0 of 1 sources checked
    • cites [128] source

      Not checked in the free run.

  • May combine two claims.

    Premisenone given

    Low-LET ionizing radiation acting mostly through hydroxyl radicals gives strand breaks and oxidized bases in a 1.3:1 ratio, with similar purine and pyrimidine oxidation yields.

    “Exposure of cells to low linear energy transfer ionizing radiation like X-or c-rays that act mostly through the production of • OH gives rise to strand breaks and oxidized bases in a 1.3:1 ratio while the formation yields of purine and pyrimidine oxidation products are similar.”
    Quote in the paperNot a substantial claim
  • Probably not a substantial claim: may not pass S3 (load-bearing).

    Premisecitation

    8-Methoxypsoralen and 5-methoxypsoralen are used in PUVA therapy for hyperproliferative skin diseases including psoriasis and vitiligo.

    “Furocoumarins including bifunctional 8-methoxypsoralen (8-MOP) and 5-methoxypsoralen (5-MOP) are still used in the so-called ''psoralen plus UVA (PUVA)'' therapy of rather frequent hyperproliferative skin diseases, including psoriasis and vitiligo (153-155).”
    Quote in the paperNot a substantial claim0 of 3 sources checked
    • cites [153] source

      Not checked in the free run.

    • cites [154] source

      Not checked in the free run.

    • cites [155] source

      Not checked in the free run.

  • May combine two claims.

    Premisecitation

    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).”
    Quote in the paperSubstantial claim0 of 3 sources checked
    • cites [35] source

      Not checked in the free run.

    • cites [161] source

      Not checked in the free run.

    • cites [162]

      Not checked in the free run.

  • Probably not a substantial claim: may not pass S3 (load-bearing). May combine two claims.

    Premisecitation

    Psoralen derivatives are used in photopheresis of cutaneous T-cell lymphoma and photoinactivation of pathogens in plasma and platelet components.

    “Other applications of psoralen derivatives deal with the photopheresis of cutaneous T-cell lymphoma (156-158) and the photoinactivation of pathogens in plasma and platelet components (159,160).”
    Quote in the paperNot a substantial claim0 of 5 sources checked
    • cites [156] source

      Not checked in the free run.

    • cites [157] source

      Not checked in the free run.

    • cites [158]

      Not checked in the free run.

    • cites [159] source

      Not checked in the free run.

    • cites [160] source

      Not checked in the free run.

  • May combine two claims.

    Premisecitation

    The repair rate of interstrand cross-links is slow, requiring at least 24 h, and decreases with increasing 8-MOP concentration.

    “The repair rate of ICLs that is rather slow, requiring at least 24 h to be completed, was found to decrease with an increase in the concentration of 8-MOP (164).”
    Quote in the paperNot a substantial claim0 of 1 sources checked
    • cites [164] source

      Not checked in the free run.

  • May combine two claims.

    Premisecitation

    The two 3-CPs furan-side monoadducts to thymidine in yeast cells disappear with a half-life of about 90 min, suggesting base excision repair.

    “The fast disappearance in the postincubation repair period of the two diastereomers with a half-life of about 90 min would suggest implication of the base excision repair pathway for their enzymatic removal.”
    Quote in the paperNot a substantial claim0 of 1 sources checked
    • cites [167] source

      Not checked in the free run.

  • May combine two claims.

    Premisecitation

    Among fluoroquinolones, lomefloxacin and enoxacin act as predominant Type I photosensitizers, whereas ofloxacin and norfloxacin react with DNA mainly through singlet oxygen oxidation.

    “Among fluoroquinolones (for recent reviews, see Lhiaubet ), lomefloxacin and, to a lesser extent, enoxacin act as predominant Type I photosensitizers whereas ofloxacin and norfloxacin react with DNA mainly through 1 O 2 oxidation (93).”
    Quote in the paperNot a substantial claim0 of 1 sources checked
    • cites [93]

      Not checked in the free run.

  • May combine two claims.

    Premisecitation

    Ofloxacin oxidizes DNA predominantly through the Type II mechanism, as also shown for norfloxacin.

    “It was subsequently confirmed that ofloxacin oxidized predominantly DNA mostly through the Type II mechanism (177) as also shown for norfloxacin (178).”
    Quote in the paperNot a substantial claim0 of 2 sources checked
    • cites [177] source

      Not checked in the free run.

    • cites [178] source

      Not checked in the free run.

  • May combine two claims.

    Premisecitation

    UVA-excited TiO2 generates singlet oxygen, superoxide, and highly reactive hydroxyl radicals.

    “UVA-excited TiO 2 has been shown to generate 1 O 2 (189), O 2) and also highly reactive • OH either through reduction of surface hydroxyl group by valence bond holes (190) or by Fenton type reactions (191).”
    Quote in the paperSubstantial claim0 of 3 sources checked
    • cites [189] source

      Not checked in the free run.

    • cites [190] source

      Not checked in the free run.

    • cites [191] source

      Not checked in the free run.

