Gas-phase fragmentation of half- and first-generation polyamidoamine dendrimers by electrospray mass spectrometry using a quadrupole ion trap

Rapid Communications in Mass Spectrometry : RCM
Thomas J-C VincentCatherine Lange

Abstract

Polyamidoamine (PAMAM) dendrimers are nanopolymers that can bind with biomolecules such as DNA, drugs or proteins. In order to study these complexes, we first fragmented half- and first-generation PAMAM, G0.5 and G1, respectively, using a quadrupole ion trap (QIT) equipped with an electrospray ionisation source. For both G0.5 and G1 we observed a series of impurities that only can stem from synthesis defects and that are principally due to missing branches and intramolecular cyclisations. Fragmentations of G1 showed regularity in the product ions. These ions result from the loss of 60 Da, obtained by an intramolecular cyclisation, and from the loss of 114 Da, obtained by a four-centred hydrogen transfer or a retro-Michael reaction. The fragmentations stemmed either from competitive or from consecutive reactions, even though resonant fragmentation QIT was used. It is shown that the principal fragmentation reaction is a retro-Michael rearrangement for both G1 and G0.5. In addition, by fragmenting totally deuterated [G1-d28]Na+ we were able to establish fragmentation pathways.

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Citations

Dec 25, 2012·Journal of the American Society for Mass Spectrometry·Florian MaireCatherine M Lange
Dec 17, 2014·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Emma-Dune LericheCorinne Loutelier-Bourhis
Apr 25, 2008·Rapid Communications in Mass Spectrometry : RCM·Marie Hubert-RouxCatherine M Lange
Jul 1, 2017·The American Journal of Chinese Medicine·Dae-Seung KimSeung-Heon Hong
May 25, 2010·Analytical Chemistry·Steffen M Weidner, Sarah Trimpin

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