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Updated: Jun 1, 2026

A General Method for Detecting Nitrosamide Formation in the In Vitro Metabolism of Nitrosamines by Cytochrome P450s
Published on: September 25, 2017
Carbon dioxide in the nitrosation of amine: catalyst or inhibitor?
Zhi Sun1, Yong Dong Liu, Ru Gang Zhong
1College of Life Science and Bioengineering, Beijing University of Technology, Beijing 100124, People's Republic of China.
Abstract:
Nitrosamines are a class of carcinogenic, mutagenic, and teratogenic compounds generally produced from the nitrosation of amine. This paper investigates the mechanism for the formation of nitrosodimethylamine (NDMA) from the nitrosation of dimethylamine (DMA) by four common nitrosating agents (NO(2)(-), ONOO(-), N(2)O(3), and ONCl) in the absence and presence of CO(2) using the DFT method. New insights are provided into the mechanism, emphasizing that the interactions of CO(2) with amine and nitrosating agents are both potentially important in influencing the role of CO(2) (catalyst or inhibitor). The role of CO(2) as catalyst or inhibitor mainly depends on the nitrosating agents involved. That is, CO(2) shows the catalytic effect when the weak nitrosating agent NO(2)(-) or ONOO(-) is involved, whereas it is an inhibitor in the nitrosation induced by the strong nitrosating agent N(2)O(3) or ONCl. To conclude, CO(2) serves as a "double-edged sword" in the nitrosation of amine. The findings will be helpful to expand our understanding of the pathophysiological and environmental significance of CO(2) and to develop efficient methods to prevent the formation of carcinogenic nitrosamines.
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