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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, BJ
The 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

Lipids

Volume

50

Issue

6

Pagination

591-604

ISSN

0024-4201

Department/School

School of Pharmacy and Pharmacology

Publisher

Amer Oil Chemists Soc A O C S Press

Place of publication

1608 Broadmoor Drive, Champaign, USA, Il, 61821-0489

Rights statement

Copyright 2015 AOCS

Repository Status

  • Restricted

Socio-economic Objectives

Expanding knowledge in the biological sciences

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