Croatica Chemica Acta, Vol. 92 No. 3, 2019.
Original scientific paper
https://doi.org/10.5562/cca3506
Characterization of Ceramides with Phytosphingosine Backbone by Hydrogen-deuterium Exchange Mass Spectrometry
Irena Dapic
; International Centre for Cancer Vaccine Science, University of Gdansk, Gdansk, Poland
Lidija Brkljacic
; Laboratory for Biomimetic Chemistry, Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Zagreb, Croatia
Ivone Jakasa
; Laboratory for Analytical Chemistry, Department for Chemistry and Biochemistry, Faculty of Food Technology and Biotechnology, University of Zagreb, Zagreb, Croatia
Renata Kobetic
; Laboratory for Biomolecular Interactions and Spectroscopy, Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Zagreb, Croatia
Abstract
Ceramides are a lipid subclass of the sphingolipids that show large structural diversity. Structural characterization of the ceramides (CERs) can lead to better understanding of their role and function in the biological system. Here we investigated representatives of NP (CER III, CER IIIB) and AP ceramide classes (CER VI) that contain phytosphingosine (P) backbone. Ceramides were characterized in positive ionization mode by hydrogen-deuterium exchange mass spectrometry (HDX-MS). Fragmentation in positive ionization mode of the CER III and CER VI resulted in abundant ions assigned to phytosphingosine moiety at m/z 282, 300 and 318. HDX-MS of fragments showed increase in m/z of corresponding ions confirming the exchange of deuterium. In negative ionisation spectra multiple fragment ions were assigned to fatty acyl (RCOO–) moiety. Presence of RCOO– allowed unambiguous identification of CER III and CER IIIB which were distinguished by the presence of double bond on fatty acyl chain.
This work is licensed under a Creative Commons Attribution 4.0 International License.
Keywords
Ceramide; sphingolipid; ESI-MS; tandem mass spectrometry; H-D exchange
Hrčak ID:
226698
URI
Publication date:
29.7.2019.
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