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Structural characterization of new defective molecules in poly(amidoamide) dendrimers by combining mass spectrometry and nuclear magnetic resonance.
- Source :
-
Analytica Chimica Acta . Jan2015, Vol. 853, p451-459. 9p. - Publication Year :
- 2015
-
Abstract
- A new side-reaction occurring during divergent synthesis of PAMAM dendrimers (generations G 0 –G 2 ) was revealed by mass spectrometric detection of defective molecules with a net gain of a single carbon atom as compared to expected compounds. Combining MS/MS experiments performed on different electrosprayed precursor ions (protonated molecules and lithiated adducts) with NMR analyses allowed the origin of these by-products to be elucidated. Modification of one ethylenediamine end-group of perfect dendrimers into a cyclic imidazolidine moiety was induced by formaldehyde present at trace level in the methanol solvent used as the synthesis medium. Dendrimers studied here were purposely constructed from a triethanolamine core to make them more flexible, as compared to NH 3 - or ethylenediamine-core PAMAM, and hence improve their interaction with DNA. Occurrence of this side-reaction would be favored by the particular flexibility of the dendrimer branches. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00032670
- Volume :
- 853
- Database :
- Academic Search Index
- Journal :
- Analytica Chimica Acta
- Publication Type :
- Academic Journal
- Accession number :
- 99789560
- Full Text :
- https://doi.org/10.1016/j.aca.2014.10.048