Guanine Oxidation: NMR Characterization of a Dehydro-guanidinohydantoin Residue Generated by a 2e-oxidation of d(GpT)

• DOI: 10.1021/ja003945p
• Publication Date: 2002-07-26T06:08:28Z
• Authors: Arkadiusz Chworos; Yannick Coppel; Igor Dubey; Geneviève Pratviel; Bernard Meunier
• Keywords: Spectrometry, Mass, Electrospray Ionization; Guanine; Magnetic Resonance Spectroscopy; Molecular Structure; Spectrophotometry, Ultraviolet; DNA; Oxidation-Reduction; 01 natural sciences; Dinucleoside Phosphates; 0104 chemical sciences

The Mn-TMPyP/KHSO(5) system was used to oxidize guanine contained within a dinucleoside monophosphate d(GpT). To identify the guanine oxidation product having a mass with 4 amu above the mass of guanine itself, this relatively unstable compound was reduced to a more stable one. The ESI/MS and NMR data allowed us to propose a dehydro-guanidinohydantoin structure for the (G+4) guanine oxidation product.