Dipalmitoylphosphatidylcholine

Dipalmitoylphosphatidylcholine
Names
IUPAC name
1,2-Dipalmitoylphosphatidylcholine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.018.322 Edit this at Wikidata
UNII
  • InChI=1S/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-/m1/s1 checkY
    Key: KILNVBDSWZSGLL-KXQOOQHDSA-N checkY
  • 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-/m1/s1
  • O=C(OC[C@@H](OC(=O)CCCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C)CCCCCCCCCCCCCCC
Properties
C40H80NO8P
Molar mass 734.053 g·mol−1
Surface tension:
4.6 ± 0.5 x 10−10 M[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Dipalmitoylphosphatidylcholine (DPPC) is a phospholipid (and a lecithin) consisting of two C16 palmitic acid groups attached to a phosphatidylcholine head-group.

It is the main constituent of pulmonary surfactants, which reduces the work of breathing and prevents alveolar collapse during breathing. It also plays an important role in the study of liposomes and human bilayers.[2][3]

  1. ^ Smith, Ross; Tanford, Charles (June 1972). "The critical micelle concentration of l-α-dipalmitoylphosphatidylcholine in water and water/methanol solutions". Journal of Molecular Biology. 67 (1): 75–83. doi:10.1016/0022-2836(72)90387-7. PMID 5042465.
  2. ^ Hu, Q; Hossain, S; Joshi, R P (2018-06-25). "Analysis of a dual shock-wave and ultrashort electric pulsing strategy for electro-manipulation of membrane nanopores". Journal of Physics D: Applied Physics. 51 (28): 285403. Bibcode:2018JPhD...51B5403H. doi:10.1088/1361-6463/aaca7a. ISSN 0022-3727. S2CID 125134522.
  3. ^ Hossain, Shadeeb; Abdelgawad, Ahmed (2020-01-02). "Analysis of membrane permeability due to synergistic effect of controlled shock wave and electric field application". Electromagnetic Biology and Medicine. 39 (1): 20–29. doi:10.1080/15368378.2019.1706553. ISSN 1536-8378. PMID 31868023. S2CID 209446699.