Description
Tripalmitin, also known as Palmitin or 1,2,3-Tripalmitoyl glycerol, comes from the fatty acid palmitic acid and is a triacylglycerol that contains palmitic acid at the sn-1, sn-2, and sn-3 positions and has been found in palm oil. It inhibits glucose-stimulated insulin secretion and reduces viability of INS1 cells in a concentration-dependent manner. Myocardial levels of 1,2,3-tripalmitoyl glycerol are elevated by greater than 5-fold in a rat model of diabetes induced by streptozotocin . 1,2,3-Tripalmitoyl glycerol has been used to form the lipid matrices of etoposide-incorporated nanoparticles. Formulations containing 1,2,3-tripalmitoyl glycerol have been used in cosmetic products as thickening and skin-conditioning agents.
Chemical Properties
White, crystalline powder. Soluble in ether and chloroform;
insoluble in water. Combustible.
Uses
Soap, leather dressing.
Uses
Tripalmitin is a triglyceride derived from Palmitic Acid (P144500), a common fatty acid found in plants and animals. Tripalmitin is used in the preparation of solid lipid particles for oral delivery of drugs.
Uses
Glyceryl tripalmitate has been used as a reference standard
-
for the generation of calibration curve generation for the quantification of lipids from Azospirillum brasilense
-
for the quantification of silk worm embryos and extraembryonic yolk lipids using thin layer chromatography
-
for the quantification of triacylglycerol in Neochloris minuta microalgal cells
Definition
ChEBI: Tripalmitin is a triglyceride obtained by formal acylation of the three hydroxy groups of glycerol by palmitic (hexadecanoic) acid. It is functionally related to a hexadecanoic acid.
Biochem/physiol Actions
Glyceryl tripalmitate is a carrier molecule for effective drug delivery and is used solid lipid nanoparticle formulations.
Purification Methods
Crystallise it from acetone, diethyl ether or EtOH. It exists in an -form (m 56.0o), a ’-form (m 63.5o) and a -form (m 65.5o). [Beilstein 2 H 373, 2 I 167, 2 II 340, 2 III 971.]
References
[1] MIROSLAV LíSA Michal H. Triacylglycerols profiling in plant oils important in food industry, dietetics and cosmetics using high-performance liquid chromatography-atmospheric pressure chemical ionization mass spectrometry.[J]. Journal of Chromatography A, 2008, 1198-1199: 115-130. DOI:
10.1016/j.chroma.2008.05.037[2] J H MOFFITT. Adverse physicochemical properties of tripalmitin in beta cells lead to morphological changes and lipotoxicity in vitro.[J]. Diabetologia, 2005: 1819-1829. DOI:
10.1007/s00125-005-1861-9[3] LAKKIREDDY HARIVARDHAN REDDY. Etoposide-incorporated tripalmitin nanoparticles with different surface charge: formulation, characterization, radiolabeling, and biodistribution studies.[J]. AAPS Journal, 2004, 6 3: e23. DOI:
10.1208/aapsj060323
