Effects of copper on mammalian cell components

Agarwal, Kalpana; Sharma, Archana; Talukder, Geeta

doi:10.1016/0009-2797(89)90094-x

Cited by 86 publications

(48 citation statements)

References 101 publications

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“…Copper is an important transition metal found in chromatin (23,24). Our observations with calf thymus DNA suggest that the Cu(II)-induced formation of DNA intrastrand crosslink lesions may also occur in vivo.…”

Section: Discussionmentioning

confidence: 88%

“…Among the transition metals, copper is an important structural metal in chromatin (23,24) and it can form stable complex with DNA [The association constants are 10 9 M for Cu(I)/DNA and 10 4 M for Cu(II)/DNA] (25)(26)(27). Although debate exists in the literature about the importance of the roles of copper in H 2 O 2 -induced DNA damage in vivo (28,29), most researchers believe that copper plays a significant role in H 2 O 2 -mediated DNA damage (5,23,29,30).…”

Section: Introductionmentioning

confidence: 99%

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Identification and Quantification of a Guanine−Thymine Intrastrand Cross-Link Lesion Induced by Cu(II)/H₂O₂/Ascorbate

Hong

Cao

Wang

et al. 2006

Chem. Res. Toxicol.

136

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Reactive oxygen species (ROS) can be induced by both endogenous and exogenous processes and they can damage biological molecules including nucleic acids. It was shown that X-or γ-ray irradiation of aqueous solutions of DNA, during which · OH is one of the major ROS, can lead to the formation of intrastrand crosslink lesions where the neighboring nucleobases in the same DNA strand are covalently bonded. Previous 32 P-postlabeling studies suggested that the intrastrand crosslink lesions may arise from Fenton reaction, which also induces the formation of · OH; the structures of the proposed intrastrand crosslink lesions, however, have not been determined. Here we showed for the first time that the treatment of calf thymus DNA with Cu(II)/H 2 O 2 /ascorbate could lead to the formation of an intrastrand crosslink lesion, i.e., G^T, where the C8 of guanine is covalently bonded to the neighboring 3′ thymine through its methyl carbon. LC-MS/MS quantification results showed dose-responsive formation of G^T. In addition, the yield of the intrastrand crosslink was approximately three orders of magnitude lower than those of commonly observed single-base lesions, that is, 8-oxo-7,8-dihydro-2′-deoxyguanosine, 5-(hydroxymethyl)-2′-deoxyuridine and 5-formyl-2′-deoxyuridine. The induction of intrastrand crosslink lesion in calf thymus DNA by Fenton reagents in vitro suggests that this type of lesion might be formed endogenously in mammalian cells.

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Section: Discussionmentioning

confidence: 88%

Section: Introductionmentioning

confidence: 99%

Identification and Quantification of a Guanine−Thymine Intrastrand Cross-Link Lesion Induced by Cu(II)/H₂O₂/Ascorbate

Hong

Cao

Wang

et al. 2006

Chem. Res. Toxicol.

136

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“…1980, Pezzano and Podo 1980, Tajmir-Riahi et al . 1988, Agarwal et al 1989), but less attention has been paid to interactions of Cu(I), which are of specific relevance with respect to H2 0 2 toxicity . Cu(I) forms a very strong complex with DNA (Stoewe and Priitz 1987), presumably by fixation at guanine-N(7) Ivanov 1967, Ivanov et al .…”

