1,2,3-Tripalmitoyl-d31-rac-glycerol (Synonyms: Glycerol Trihexadecanoate-d31, Glycerol Tripalmitate-d31, Glyceryl Tripalmitate-d31, Trihexadecanoyl Glycerol-d31, Tripalmitin-d31, Tripalmitoylglycerol-d31)

1,2,3-Tripalmitoyl-d31-rac-glycerol is intended for use as an internal standard for the quantification of 1,2,3-tripalmitoyl-rac-glycerol by GC- or LC-MS. 1,2,3-Tripalmitoyl-rac-glycerol is a triacylglycerol that contains palmitic acid at the sn-1, sn-2, and sn-3 positions and has been found in palm oil.1 It inhibits glucose-stimulated insulin secretion and reduces viability of INS1 cells in a concentration-dependent manner.2 Myocardial levels of 1,2,3-tripalmitoyl-rac-glycerol are elevated by greater than 5-fold in a rat model of diabetes induced by streptozotocin .3 1,2,3-Tripalmitoyl-rac-glycerol has been used to form the lipid matrices of etoposide-incorporated nanoparticles.4 Formulations containing 1,2,3-tripalmitoyl-rac-glycerol have been used in cosmetic products as thickening and skin-conditioning agents.5

|1. LÍsa, M., and Hol•apek, M. Triacylglycerols profiling in plant oils important in food industry, dietetics and cosmetics using high-performance liquid chromatography-atmospheric pressure chemical ionization mass spectrometry. J. Chromatogr. A 1198-1199, 115-130 (2008).|2. Moffitt, J.H., Fielding, B.A., Evershed, R., et al. Adverse physicochemical properties of tripalmitin in beta cells lead to morphological changes and lipotoxicity in vitro. Diabetologia 48(9), 1819-1829 (2005).|3. Han, X., Abendschein, D.R., Kelley, J.G., et al. Diabetes-induced changes in specific lipid molecular species in rat myocardium. Biochem J. 352(Pt. 1), 79-89 (2000).|4. Reddy, L.H., Sharma, R.K., Chuttani, K., et al. Etoposide-incorporated tripalmitin nanoparticles with different surface charge: Formulation, characterization, radiolabeling, and biodistribution studies. AAPS J. 6(3), e23 (2004).|5. Johnson, W., Jr., and Panel, C.I.R.E. Final report on the safety assessment of trilaurin, triarachidin, tribehenin, tricaprin, tricaprylin, trierucin, triheptanoin, triheptylundecanoin, triisononanoin, triisopalmitin, triisostearin, trilinolein, trimyristin, trioctanoin, triolein, tripalmitin, tripalmitolein, triricinolein, tristearin, triundecanoin, glyceryl triacetyl hydroxystearate, glyceryl triacetyl ricinoleate, and glyceryl stearate diacetate. Int. J. Toxicol. 20(Suppl 4), 61-94 (2001).