Location of carbon-carbon double bonds in unsaturated lipids using microdroplet mass spectrometry
Document Type
Article
Publication Date
4-21-2021
Abstract
An aqueous solution containing unsaturated fatty acids (100 μM) or lipids (50 μg mL-1) and chloroauric acid (HAuCl4, 10 μM) is electrosprayed (-4.5 kV for unsaturated fatty acids and +4.0 kV for lipids) from a 50 μm diameter capillary with N2 nebulizing gas (60 psi), and the resulting microdroplets enter a mass spectrometer with a flight distance of 10 mm for chemical analysis. The HAuCl4 oxidizes the CC double bond to cause the formation of an aldehyde group or a hydroxyl group on one side and a carboxyl group on the other (i.e., CHO-R-COOH or HO-R-COOH), allowing the location of the double bond to be identified. This approach was successfully applied to four unsaturated fatty acids [linoleic acid (LA), ricinoleic acid (RA), isooleic acid (IA), and nervonic acid (NA)] and two phospholipids [1,2-dioleoyl-sn-glycero-3-phosphocholine (DOPC) and L-α-lysophosphatidylcholine (lysoPC)]. A mechanism for this transformation is proposed, which involves epoxidation of the double bond, followed by the formation of the final products. This method has the advantages of being simple and rapid, and requiring a small amount of analyte.
Identifier
85104938242 (Scopus)
Publication Title
Analyst
External Full Text Location
https://doi.org/10.1039/d0an02396e
e-ISSN
13645528
ISSN
00032654
PubMed ID
33899059
First Page
2550
Last Page
2558
Issue
8
Volume
146
Grant
IDH1615113
Fund Ref
National Natural Science Foundation of China
Recommended Citation
Luo, Kai; Chen, Hao; and Zare, Richard N., "Location of carbon-carbon double bonds in unsaturated lipids using microdroplet mass spectrometry" (2021). Faculty Publications. 4169.
https://digitalcommons.njit.edu/fac_pubs/4169