Pinpointing double bonds in lipids by Paternò-Büchi reactions and mass spectrometry.

Abstract

The positions of double bonds in lipids play critical roles in their biochemical and biophysical properties. In this study, by coupling Paternò-Büchi (P-B) reaction with tandem mass spectrometry, we developed a novel method that can achieve confident, fast, and sensitive determination of double bond locations within various types of lipids. The P-B reaction is facilitated by UV irradiation of a nanoelectrospray plume entraining lipids and acetone. Tandem mass spectrometry of the on-line reaction products via collision activation leads to the rupture of oxetane rings and the formation of diagnostic ions specific to the double bond location.

• Authors: Xiaoxiao Ma, Yu Xia
• Journal: Angewandte Chemie (International ed. in English) (Angew Chem Int Ed Engl) Vol. 53 Issue 10 Pg. 2592-6 (Mar 03 2014) ISSN: 1521-3773 [Electronic] Germany
• PMID: 24500881 (Publication Type: Journal Article)
• Copyright: © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Chemical References

• Lipids
• Acetone

Topics

• Acetone (chemistry)
• Lipids (chemistry)
• Molecular Structure
• Tandem Mass Spectrometry
• Ultraviolet Rays