title: Derivatization and mass spectrometric behaviour of catecholamines and their 3-O-methylated metabolites.
abstract: A method has been developed for the derivatization of both catecholamines (dopamine, noradrenaline and adrenaline) and their 3-O-methylated metabolites (3-methoxytyramine, normetanephrine and metanephrine) in a single run. The compounds were first incubated with methanolic hydrochloric acid to methylate those compounds that contain a benzylic hydroxyl group and were subsequently converted into their pentafluoropropionyl derivatives. The derivatives thus prepared, showed good gas chromatographic and electron-impact mass spectrometric properties and can be analysed in a single gas chromatographic run. The effect of the derivatization on exchange reactions in the aromatic ring was investigated because standard compounds with deuterium label in that part of the molecule are often used in isotope dilution measurements. The exchange of deuterium for hydrogen in the aromatic ring under derivatization conditions was found to be limited.
mesh_terms: D002395:Catecholamines / Q000032:analysis*; D055598:Chemical Phenomena; D002621:Chemistry; D004298:Dopamine / Q000031:analogs & derivatives / Q000032:analysis; D004355:Drug Stability; D008401:Gas Chromatography-Mass Spectrometry / Q000379:methods; D013058:Mass Spectrometry / Q000379:methods; D008676:Metanephrine / Q000032:analysis; D008745:Methylation; D009647:Normetanephrine / Q000032:analysis
chemical_list: D002395:Catecholamines; D009647:Normetanephrine; D008676:Metanephrine; C001746:3-methoxytyramine; D004298:Dopamine