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High‐energy collision‐induced dissociation tandem mass spectrometry of regioisomeric lactose palmitic acid monoesters using matrix‐assisted laser desorption/ionization
Author(s) -
Narouz Mina R.,
Soliman Sameh E.,
Fridgen Travis D.,
Nashed Mina A.,
Banoub Joseph H.
Publication year - 2013
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.6770
Subject(s) - chemistry , tandem mass spectrometry , mass spectrometry , structural isomer , collision induced dissociation , analytical chemistry (journal) , fragmentation (computing) , dissociation (chemistry) , chromatography , stereochemistry , organic chemistry , computer science , operating system
RATIONALE Structural characterization and differentiation of three newly synthesized lactose monopalmitate regioisomers at positions O‐3, O‐3' and O‐6' were realized by single‐stage matrix‐assisted laser desorption/ionization time‐of‐flight/time‐of‐flight mass spectrometry (MALDI‐TOF/TOF‐MS) in the positive ion mode and by high‐energy collision‐induced dissociation tandem mass spectrometry (CID‐MS/MS). METHODS A MALDI‐TOF/TOF analyzer was utilized for the analysis of these isobaric lactose monopalmitate regioisomers. The CID‐MS/MS spectra were acquired using high‐energy cid with a 2 kV potential difference between the source acceleration voltage and the collision cell. RESULTS High‐energy (CID) tandem mass spectrometry (MS/MS ) analyses of the sodiated molecules, [M + Na] + , showed distinguishing cross‐ring product ions and characteristic fingerprint product ions, which allowed the straight‐forward mass spectrometric characterization of these different regiosiomers. CONCLUSIONS This investigation allowed us to unravel the novel fragmentation behavior of the sodiated regioisoimer molecules obtained from the mono‐substituted D‐lactose fatty acid esters using high‐energy CID‐TOF/TOF‐MS/MS analyses. The high‐energy CID of the [M + Na] + ions from the isobaric lactose monopalmitate regioiosmers promoted the formation of characteristic 0,2 A 2 cross‐ring cleavage product ions. Copyright © 2013 John Wiley & Sons, Ltd.