All solvents of analytical grade were purchased from Sigma-Aldrich (Steinheim, Germany). Standards of the triacylglycerols 1,2-linoleoyl-3-oleoyl-sn-glycerol (OLL), 1,3-palmitoyl-2-oleoyl-sn-glycerol (POP), 1,3-palmitoyl-2-linoleoyl-sn-glycerol (PLP), trinonadecanoyl-glycerol (NNN), at over 99% purity, were obtained from Sigma-Aldrich (St. Louis, MO, USA). Trioleoyl-glycerol (OOO), 1,2-oleoyl-3-sn-palmitoyl-glycerol (OOP), 1,2-palmitoyl-3-linolein-sn-glycerol (PPL), 1,3-oleoyl-2-palmitoyl-sn-glycerol (OPO), 1,2-palmitoyl-3-stearoyl-sn-glycerol (PPS), 1,2-oleoyl-3-stearoyl-sn-glycerol (OOS), 1,2-stearoyl-3-oleoyl-sn-glycerol (SSO), 1-palmitoyl-2-stearoyl-3-oleoyl-sn-glycerol (PSO), 1,2-oleoyl-3-linoleoyl-sn-glycerol (OOL), 1,2-linoleoyl-3-oleoyl-sn-glycerol (LLO), 1,2-oleoyl-3-linolenoyl-sn-glycerol (OOLn), 1,3-linoleoyl-2-oleoyl-sn-glycerol (LOL), tristearoyl-glycerol (SSS), tripalmitoyl-glycerol (PPP), and 1,2-linoleoyl-3-steareroyl-sn-glycerol (LLS), at over 99% purity, were purchased from Larodan (Solna, Sweden). Refined olive pomace oil produced by Primadonna (Poland) and refined rapeseed oil produced by ZT Kruszwica (Warsaw, Poland) were purchased from a supermarket in Poland.
Trioleoyl glycerol
Manufactured by Larodan
Trioleoyl-glycerol is a type of triglyceride, a class of lipids commonly found in fats and oils. It is the triester of glycerol and three oleic acid molecules. Trioleoyl-glycerol is a colorless, odorless, and viscous liquid at room temperature.
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2 protocols using trioleoyl glycerol
1
Quantitative Analysis of Triacylglycerols
2
Synthesis and Characterization of Ricinoleic Lipids
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Nonradioactive fatty acids, BSA (essentially fatty acid free), G3P, phospholipase C (from Clostridium perfringens), TAG lipase (from R.miehei), phospholipase A2 (from Naja mossambica), ricinoleic acid, sn-1,2-di-18:1-DAG, CoA, sn-1-18:1-LPC, and glycerophosphocholine (GPC) were obtained from Sigma Aldrich (St. Louis, MO, USA). [14C]18:1 and [14C]G3P were purchased from Perkin Elmer, [14C]ricinoleic acids were obtained from American Radiolabeled Chemicals and tri-oleoylglycerol was purchased from Larodan (Stockholm). Acyl-CoA was synthesized in a modification of the method of Sanchez et al. (1973) (link). Sn-1,2-sn-2,3-rac-DAG with one or two ricinoleoyl groups were obtained from 2-OH-TAG from castor bean (R.communis) oil by treatment with TAG lipase and separation of resulting products TLC plates in heptane:diethyl ether:acetic acid (20:50:0.5 by vol.). Ricinoleoyl-LPC was synthesized enzymatically by acylation of GPC with ricinoleoyl-CoA in microsomes of yeast (S.cerevisiae) mutated in ALE1 (lysophospholipid acyltransferase, YOR175C) and overexpressing the GPC1 (YGR149W) gene (yeast GPC acyltransferase, GPCAT) (Glab et al., 2016 (link)). The lipids were extracted into chloroform and LPC separated from other lipids on TLC in chloroform:methanol:acetic acid:water (85:15:10:3.5 by vol.).
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