Chemical carcinogens in non-enzymatic cytosine deamination: 3-isocyanatoacrylonitrile

@article{Glaser2006ChemicalCI,
  title={Chemical carcinogens in non-enzymatic cytosine deamination: 3-isocyanatoacrylonitrile},
  author={Rainer Glaser and Hong Wu and Francisca von Saint Paul},
  journal={Journal of Molecular Modeling},
  year={2006},
  volume={12},
  pages={731 - 737}
}
AbstractUracil has long been known as the main product of nitrosative cytosine deamination in aqueous solution. Recent mechanistic studies of cytosinediazonium ion suggest that the cation formed by its dediazoniation can ring-open to N-protonated (Z,s-cis)-3-isocyanatoacrylonitrile 7. Stereochemical preferences are discussed of the 3-isocyanatoacrylonitriles (Z,s-cis)-10, (E,s-cis)-11, (Z,s-trans)-12, and (E,s-trans)-13. The electronic structures of 7 and 10–13 have been analyzed and a… 
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