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Triacylglycerol estolides, a new class of mammalian lipids, in the paracloacal gland of the brushtail possum (Trichosurus vulpecula)
journal contribution
posted on 2023-05-18, 09:32 authored by Stuart McLeanStuart McLean, Noel DaviesNoel Davies, David NicholsDavid Nichols, McLeod, BJThe paracloacal glands are the most prevalent scent glands in marsupials, and previous investigation of their secretions in the brushtail possum (Trichosurus vulpecula) has identified many odorous compounds together with large amounts of neutral lipids. We have examined the lipids by LC–MS, generating ammonium adducts of acylglycerols by electrospray ionisation. Chromatograms showed a complex mixture of coeluting acylglycerols, with m/z from about 404 to 1048. Plots of single [M + NH4]+ ions showed three groups of lipids clearly separated by retention time. MS–MS enabled triacylglycerols and diacylglycerol ethers to be identified from neutral losses and formation of diacylglycerols and other product ions. The earliest-eluting lipids were found to be triacylglycerol estolides, in which a fourth fatty acid forms an ester link with a hydroxy fatty acid attached to the glycerol chain. This is the first report of triacylglycerol estolides in animals. They form a complex mixture with the triacylglycerols and diacylglycerol ethers of lipids with short- and long-chain fatty acids with varying degrees of unsaturation. This complexity suggests a functional role, possibly in social communication.
History
Publication title
LipidsVolume
50Issue
6Pagination
591-604ISSN
0024-4201Department/School
School of Pharmacy and PharmacologyPublisher
Amer Oil Chemists Soc A O C S PressPlace of publication
1608 Broadmoor Drive, Champaign, USA, Il, 61821-0489Rights statement
Copyright 2015 AOCSRepository Status
- Restricted