  • Probably not a substantial claim: may not pass S3 (load-bearing).

    Premisecitation

    Hydroxyl radicals have been proposed to explain increased Fpg-sensitive sites in DNA of UVA-irradiated goldfish skin GFSk-S1 cells pretreated with TiO2 nanoparticles.

    “• OH has been also proposed to explain the increased level of oxidatively generated damage to DNA measured as Fpgsensitive sites in the DNA of UVA-irradiated goldfish skin GFSk-S1 cells pretreated with TiO 2 nanoparticles (202).”
    Quote in the paperNot a substantial claim0 of 1 sources checked
    • cites [202] source

      Not checked in the free run.

  • Probably not a substantial claim: may not pass S3 (load-bearing).

    Premisecitation

    Thiopurines including azathioprine, 6-mercaptopurine, and 6-thioguanine are widely used in cancer therapy, for treatment of inflammatory disorders, and as immunosuppressants.

    “Thiopurines including azathioprine, 6-mercaptopurine and 6thioguanine (6-TG) are widely used in cancer therapy, for the treatment of inflammatory disorders and as immunosuppressants (204,205).”
    Quote in the paperNot a substantial claim0 of 2 sources checked
    • cites [204]

      Not checked in the free run.

    • cites [205] source

      Not checked in the free run.

  • May combine two claims.

    Premisecitation

    Cationic 5,10,15,20-tetrakis(N-methyl-4-pyridyl)-21H,23H-porphyrin localizes mostly in nuclei of human leukemia HL-60 cells and UVA sensitizes formation of 8-oxoGua through predominant Type II mechanisms.

    “Cationic 5,10,15,20-tetrakis (N-methyl-4-pyridyl)-21H,23H-porphyrin that is mostly localized in the nuclei of human leukemia HL-60 cells as inferred from confocal fluorescence microscopy is able to UVA sensitize the formation of 8-oxoGua through predominant Type II photosensitization mechanisms (186).”
    Quote in the paperSubstantial claim0 of 1 sources checked
    • cites [186] source

      Not checked in the free run.

  • May combine two claims.

    Premisecitation

    Protoporphyrin IX derived from 5-aminolevulinic acid localizes preferentially in cytoplasm and generates only small amounts of 8-oxoGua upon UVA illumination.

    “In contrast, protoporphyrin IX derived from 5-aminolevulinic acid and whose preferential localization was observed in the cytoplasm was found to generate only small amounts of 8-oxoGua upon UVA illumination (186).”
    Quote in the paperNot a substantial claim0 of 1 sources checked
    • cites [186] source

      Not checked in the free run.

  • May combine two claims.

    Premisecitation

    Photoexcited TiO2 exhibits strong bactericidal activity and genotoxicity on various cells mostly as result of oxidative stress.

    “Photoexcited TiO 2 exhibits strong bactericidal activity (191)(192)(193)(194) and genotoxicity (195)(196)(197)(198) on various cells as mostly the result of oxidative stress.”
    Quote in the paperSubstantial claim0 of 3 sources checked
    • cites [191] source

      Not checked in the free run.

    • cites [192] source

      Not checked in the free run.

    • cites [193] source

      Not checked in the free run.

  • Probably not a substantial claim: may not pass S3 (load-bearing).

    Premisecitation

    TiO2 nanoparticles are widely used in sun blockers and other cosmetic products.

    “Nanoparticles (ca 100 nm or smaller) of titanium dioxide (TiO 2 ), a white pigment, are widely used for various industrial purposes, including the design of sun blockers and other cosmetic products (187,188).”
    Quote in the paperNot a substantial claim0 of 2 sources checked
    • cites [187] source

      Not checked in the free run.

    • cites [188] source

      Not checked in the free run.

  • May combine two claims.

    Premisecitation

    Thiopurines are metabolized and incorporated into DNA as 6-thio-2'-deoxyguanosine, an efficient endogenous Type I and Type II photosensitizer absorbing UVA with maximum at 342 nm.

    “This is explained by the metabolization and incorporation of thiopurines into DNA as 6-thio-2¢-deoxyguanosine, an efficient endogenous Type I and Type II photosensitizer absorbing in the UVA range with a maximum at 342 nm (209).”
    Quote in the paperSubstantial claim0 of 1 sources checked
    • cites [209] source

      Not checked in the free run.

  • Probably not a substantial claim: may not pass S3 (load-bearing).

    Premisecitation

    Proposed structures of DPCs formed between oligonucleotides and short peptides involve covalent binding of 6-TG with cysteine residues through disulfide generation.

    “Some of the proposed structures of DPCs formed between oligonucleotides and short peptides involve covalent binding of highly reactive 6-TG with cysteine residues through the generation of a disulfide (214).”
    Quote in the paperNot a substantial claim0 of 1 sources checked
    • cites [214] source

      Not checked in the free run.

  • Probably not a substantial claim: may not pass S3 (load-bearing).

    Premisecitation

    Free peptide amino groups were suggested to participate in 6-TG-mediated formation of DPCs.

