2013
DOI: 10.1039/c3ra41597j
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Photoinduced DNA cleavage by atomic oxygen precursors in aqueous solutions

Abstract: Reactive oxygen species are known to induce DNA strand cleavage and have been explored as treatments for cancer. The development of aqueous-soluble dibenzothiophene-S-oxide (DBTO) derivatives has made it possible to investigate the mechanism of DNA cleavage by these photoactivatable precursors of atomic oxygen. In addition to the release of atomic oxygen, DBTO can also undergo other processes such as a-cleavage. An objective of this work was to establish whether the extent of strand scission could be attribute… Show more

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Cited by 27 publications
(31 citation statements)
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“…Although direct evidence is still needed as to confirm the identity of this oxidant, the observed reactivity of the oxidant is consistent with expectations for O( 3 P) . Photochemical release of O( 3 P) from DBTO and its analogs is one of the few means of generating O( 3 P) in solution, and this photodeoxygenation has made the application of O( 3 P) in biological systems feasible . For DBTO and its derivatives, the S–O BDE is a important piece of information to understand whether deoxygenation is thermodynamically feasible for a given excited state.…”
Section: Introductionsupporting
confidence: 58%
“…Although direct evidence is still needed as to confirm the identity of this oxidant, the observed reactivity of the oxidant is consistent with expectations for O( 3 P) . Photochemical release of O( 3 P) from DBTO and its analogs is one of the few means of generating O( 3 P) in solution, and this photodeoxygenation has made the application of O( 3 P) in biological systems feasible . For DBTO and its derivatives, the S–O BDE is a important piece of information to understand whether deoxygenation is thermodynamically feasible for a given excited state.…”
Section: Introductionsupporting
confidence: 58%
“…For the quantitative studies of reactivity, O (aq) has been generated by laser flash photolysis of oxoanions (such as ClO À , ClO 3 À , or BrO n À n = 1-3), 5 4-benzoylpyridine N-oxide (BPyO), 11 or from irradiated dibenzothiophene-S-oxide (DBTO) derivatives. 12 O (aq) was also suggested to be the precursor of the O 2 generated in g-ray irradiated FeSO 4 -CuSO 4 solutions. 13 O atoms cannot be easily generated through dissociation of water and mirrors the case for non-equilibrium (cold) atmospheric plasmas (briefly introduced later), where the humid gas mixture generates preferentially OH radicals and hydrogen peroxide and not O atoms.…”
Section: Introductionmentioning
confidence: 99%
“…While the irradiation of O( 3 P)‐precursors has been shown to selectively oxidize cysteine residues in proteins and cause single strand‐scission in DNA , very little is known about the oxidation of lipids by O( 3 P). The oxidation of lipids by ROS results in a variety of lipid oxidation products that have been implicated as mediators of human disease.…”
Section: Introductionmentioning
confidence: 99%