Singlet molecular oxygen causes loss of biological activity in plasmid and bacteriophage DNA and induces single-strand breaks

Mascio, Paolo Di; Wefers, Heribert; Do-Thi, Hong-Phuc; Lafleur, M.V.M.; Sies, H.

doi:10.1016/0167-4781(89)90033-x

Cited by 110 publications

(49 citation statements)

References 26 publications

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“…Currently, an epidemiological study (1) has correlated the statistics of human cancer with use of chlorinated water supply. The demonstration of singlet oxygen attack on DNA components by several laboratories (2)(3)(4) suggests a possible mechanistic role for the singlet oxygen generated in acidic environments in the correlation between chlorinated water and cancer.…”

Section: Singlet Molecular Oxygen Generationmentioning

confidence: 99%

“…Returning to the chemical action of singlet molecular oxygen (5-7) on DNA, it has been shown that direct effects of the oxidation of guanine are mutagenesis (2, 3), loss of transforming activity, and the introduction of single-strand breaks (3,4) in the DNA structure. Thus, the possibility of singlet molecular oxygen liberation in chlorinated water subjected to acid environment could offer a chance of generating mutagens or other reactive species, in the digestive tract, that could then diffuse further to the excretory system.…”

Section: Biological Applications Of Singlet Oxygen Researchmentioning

confidence: 99%

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Singlet molecular oxygen evolution upon simple acidification of aqueous hypochlorite: application to studies on the deleterious health effects of chlorinated drinking water.

Khan

Kasha

1994

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

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A study of the pH profile ofthe decomposition of aqueous hypochlorite has revealed the evolution (onset at pH 8) of single (1A g) molecular oxygen (singlet spin state dioxygen) detected spectroscopically (1268 nm), prior to the appearance of chlorine (onset at pH 5.5). The possible mechanism of the singlet state dioxygen evolution is presented, and the origin of its chloride ion dependence is discussed, especially in reference to chloride ion dependence of singlet molecular oxygen evolution in biological systems. Recent epidemiological analyses of the correlation of human cancer with chlorinated water supplies focus attention on the singlet oxygen mechanisms of DNA lesion formation. Singlet Molecular Oxygen GenerationIn a general study of singlet molecular oxygen generation, we discovered that simple acidification of hypochlorite solutions yielded typical IR emission characteristic of singlet molecular (excited) oxygen. Currently, an epidemiological study (1) has correlated the statistics of human cancer with use of chlorinated water supply. The demonstration of singlet oxygen attack on DNA components by several laboratories (2-4) suggests a possible mechanistic role for the singlet oxygen generated in acidic environments in the correlation between chlorinated water and cancer.A study of the pH profile of the decomposition of aqueous hypochlorite has revealed the evolution (onset at pH 8) of singlet ('Ag) molecular oxygen (singlet spin state dioxygen) detected spectroscopically (1268 nm), prior to the appearance of chlorine (onset at pH 5.5). This result is surprising because it has been overlooked in the long history of research on the chlorine-hypochlorite equilibria, kinetics, and mechanisms. These observations suggest another focus on mechanisms of redox reactions involving H202 and singlet oxygen species, in both chemical and biological systems. Experimental Results on Acidification of HypochloriteThe generation of singlet molecular oxygen by the chemiluminescent reaction of hydrogen peroxide with aqueous hypochlorite is well known and is now a standard method (5-9), HOOH + OCF --10* + HOH + Cl-, [1] the singlet oxygen being detected spectroscopically. Initially, this was observed (5, 6) as the 634-nm simultaneous transition(1'A5,) (lAg) -_ (3X ) (3k-) for the electron exchange collision of excited molecular pairs. The preferred and more efficient method is the direct detection of the lAg 31 emission at 1268 nm in the near infrared, and this method (10, 11) has been used in the present research. We used a Ge-photodiode detector with a dedicated near-IR spectrometer in the 1-to 1.7-gm region, with electronic and data-processing peripherals (12). Fig. 1 shows the typical 1268-nm chemiluminescence spectra recorded upon the acidification of aqueous hypochlorite with HCI at room temperature.The pH profiles of 102 and C12 evolution upon acidification of aqueous hypochlorite solution at room temperature are shown in Fig. 2 (reagent-grade sodium hypochlorite solution, acidified by reagent grade hydrochloric...

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Section: Singlet Molecular Oxygen Generationmentioning

confidence: 99%

Section: Biological Applications Of Singlet Oxygen Researchmentioning

confidence: 99%

Singlet molecular oxygen evolution upon simple acidification of aqueous hypochlorite: application to studies on the deleterious health effects of chlorinated drinking water.

