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Journal of Shanghai University >

2019 , Vol. 25 >Issue 4: 558 - 565

DOI: https://doi.org/10.12066/j.issn.1007-2861.1952

Research Articles

Genotoxicity of 1-chloro-2-hydroxy-3-butene in cells

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  • Institute of Environmental Pollution and Health, School of Environmental and Chemical Engineering, Shanghai University, Shanghai 200444, China

Received date: 2017-06-12

  Online published: 2019-09-04

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Abstract

1-chloro-2-hydroxy-3-butene (CHB) is a potentially critical metabolite of 1,3-butadiene, a carcinogenic air pollutant. It is genotoxic. This work studies the possible pathways for CHB to cause DNA damage. It has been found that the chloromethyl group in CHB was a pivotal factor in the structure because 3-buten-2-ol (BO), an analog of CHB without chlorine, was non-genotoxic. Genotoxicity of the pre-incubated CHB solution increased after the CHB solution was pre-incubated for a long time ($\geq4$ h), indicating that CHB could slowly be converted to other compounds with higher genotoxicity. The use of inhibitors of P450 and alcohol dehydrogenase had no effect on genotoxicity of CHB. Genotoxicity of CHB increased over cell-treatment time, but decreased at 12 h. The results suggested that genotoxicity of CHB may mostly stem from its capability to react with DNA rather than biotransformation to 1-chloro-3-buten-2-one (CBO).

Key words： 1-chloro-2-hydroxy-3-butene (CHB); 1-chloro-3-buten-2-one (CBO); 1,3- butadiene; metabolite; genotoxicity

Cite this article

Yufeng LI, Xinjie LIU, Xinyu ZHANG . Genotoxicity of 1-chloro-2-hydroxy-3-butene in cells[J]. Journal of Shanghai University, 2019 , 25(4) : 558 -565 . DOI: 10.12066/j.issn.1007-2861.1952

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