Studies on Electrochemical Oxidation Mechanisms of Polyamides Containing N-Methylpyrrole and N-Methylimidazole by Electrospray Ionization Tandem Mass Spectrometry

Abstract

Electrochemical oxidization mechanism of polyamides containing N-methylpyrrole and N-methylimidazole was investigated by electrospray ionization tandem mass spectrometry (ESI-MS(n)). The spectra of the oxidization products unambiguously revealed that one or two oxygen atoms are added to the polyamide after the bulk electrolysis. It was found that electrochemical oxidation preferably takes place on the imidazole ring of the polyamide with both imidazole and pyrrole to produce a carbonyl group on the rings. ESI tandem mass spectrometry has proven to be an excellent method for the structural identification of electrochemical oxidation products of DNA-recognizing polyamides.

Determination of pyrrole–imidazole polyamide in rat plasma by liquid chromatography–tandem mass spectrometry

“…In pharmacokinetic study, to investigate the pharmacokinetic characteristic for many hours, more sensitive methods like liquid chromatography-tandem mass spectrometry (LC-MS/MS) are required. Short and small polyamides of structure similar to that of Py-Im polyamide with N-methylpyrrole and N-methylimidazole were analyzed by LC-MS/MS [7][8][9]. However, in these analyses, the fragmentation of polyamide was mainly reported.…”