Section: Introductionmentioning

confidence: 98%

Interaction of Copper(I) with Nucleic Acids

Prütz

Butler

Land

1990

International Journal of Radiation Biology

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Poly(dG-dC) and poly(I) form particularly stable complexes with Cu(I): thus characteristic UV absorbance changes enabled demonstration of Cu(I) transfer from poly(dA-dT) to poly(dG-dC), or from DNA to poly(I). Using pulse radiolysis to generate Cu(I), a rate constant of approximately 4 x 10(7) dm3 mol-1 s-1 (per base unit) was estimated for association of Cu(I) to native DNA, and slightly higher values were found for poly(dA-dT), poly(C), poly(dG-dC) and poly(G). For native DNA and for the models poly(dA-dT) and poly(dG-dC) the addition of Cu(I) was followed by secondary absorbance changes in the time scale of 10 ms, probably due to internal Cu(I) transfer; such secondary reactions were not detectable in heat-denatured DNA or in the homopolymers of A, C, G, and I. Extraction of Cu(I) from the DNA by EDTA is slow, 0.019 s-1, and independent of EDTA concentration, indicating that dissociation of the DNA-Cu(I) complex is the rate-determining step. A tentative value can hence be given for the DNA-Cu(I) stability constant: K = k (forward)/k (reverse) approximately 2 x 10(9) dm3 mol-1. Addition of H2O2 to solutions of gamma-radiolytically generated DNA-Cu(I), at Cu(I)/base less than 0.01, resulted in DNA degradation, comparable in yield to .OH-induced degradation. In the case of poly(dA-dT) and poly(dG-dC) the reaction of H2O2 with the corresponding Cu(I) complexes produced even more damage than the reaction of .OH. The formation of DNA-Cu(I), and the deleterious reaction with H2O2, were hardly affected by RNase or BSA, when added at equal (w/v) concentration. Dismutation of O2.- by (Cu,Zn)-SOD was partly inhibited by DNA and even more by poly(I) at pH 4.4, but not at pH 7, probably by competitive complexation of Cu(I), occurring in the catalytic cycle of SOD.

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“…Facile au-centrations comparable to those appearing in plasma, on toxidation of cysteinylglycine, the product of GSH cleav-thiol-dependent oxidative mutagenesis in the Ames Salage by GGT, is a key step in mutagenesis induced by the monella mutagenicity test. GSH-GGT system [Stark et al, 1987[Stark et al, , 1988, and the Reports of teratogenic and clastogenic properties of Cu metal-chelating properties of thiols such as GSH, GSH and of induction of infidelity in DNA synthesis by Cu derivatives, and cysteinylglycine [Spear and Aust, 1994], suggest that Cu is potentially mutagenic [reviewed in in addition to their pKa (SH) [Stark et al, 1989], appear to Agarwal et al, 1989]. However, Cu-induced mutagenicity be important in thiol-dependent LPO.…”

Section: Introductionmentioning

confidence: 98%

Role of copper and ceruloplasmin in oxidative mutagenesis induced by the glutathione-γ-glutamyl transpeptidase system and by other thiols

Stark

Glass

1997

Environ. Mol. Mutagen.

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Effects of copper on mammalian cell components

Cited by 86 publications

References 101 publications

Identification and Quantification of a Guanine−Thymine Intrastrand Cross-Link Lesion Induced by Cu(II)/H₂O₂/Ascorbate

Identification and Quantification of a Guanine−Thymine Intrastrand Cross-Link Lesion Induced by Cu(II)/H₂O₂/Ascorbate

Interaction of Copper(I) with Nucleic Acids

Role of copper and ceruloplasmin in oxidative mutagenesis induced by the glutathione-γ-glutamyl transpeptidase system and by other thiols

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Effects of copper on mammalian cell components

Cited by 86 publications

References 101 publications

Identification and Quantification of a Guanine−Thymine Intrastrand Cross-Link Lesion Induced by Cu(II)/H2O2/Ascorbate

Identification and Quantification of a Guanine−Thymine Intrastrand Cross-Link Lesion Induced by Cu(II)/H2O2/Ascorbate

Interaction of Copper(I) with Nucleic Acids

Role of copper and ceruloplasmin in oxidative mutagenesis induced by the glutathione-γ-glutamyl transpeptidase system and by other thiols

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Identification and Quantification of a Guanine−Thymine Intrastrand Cross-Link Lesion Induced by Cu(II)/H₂O₂/Ascorbate

Identification and Quantification of a Guanine−Thymine Intrastrand Cross-Link Lesion Induced by Cu(II)/H₂O₂/Ascorbate