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Characterization by electrospray tandem mass spectrometry of a novel series of synthetic difuranic diamine dihydrochlorides containing the bis(5‐aminomethyl‐2‐furyl) unit
Author(s) -
Gentil Emmanuel,
Lesimple Alain,
Bigot Yves Le,
Delmas Michel,
Banoub Joseph
Publication year - 1994
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.1290081103
Subject(s) - chemistry , diamine , tandem mass spectrometry , electrospray , mass spectrometry , fragmentation (computing) , molecule , protonation , ion , analytical chemistry (journal) , chromatography , organic chemistry , computer science , operating system
Abstract Electrospray mass spectrometry has aided the structural characterization and differentiation of a novel series of synthetic difuranic diamine hydrochlorides. As expected, these compounds generally afforded the protonated molecules minus two molecules of HCI to yield the abundant [M + H − 2HCI] + pseudomolecular ions, which are equivalent to the [M + H] + ions obtained from the corresponding free difuranic diamine compounds. Possible fragmentation routes were first obtained by controlled collisionally activated dissociation (CAD) initiated by cone‐voltage fragmentation. Low‐energy CAD tandem mass spectrometric analyses of the [M + H − 2HCI] + ions confirmed the characteristic fingerprint patterns obtained by cone‐voltage fragmentation for all the difuranic diamine compounds investigated. MS/MS product‐ion spectra of selected intermediate fragments provided additional structural data and confirmed the fragmentation routes of their precursor ions. Electrospray mass spectrometry has been proven to be a specific and very sensitive method for detection and characterization of these novel difuranic diamine hydrochlorides.