Dipalmitoylphosphatidylglycerol

Base Information

• Chemical Name: Dipalmitoylphosphatidylglycerol
• CAS No.: 4537-77-3
• Molecular Formula: C₃₈H₇₅O₁₀P
• Molecular Weight: 722.981
• UNII: VA9U6BR3SB
• DSSTox Substance ID: DTXSID70963375
• Wikidata: Q27888734
• Metabolomics Workbench ID: 146654
• ChEMBL ID: CHEMBL2286758
• Mol file: 4537-77-3.mol

Synonyms:1,2-dipalmitoyl-sn-glycero-3-phosphoglycerol;1,2-dipalmitoylphosphatidylglycerol;dipalmitoylphosphatidylglycerol;DPPG

Chemical Property of Dipalmitoylphosphatidylglycerol

Chemical Property:

• Vapor Pressure: 8.82E-27mmHg at 25°C
• Boiling Point: 761.7°Cat760mmHg
• Flash Point: 414.4°C
• PSA: 158.63000
• Density: 1.043g/cm³
• LogP: 9.89080
• XLogP3: 12.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 40
• Exact Mass: 722.50978558
• Heavy Atom Count: 49
• Complexity: 797

Purity/Quality:

99%min ^*data from raw suppliers

1,2-Dipalmitoyl-rac-glycero-3-PG MaxSpec? Standard ≥95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(CO)O)OC(=O)CCCCCCCCCCCCCCC
• Description: 1,2-Dipalmitoyl-rac-glycero-3-PG (1,2-DPPG) is a phosphoglycerol that contains palmitic acid at the sn-1 and sn-2 positions. It has been used as a component of monolayers to study the membrane insertion ability of melittin or apocytochrome c. 1,2-DPPG MaxSpec? standard is a quantitative grade standard of 1,2-DPPG (ammonium salt) that has been prepared specifically for mass spectrometry and related applications where quantitative reproducibility is required. The solution has been prepared gravimetrically and is supplied in a deactivated glass ampule sealed under argon. The concentration was verified by comparison to an independently prepared calibration standard. This 1,2-DPPG MaxSpec? standard is guaranteed to meet identity, purity, stability, and concentration specifications and is provided with a batch-specific certificate of analysis. Ongoing stability testing is performed to ensure the concentration remains accurate throughout the shelf life of the product. Note: The amount of solution added to the vial is in excess of the listed amount. Therefore, it is necessary to accurately measure volumes for preparation of calibration standards. Follow recommended storage and handling conditions to maintain product quality.

Technology Process of Dipalmitoylphosphatidylglycerol

There total 5 articles about Dipalmitoylphosphatidylglycerol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

1-(1,2-dipalmitoyl-sn-glycero-3-phospho)-2-O-benzyl-rac-glycerol (91859-07-3,91859-09-5) → dipalmitoylphosphatidylglycerol (4537-77-3)

Guidance literature:

With hydrogen; palladium; In hexane; for 24h;

Reference yield:

1,2-Dipalmitoylphosphatidic acid (19698-29-4) → dipalmitoylphosphatidylglycerol (4537-77-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 48 percent / 2,4,6-triisopropylbenzenesulfonyl chloride, pyridine / 1) 70 deg C, 1 min. 2) 20 deg C, 48 h

2: 85 percent / H₂ / Pd black / hexane / 24 h

With pyridine; 2,4,6-triisopropylphenylsulfonyl chloride; hydrogen; palladium; In hexane;

Reference yield:

Hexadecanoic acid 2-[(2,3-bis-benzyloxy-propoxy)-(2,2,2-trichloro-ethoxy)-phosphoryloxy]-1-hexadecanoyloxymethyl-ethyl ester (71260-19-0) → dipalmitoylphosphatidylglycerol (4537-77-3)

Guidance literature:

Multistep reaction; (i) H₂, Pd-C, (ii) Zn, Py, AcOH;

upstream raw materials:

Hexadecanoic acid 2-[(2,3-bis-benzyloxy-propoxy)-(2,2,2-trichloro-ethoxy)-phosphoryloxy]-1-hexadecanoyloxymethyl-ethyl ester

1-(1,2-dipalmitoyl-sn-glycero-3-phospho)-2-O-benzyl-rac-glycerol

1,2-Dipalmitoylphosphatidic acid

rac-1,2-dipalmitoylglycerol

Refernces