Nitrosative cytosine deamination. An exploration of the chemistry emanating from deamination with pyrimidine ring-opening.

@article{Rayat2005NitrosativeCD,
  title={Nitrosative cytosine deamination. An exploration of the chemistry emanating from deamination with pyrimidine ring-opening.},
  author={Sundeep Rayat and Ming Qian and Rainer Glaser},
  journal={Chemical research in toxicology},
  year={2005},
  volume={18 8},
  pages={
          1211-8
        }
}
A discussion of nitrosative deamination of cytosine 1 is presented that argues for the formation of 6 by diazotization of 1 to cytosinediazonium ion 2 and its electrostatic complex 3, dediazoniation to 4 <--> 5, and amide-bond cleavage to 6. The reaction channels available to 6 include hydrolytic deglycation to 3-isocyanatoacrylonitrile 7, water addition to carbamic acid 9 with the possibility for re-closure to uracil 13, water addition to carbamic acid 9, and decarboxylation to 3… 

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