1,2,3-Trioleoyl Glycerol-d5

1,2,3-Trioleoyl glycerol-d₅ is intended for use as an internal standard for the quantification of 1,2,3-trioleoyl glycerol by GC- or LC-MS. 1,2,3-Trioleoyl glycerol is a triacylglycerol that contains oleic acid at the sn-1, sn-2, and sn-3 positions. It inhibits oxidized LDL-induced decreases in cell viability and superoxide dismutase (SOD) and glutathione peroxidase (GPX) activities and increases in apoptosis in endothelial cells when used at a concentration of 10 μM.¹ 1,2,3-Trioleoyl glycerol has been found in sunflower, corn, and extra virgin olive oils.^2,3 It has been used as a standard for the quantification of triacylglycerols in extra virgin olive oil by high-temperature gas chromatography-(ionic trap)mass spectrometry (HTGC-(IT)MS).³ 1,2,3-Trioleoyl glycerol is a major component of Lorenzo's oil.⁴

References:
[1]. Luo, T., Deng, Z.Y., Li, X.P., et al.Triolein and trilinolein ameliorate oxidized low-density lipoprotein-induced oxidative stress in endothelial cellsLipids49(5)495-504(2014).
[2]. Gao, B., Luo, Y., Lu, W., et al.Triacylglycerol compositions of sunflower, corn and soybean oils examined with supercritical CO2 ultra-performance convergence chromatography combined with quadrupole time-of-flight mass spectrometryFood Chem.218569-574(2017).
[3]. Ruiz-Samblás, C., Rodríguez-Cuadros, L., González-Casado, A., et al.A straightforward quantification of triacylglycerols (and fatty acids) in monovarietal extra virgin olive oils by high-temperature GCAnal. Methods4(3)753-758(2012).
[4]. Moser, H.W., Moser, A.B., Hollandsworth, K., et al."Lorenzo's oil" therapy for X-linked adrenoleukodystrophy: Rationale and current assessment of efficacyJ. Mol. Neurosci.33(1)105-113(2007).