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Photochemical Hydrogen Abstraction and Electron Transfer Reactions of Tetrachlorobenzoquinone with Pyrimidine Nucleobases
Liu, Kun-hui; Wu, Li-dan; Zou, Xiao-ran; Yang, Wen; Du, Qian; Su, Hong-mei
2011-10-01
Source PublicationCHINESE JOURNAL OF CHEMICAL PHYSICS
ISSN1674-0068
Volume24Issue:5Pages:580-585
AbstractPentachlorophenol, a widespread environmental pollutant that is possibly carcinogenic to humans, is metabolically oxidized to tetrachloroquinone (TCBQ) which can result in DNA damage. We have investigated the photochemical. reaction dynamics of TCBQ with two pyrimidine type nucleobases (thymine and uracil) upon UVA (355 nm) excitation using the technique of nanosecond time-resolved laser flash photolysis. It has been found that 355 nm excitation populates TCBQ molecules to their triplet state (3)TCBQ*, which are highly reactive towards thymine or uracil and undergo two parallel reactions, the hydrogen abstraction and electron transfer, leading to the observed photoproducts of TCBQH. and TCBQ.(-) in transient absorption spectra. The concomitantly produced nucleobase radicals and radical cations are expected to induce a series of oxidative or strand cleavage damage to DNA afterwards. By characterizing the photochemical hydrogen abstraction and electron transfer reactions, our results provide potentially important molecular reaction mechanisms for understanding the carcinogenic effects of pentachlorophenol and its metabolites TCBQ.
KeywordTetrachlorobenzoquinone Thymine Uracil Triplet State Hydrogen Abstraction Electron Transfer Laser Flash Photolysis
DOI10.1088/1674-0068/24/05/580-585
Indexed BySCI
Language英语
WOS IDWOS:000297139200012
PublisherCHINESE PHYSICAL SOC
Citation statistics
Cited Times:6[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/73376
Collection中国科学院化学研究所
Corresponding AuthorSu, Hong-mei
AffiliationChinese Acad Sci, State Key Lab Mol React Dynam, Beijing Natl Lab Mol Sci, Inst Chem, Beijing 100190, Peoples R China
Recommended Citation
GB/T 7714
Liu, Kun-hui,Wu, Li-dan,Zou, Xiao-ran,et al. Photochemical Hydrogen Abstraction and Electron Transfer Reactions of Tetrachlorobenzoquinone with Pyrimidine Nucleobases[J]. CHINESE JOURNAL OF CHEMICAL PHYSICS,2011,24(5):580-585.
APA Liu, Kun-hui,Wu, Li-dan,Zou, Xiao-ran,Yang, Wen,Du, Qian,&Su, Hong-mei.(2011).Photochemical Hydrogen Abstraction and Electron Transfer Reactions of Tetrachlorobenzoquinone with Pyrimidine Nucleobases.CHINESE JOURNAL OF CHEMICAL PHYSICS,24(5),580-585.
MLA Liu, Kun-hui,et al."Photochemical Hydrogen Abstraction and Electron Transfer Reactions of Tetrachlorobenzoquinone with Pyrimidine Nucleobases".CHINESE JOURNAL OF CHEMICAL PHYSICS 24.5(2011):580-585.
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