Sigma-Aldrich™ 1,3-Dipalmitoyl-2-oleoylglycerol (≥99%)

1,3-Dipalmitoyl-2-oleoylglycerol, also referred to as 1,3-Dihexadecanoyl-2-(cis-9-octadecenoyl)glycerol or TG(16:0/18:1/16:0), is a high-purity, synthetic triacylglycerol belonging to the class of neutral glycerides. It consists of palmitic acid (C16:0) esterified at the sn-1 and sn-3 positions and oleic acid (C18:1, cis-9) at the sn-2 position of the glycerol backbone.

This triglyceride is structurally representative of POP-type lipids found in cocoa butter, palm oil fractions, and vegetable fats, making it a critical reference compound in lipidomics, food chemistry, oxidative stability studies, and lipid metabolism research.

Intended Use

• For research use only (RUO)
• Not for diagnostic, therapeutic, or human use
• Intended for:
  • Lipidomics and analytical chemistry
  • Food science and frying stability studies
  • Triglyceride structure–function research
  • Oxidative lipid degradation analysis
  • Metabolic and nutritional lipid research

Chemical & Physical Properties

Structure Information

• SMILES:
  CCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCC\C=C/CCCCCCCC
• InChI Key: FDCOHGHEADZEGF-QPLCGJKRSA-N

This molecular arrangement results in a palmitic-rich triglyceride with intermediate melting behavior, bridging characteristics between stearic-rich cocoa butter lipids and oleic-rich dairy triglycerides.

Scientific & Functional Relevance

Lipid Oxidation & Food Science

• Widely used in oxidative lipidomics to study:
  • Triglyceride degradation pathways
  • Non-volatile oxidation products under frying conditions
• Relevant for vegetable oil and frying fat stability research

Metabolic & Nutritional Research

• Used in studies examining how fatty acid positioning on triglycerides influences:
  • Fat absorption
  • Lipid metabolism
  • Fat deposition efficiency

Analytical Chemistry

• Serves as a reference standard in:
  • LC-MS / GC-MS triglyceride profiling
  • HPLC lipid separation
  • Method validation for complex lipid matrices

Applications

• Lipidomics and metabolomics
• Oxidative stability testing of fats and oils
• Food chemistry and frying simulation studies
• Cocoa butter and palm oil triglyceride research
• Nutritional lipid metabolism studies
• Triglyceride identification and quantification

Packaging & Available Sizes

Storage & Shipping

• Shipping: Ambient
• Recommended Storage: −20 °C
• Protect from light, moisture, and repeated freeze–thaw cycles

Regulatory & Classification

• NACRES: NA.25
• UNSPSC: 12352211
• Category: Biochemicals → Chemistry & Biochemicals

Key Advantages

• ≥99% assay purity
• Pharmaceutical- and research-grade consistency
• Ideal POP-type triglyceride reference
• Excellent reproducibility for analytical studies
• Widely cited in lipidomics and food science literature

Sigma-Aldrich™ 1,3-Dipalmitoyl-2-oleoylglycerol (≥99%) is a high-purity, well-defined triglyceride standard essential for advanced lipid research, food chemistry, and oxidative stability studies. Its structural relevance to cocoa butter and vegetable fats makes it a gold-standard compound for analytical validation, metabolic research, and triglyceride behavior investigations.