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CAS 35418-55-4

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2,3-dipalmitoyl-sn-glycero-1-phospho-choline

Description:
2,3-Dipalmitoyl-sn-glycero-1-phospho-choline, commonly referred to as DPPC, is a phospholipid that plays a crucial role in the structure and function of biological membranes. It is characterized by its two palmitic acid chains, which are saturated fatty acids, contributing to the molecule's hydrophobic properties. The presence of a choline head group imparts a positive charge at physiological pH, enhancing its amphiphilic nature. DPPC is primarily found in pulmonary surfactant, where it reduces surface tension in the alveoli, facilitating gas exchange in the lungs. Its molecular structure allows for the formation of lipid bilayers, making it essential in cell membrane integrity and fluidity. Additionally, DPPC is utilized in various pharmaceutical and biotechnological applications, including drug delivery systems and liposome formulations. Its stability and biocompatibility make it a valuable compound in research and clinical settings. Overall, DPPC is a vital component in both biological systems and industrial applications, reflecting its significance in chemistry and biology.
Formula:C40H80NO8P
InChI:InChI=1/C40H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h38H,6-37H2,1-5H3/t38-/m0/s1
SMILES:CCCCCCCCCCCCCCCC(=O)OC[C@@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC
Synonyms:
  • 2,3-Dipalmitoyl-sn-glycero-1-phosphocholine
  • (2S)-2,3-bis(hexadecanoyloxy)propyl 2-(trimethylammonio)ethyl phosphate
  • D-A-PHOSPHATIDYLCHOLINE, DIPALMITOYL
  • 2,3-Dipalmitoyl-sn-glycero-1-phosphocholine >=95.0% (TLC)
  • D-BETA,GAMMA-DIPALMITOYL-ALPHA-LECITHIN
  • D-α-Phosphatidylcholine, dipalmitoyl
  • 1-sn-Phosphatidylcholine, 2,3-dipalmitoyl, D-β,γ-Dipalmitoyl-α-lecithin
  • D-β,γ-Dipalmitoyl-α-lecithin
  • D-α-Phosphatidylcholine, dipalmitoyl
  • D-ALPHA-PHOSPHATIDYLCHOLINE, DIPALMITOYL
  • See more synonyms
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  • 2,3-Dipalmitoyl-sn-glycero-1-phosphocholine
    Biosynth
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    2,3-Dipalmitoyl-sn-glycero-1-phosphocholine

    CAS:
    <p>2,3-Dipalmitoyl-sn-glycero-1-phosphocholine is a synthetic lipid that is used as a surfactant in biological research. It is a proton donor that destabilizes membranes and interacts with phosphatidylcholine. The deformation of the lipid bilayer may be due to its protonation state. This synthetic lipid has been shown to increase fluidity of the membrane by changing the acyl chain composition and surfactant properties. 2,3-Dipalmitoyl-sn-glycero-1-phosphocholine also increases membrane transport by interacting with the bilayer and forming lamellar structures. The enantiomeric form of this lipid has been found to be more effective than its racemic mixture in the inhibition of cholesterol biosynthesis.</p>
    Formula:C40H80NO8P
    Purity:Min. 95%
    Molecular weight:734.04 g/mol

    Ref: 3D-FD46110

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