Distearoylphosphatidylcholine

Distearoylphosphatidylcholine is a phosphatidylcholine, a kind of phospholipid. It is a natural constituent of cell membranes, eg. soybean phosphatidylcholines are mostly different 18-carbon phosphatidylcholines (including minority of saturated DSPC), and their hydrogenation results in 85% DSPC.[1] It can be used to prepare lipid nanoparticles which are used in mRNA vaccines,[2][3] In particular, it forms part of the drug delivery system for the Moderna and Pfizer COVID-19 vaccines.[4][5]

Distearoylphosphatidylcholine
Names
Systematic IUPAC name
(2R)-2,3-Bis(octadecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
Other names
1,2-distearoyl-sn-glycero-3-phosphocholine, DSPC, 18:0 PC
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.011.309
EC Number
  • 212-440-2
UNII
  • InChI=1S/C44H88NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h42H,6-41H2,1-5H3/t42-/m1/s1
    Key: NRJAVPSFFCBXDT-HUESYALOSA-N
  • O=C(OC[C@@H](OC(=O)CCCCCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C)CCCCCCCCCCCCCCCCC
Properties
C44H88NO8P
Molar mass 790.161 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references


See also

Moderna COVID-19 vaccine nanoparticle ingredients
Others

References

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