Dipalmitoylphosphatidylcholine

Dipalmitoylphosphatidylcholine
Identifiers
CAS number	2644-64-6 Y
PubChem	6138
ChemSpider	398235 Y
UNII	2W15RT5V7V Y
Jmol-3D images	Image 1
SMILES O=C(OC[C@@H](OC(=O)CCCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C)CCCCCCCCCCCCCCC
InChI 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 Y Key: KILNVBDSWZSGLL-KXQOOQHDSA-N Y 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 Key: KILNVBDSWZSGLL-KXQOOQHDBV
Properties
Molecular formula	C40H80NO8P
Molar mass	734.039 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Dipalmitoylphosphatidylcholine (DpPC) is a phospholipid (and a lecithin) consisting of two palmitic acids and is the major constituent of pulmonary surfactant. It is also the only surface active component of lung surfactant capable of lowering surface tension to near zero levels. DpPC is synthesized mainly through remodeling of phosphatidylcholine. It is thought that a lysophosphatidylcholine (lysoPC) acyltransferase may play a critical role in its synthesis. The identity of this acyltransferase has not yet been confirmed.^[1] Dipalmitoylphosphatidylcholine is an exception to the rule of thumb that biological phospholipids are synthesized with a saturated fat at the R1 position and an unsaturated fat at the R2 position.

It is also used for research purposes in studying liposomes, lipid bilayers, and model biological membranes and in the formation of reconstituted HDL (rHDL) particles.

See also

• Lecithin
• Colfosceril palmitate

References

1. ^ Chen, Xueni; Hyatt, BA; Mucenski, ML; Mason, RJ; Shannon, JM (2006). "Identification and characterization of a lysophosphatidylcholine acyltransferase in alveolar type II cells". Proc Natl Acad Sci USA 103 (31): 11724–11729. doi:10.1073/pnas.0604946103. PMC 1544237. PMID 16864775. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1544237.