Journal
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY
Volume 30, Issue 10, Pages 2000-2009Publisher
SOC BRASILEIRA QUIMICA
DOI: 10.21577/0103-5053.20190056
Keywords
aldehydes; DNA adducts; DNA damage
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Funding
- CEPID-Redoxoma (FAPESP) [2013/07937-8]
- NAP-Redoxoma (Pro-Reitoria de Pesquisa-USP) [2011.1.9352.1.8]
- CNPq [301404/2016-0]
- Universidade de Sao Paulo
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The present overview describes the formation of deoxyribonucleic acid (DNA) adducts from endogenous and exogenous aldehydes, such as acetaldehyde, acrolein, crotonaldehyde. malonaldehyde. 4-hydroxy-2-nonenal and 2,4-decadienal. Malonaldehyde reacts with 2'-deoxyguanosine. 2'-deoxyadenosine, and 2'-deoxycytidine, yielding cyclic pyrimidopurinone and acyclic adducts. The direct addition of alpha,beta-unsaturated aldehydes to DNA bases yields cyclic substituted propano adducts. such as 1,N-2-propano-2'-deoxyguanosine. Alternatively. alpha,beta-unsaturated aldehydes can be oxidized to reactive epoxides, giving ethano or etheno derivatives upon reaction with DNA. In addition, information on highly sensitive techniques, employed for the in vivo detection and quantification of DNA-aldehyde adducts, is also provided. Some of these DNA-aldehyde lesions have been shown to be highly mutagenic. In fact, lipid peroxidation and exogenous aldehyde exposure could potentially account for the observed carcinogenicity of urban air pollution and cigarette smoke exposure.
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