Khan

Kasha

1994

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

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“…This damage is specific for guanine residues (39,44,45). The damage induced by singlet oxygen in bacterial, plasmid, and bacteriophage DNAs is lethal and/or mutagenic (16,17,21,34). Although the only damaged base that has been identified in MB-light-treated DNA is 8-hydroxyguanine (43), the formation of other lesions cannot be excluded (11).…”

mentioning

confidence: 99%

Escherichia coli Fpg protein and UvrABC endonuclease repair DNA damage induced by methylene blue plus visible light in vivo and in vitro

et al. 1991

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pBR322 plasmid DNA was treated with methylene blue plus visible light (MB-light) and tested for transformation efficiency in Escherichia coli mutants defective in either formamidopyrimidine-DNA glycosylase (Fpg protein) and/or UvrABC endonuclease. The survival of pBR322 DNA treated with MB-light was not significantly reduced when transformed into either fpg-1 or uvrA single mutants compared with that in the wild-type strain. In contrast, the survival of MB-light-treated pBR322 DNA was greatly reduced in the fpg-1 uvrA double mutant. The synergistic effect of these two mutations was not observed in transformation experiments using pBR322 DNA treated with methyl methanesulfonate, UV light at 254 nm, or ionizing radiation. In vitro experiments showed that MB-light-treated pBR322 DNA is a substrate for the Fpg protein and UvrABC endonuclease. The number of sites sensitive to cleavage by either Fpg protein or UvrABC endonuclease was 10-fold greater than the number of apurinic-apyrimidinic sites indicated as Nfo protein (endonuclease IV)-sensitive sites. Seven Fpg protein-sensitive sites per pBR322 molecule were required to produce a lethal hit when transformed into the uvrA fpg-1 mutant. These results suggest that MB-light induces DNA base modifications which are lethal and that these modifications are repaired by Fpg protein and UvrABC endonuclease in vivo and in vitro. Therefore, one of the physiological functions of Fpg protein might be to repair DNA base damage induced by photosensitizers and light.The Fpg protein of Escherichia coli was initially identified as a DNA glycosylase which excised the imidazole ringopened form of N7-methylguanine (2,6-diamino-4-hydroxy-5-N-methylformamidopyrimidine or Fapy) residues in DNA (2, 9, 13). This enzyme was shown also to liberate the imidazole ring-opened form of adenine residues from DNA treated with ionizing radiation (10) and of guanine residues modified at the N-7 position with bulky alkylating agents (12). The molecular cloning of the fpg+ gene of E. coli (8), the purification of the Fpg protein (9), and the isolation of a bacterial mutant defective in Fpg protein (4) were critical steps for studies of the biological significance of this protein.The Fpg protein exhibits a large substrate specificity, including imidazole ring-opened purines modified at the C-8 position by N-hydroxy-2-aminofluorene (3). The Fpg protein is a metalloprotein containing one zinc atom per monomer (9) and is endowed with a nicking activity which incises DNA at apurinic-apyrimidinic (AP) sites (38). The biological importance of this enzyme is suggested by the fact that Fapy-DNA glycosylase activities have been conserved in prokaryotes (7) and eukaryotes (29,33) and that the imidazole ringopened form of N7-methylguanine residues in DNA is a potentially lethal lesion (6, 37). However, the lack of sensitivity of the E. coli mutant defective in Fpg protein to methylating agents suggested that imidazole ring-opened N7-methylguanine is not a biological substrate and/or that these residues are excised ...

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“…Singlet oxygen ( 1 O 2 ) causes single strand breaks in plasmid and bacteriophage DNA [78]. This raises the question : are iron and other transition metals co-carcinogens in that they promote tumor development?…”

Section: Biological Effects Of Technical Calcium Sulfate Mixturesmentioning

confidence: 99%

Calcium sulfate [MAK Value Documentation, 1991]

2012

The MAK‐Collection for Occupational Health and Safety

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Published in the series Occupational Toxicants , Vol. 2 (1991) The article contains sections titled: Properties, Occurrence, Uses and Analysis Terminology Mineralogical and Chemical Characterization Sources and Raw Materials Production and Use Effects on Man Calcium sulfate deposits without known impurities Calcium sulfate deposits contaminated with quartz Calcium sulfate inhalation for silicosis prophylaxis Results of Animal Experiments Injection studies Inhalation Studies In vitro studies Biological Effects of Technical Calcium Sulfate Mixtures Manifesto (MAK Value/Classification)

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Singlet molecular oxygen causes loss of biological activity in plasmid and bacteriophage DNA and induces single-strand breaks

Cited by 110 publications

References 26 publications

Singlet molecular oxygen evolution upon simple acidification of aqueous hypochlorite: application to studies on the deleterious health effects of chlorinated drinking water.

Singlet molecular oxygen evolution upon simple acidification of aqueous hypochlorite: application to studies on the deleterious health effects of chlorinated drinking water.

Escherichia coli Fpg protein and UvrABC endonuclease repair DNA damage induced by methylene blue plus visible light in vivo and in vitro

Calcium sulfate [MAK Value Documentation, 1991]

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