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Peroxynitrite-induced oxidation and nitration products of guanine and 8-oxoguanine: structures and mechanisms of product formation.

Niles JC, Wishnok JS, Tannenbaum SR.  2006.  Peroxynitrite-induced oxidation and nitration products of guanine and 8-oxoguanine: structures and mechanisms of product formation. Nitric Oxide. 14(2):109-21. Google Scholar PubMed

Urea lesion formation in DNA as a consequence of 7,8-dihydro-8-oxoguanine oxidation and hydrolysis provides a potent source of point mutations.

Henderson PT, Neeley WL, Delaney JC, Gu F, Niles JC, Hah SSoo, Tannenbaum SR, Essigmann JM.  2005.  Urea lesion formation in DNA as a consequence of 7,8-dihydro-8-oxoguanine oxidation and hydrolysis provides a potent source of point mutations. Chem Res Toxicol. 18(1):12-8. Google Scholar PubMed

Spiroiminodihydantoin and guanidinohydantoin are the dominant products of 8-oxoguanosine oxidation at low fluxes of peroxynitrite: mechanistic studies with 18O.

Niles JC, Wishnok JS, Tannenbaum SR.  2004.  Spiroiminodihydantoin and guanidinohydantoin are the dominant products of 8-oxoguanosine oxidation at low fluxes of peroxynitrite: mechanistic studies with 18O. Chem Res Toxicol. 17(11):1510-9. Google Scholar PubMed

Spirodihydantoin is a minor product of 5-hydroxyisourate in urate oxidation.

Yu H, Niles JC, Wishnok JS, Tannenbaum SR.  2004.  Spirodihydantoin is a minor product of 5-hydroxyisourate in urate oxidation. Org Lett. 6(19):3417-20. Google Scholar PubMed

A novel nitroimidazole compound formed during the reaction of peroxynitrite with 2′,3′,5′-tri-O-acetyl-guanosine.

Niles JC, Wishnok JS, Tannenbaum SR.  2001.  A novel nitroimidazole compound formed during the reaction of peroxynitrite with 2′,3′,5′-tri-O-acetyl-guanosine. J Am Chem Soc. 123(49):12147-51. Google Scholar PubMed

Spiroiminodihydantoin is the major product of the 8-oxo-7,8-dihydroguanosine reaction with peroxynitrite in the presence of thiols and guanosine photooxidation by methylene blue.

Niles JC, Wishnok JS, Tannenbaum SR.  2001.  Spiroiminodihydantoin is the major product of the 8-oxo-7,8-dihydroguanosine reaction with peroxynitrite in the presence of thiols and guanosine photooxidation by methylene blue. Org Lett. 3(7):963-6. Google Scholar PubMed

The chemistry of DNA damage from nitric oxide and peroxynitrite.

Burney S, Caulfield JL, Niles JC, Wishnok JS, Tannenbaum SR.  1999.  The chemistry of DNA damage from nitric oxide and peroxynitrite. Mutat Res. 424(1-2):37-49. Google Scholar PubMed