    “Free peptide amino groups were also suggested to participate in the 6-TG-mediated formation of DPCs.”
    Quote in the paperNot a substantial claim0 of 1 sources checked
    • cites [214] source

      Not checked in the free run.

  • May combine two claims.

    Premisecitation

    4-Thiothymine absorbs UVA with maximum around 340 nm and incorporates into DNA of dividing cells.

    “4-Thiothymine (S4Thy), a thymine analog absorbing in the UVA range with a maximum centered around 340 nm is able to efficiently incorporate into the DNA of dividing cells (225,226).”
    Quote in the paperSubstantial claim0 of 2 sources checked
    • cites [225] source

      Not checked in the free run.

    • cites [226] source

      Not checked in the free run.

  • May combine two claims.

    Premisecitation

    DPCs generated in cellular DNA are resistant to reduction treatment, unlike those formed in model studies, ruling out disulfide structures.

    “However, the DPCs that were generated in cellular DNA were resistant to reduction treatment in contrast to those formed in model studies (214), ruling out the possible structures that were discussed above.”
    Quote in the paperSubstantial claim0 of 1 sources checked
    • cites [214] source

      Not checked in the free run.

  • May combine two claims.

    Premisecitation

    Water reacts efficiently with guanine radical cation, and amino acids with nucleophilic groups including lysine, arginine, and serine covalently bind to C8 of guanine.

    “In addition to water that was found initially to efficiently react with Gua •+ (218), several amino acids bearing a nucleophilic group, including lysine, arginine and serine were shown to covalent bind to the C8 of guanine (111,216).”
    Quote in the paperSubstantial claim0 of 3 sources checked
    • cites [218] source

      Not checked in the free run.

    • cites [111] source

      Not checked in the free run.

    • cites [216] source

      Not checked in the free run.

  • May combine two claims.

    Premisecitation

    6-TG incorporation into mitochondrial DNA leads to ROS generation upon UVA irradiation, formation of DNA oxidation products, and loss of mitochondrial function.

    “This was found to lead to the generation of ROS upon UVA irradiation with subsequent formation of DNA oxidation products that is accompanied by a loss of mitochondrial function (224).”
    Quote in the paperSubstantial claim0 of 1 sources checked
    • cites [224] source

      Not checked in the free run.

50 of 50
  • The paper relies on this without support.

    Mechanisms of DNA photoproduct formation derived from model studies apply to cellular DNA.

    “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).”
1 of 1

Claims other papers make about this one

Each is checked against this paper’s own text: does it say what the citing paper says it does?

Cites

Flagged first, then by citations

Research works printed but not linked: 4

  1. Cadet J., 1990, Bioorganic Photochemistry: Photochemistry and the Nucleic Acids, 1
  2. Kochevar I. E., Bioorganic Photochemistry: Photochemistry and the Nucleic Acids, 273
  3. 10.1021/ja954340 · DOI · Paper page
  4. Brankmann M., 1989, UVA‐induced 8‐MOP binding to cells of Saccharomyces cerevisiae, J. Photochem. Photobiol. B, Biol., 3, 59

Cited by

Sorted by citations

Authors
Cadet, J., Mouret, S., Ravanat, J., & Douki, T.
Affiliations
Université Joseph Fourier (FR)
Corresponding author
  • Cadet, Jean
  • Douki, Thierry
Venue
Photochemistry and Photobiology
Publisher
Wiley
Published
2012-08-30
Volume
88
Issue
5
Pages
1048-1065
ISSN
  • 0031-8655 (ISSN-L)
  • 1751-1097
OpenAlex
W2090287369
Cited by
300
References
232
Citations by year
2026: 9 · 2025: 13 · 2024: 20 · 2023: 11 · 2022: 19 · 2021: 22 · 2020: 20 · 2019: 17 · 2018: 23 · 2017: 28 · 2016: 34 · 2015: 16 · 2014: 42 · 2013: 25 · 2012: 1
FWCI
2.45
Type
journal article
Language
en
Open access
Locations
  • Photochemistry and Photobiology (publishedVersion)
  • PubMed (publishedVersion)
  • HAL (submittedVersion)
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 › Dermatology › Skin Protection and Aging
Keywords
photoinduced DNA damage, cyclobutane pyrimidine dimers, UVA, UV-B radiation, photodynamic effect, DNA repair, photodamaged skin, mutagenicity
MeSH terms
Animals, DNA, DNA Damage, DNA Repair, Cricetinae, Humans, Oxidation-Reduction, Pyrimidine Dimers, Skin, Sunlight, Ultraviolet Rays, Keratinocytes, CHO Cells, Photosensitizing Agents

About these checks

Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.

Claims read by deepseek-v4.1-flash under definition version 3 (extract-v3) on 2026-10-05.

Classified by jev-1.13-20260917 (gold-guideline-v0.2) on 2026-10-05.

Statistics and arithmetic are recomputed, not judged.

Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.

What counts as a claim ›How we measure confidence ›How we check this ›

Are you an author, or do you see a problem with this page? Request a review