1716-07-0

Basic information

• Product Name: 1,3-DIOLEOYL-2-PALMITOYL-GLYCEROL
• Synonyms: 1,3-DI[CIS-9-OCTADECENOYL]-2-HEXADECANOYLGLYCEROL;1,3-DIOLEOYL-2-PALMITOYL-GLYCEROL; 1,3-Dioleo-2-palmitin;(9Z)-9-Octadecenoic Acid 1,1[2-[(1-Oxohexadecyl)oxy]-1,3-propanediyl] Ester;2-Palmito-1,3-diolein;Glyceryl 1,3-dioleate 2-palmitate;Triglyceride OPO,sn
• CAS NO: 1716-07-0
• Molecular Formula: C₅₅H₁₀₂O₆
• Molecular Weight: 859.39
• Product Categories: Fatty Acid Derivatives & Lipids;Glycerols
• Mol File: 1716-07-0.mol
• Article Data: 9

Chemical Properties

• Melting Point: 19 °C
• Boiling Point: 802.2°C at 760 mmHg
• Flash Point: 298.4°C
• Appearance: /
• Density: 0.919g/cm³
• Vapor Pressure: 9.37E-26mmHg at 25°C
• Refractive Index: 1.473
• Storage Temp.: −20°C
• Solubility: Chloroform (Slightly), Ethanol (Slightly), Ethyl Acetate (Slightly), Methanol (S
• CAS DataBase Reference: 1,3-DIOLEOYL-2-PALMITOYL-GLYCEROL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-DIOLEOYL-2-PALMITOYL-GLYCEROL(1716-07-0)
• EPA Substance Registry System: 1,3-DIOLEOYL-2-PALMITOYL-GLYCEROL(1716-07-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1716-07-0(Hazardous Substances Data)

Usage

Chemical Properties

Clear Colourless Oil

Uses

1,3-DIOLEOYL-2-PALMITOYL-GLYCEROL is a triglyceride for use in making human milk replacements.

InChI:InChI=1/C55H102O6/c1-4-7-10-13-16-19-22-25-27-30-32-35-38-41-44-47-53(56)59-50-52(61-55(58)49-46-43-40-37-34-29-24-21-18-15-12-9-6-3)51-60-54(57)48-45-42-39-36-33-31-28-26-23-20-17-14-11-8-5-2/h25-28,52H,4-24,29-51H2,1-3H3/b27-25-,28-26-

Upstream product

• 2465-32-9 1,3-diolein 
• 57-10-3 1-hexadecylcarboxylic acid 
• 112-80-1 cis-Octadecenoic acid 
• 112-77-6 (Z)-9-octadecenoyl chloride 
• 144-55-8 sodium hydrogencarbonate 
• 112-67-4 n-hexadecanoyl chloride 
• 24472-44-4 2-oxopropane-1,3-diyl dioleate 
• 122-32-7 trioleoylglycerol 
• 555-44-2 glyceroltripalmitate 
• 14465-68-0 trilinolenin 
• 693-38-9 vinyl palmitate 
• 5431-33-4 (Z)-(oxiran-2-yl)methyl octadec-9-enoate 
• 623-65-4 palmitic anhydride 
• 23470-00-0 2-palmitoylglycerol 

Downstream Products

• 2190-24-1 1,3-di-O-oleoyl-2-O-palmitoylglycerol 

Relevant articles and documents

Synthesis of 1,3-olein-2-palmitin (OPO)

The present invention concerns a highly selective process for the preparation of an ingredient comprising 1,3-Olein-2-palmitin (OPO), a triglyceride present in human breast milk. The present invention also relates to 1,3-Olein-2-palmitin (OPO) ingredient

Characterization of lipases and esterases from metagenomes for lipid modification

Three hundred and fifty novel lipases and esterases discovered from environmental DNA samples were characterized for their fatty acid profile using GC-analysis. Enzymes were selected for further study based on activity and fatty acid chain length specificity. Additional characterization was based on enzyme activity towards tributyrin and 4-methylumbelliferyl butyrate, and enzyme heat stability. Several lipases were identified, which show high specificity towards short-chain fatty acids similar to pregastric lipases from kid and calf and a lipase from Mucor javanicus. Additionally, the metagenome-derived enzymes were thermostable. Selected metagenomic lipases were immobilized on Celite and used for the synthesis of structured triglycerides.

Synthesis of the structured lipid 1,3-dioleoyl-2-palmitoylglycerol from palm oil

Human milk fat contains 20-25% palmitic acid (16:0) and 30-35% oleic acid (18:1). More than 60% of the palmitic acid occurs at the sn-2 position of the glycerol backbone. Palm oil is a rich source of both palmitic and oleic acids. The structured lipid 1,3-dioleoyl-2-palmitoylglycerol (OPO) is an important ingredient in infant formula. OPO was synthesized from palm oil by a three-step method. In the first step, low-temperature fractionation was applied to palm oil FA, yielding a palmitic acid-rich fraction (87.8%) and an oleic acid-rich fraction (96%). The palmitic acid content was further increased to 98.3% by transforming palmitic acid into ethyl palmitate. In the second step, esterificalion of ethyl palmitate and glycerol catalyzed by lipase Novozym 435 under vacuum (40 mm Hg) was employed for the synthesis of tripalmitin. Finally, OPO was obtained by the reaction of tripalmitin with oleic acid catalyzed by Lipase IM 60. In this final step, the TAG content in the product acylglycerol mixture was 97%, and 66.1 % oleic acid was incorporated into TAG. Analysis of the FA composition at the sn-2 position of TAG showed 90.7 mol% of palmitic acid and 9.3 mol% of oleic acid. OPO content in the product TAG was ca. 74 mol%. Thus, an efficient method was developed for the synthesis of OPO from palm oil.