A phospholipid and marker for apoptosis
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1,2-Dipalmitoyl-sn-glycero-3-PS (sodium salt)

Item No. 15088

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,8R)-2-amino-5-hydroxy-11-oxo-8-[(1-oxohexadecyl)oxy]-4,6,10-trioxa-5-phosphahexacosanoic acid, 5-oxide, sodium salt
CAS Number
2416319-92-9
Synonyms
  • 1,2-Dipalmitoyl-sn-glycero-3-phospho-L-serine
  • DPPS
  • 1,2-DPPS
Molecular Formula
C38H74NO10P • XNa
Formula Weight
736.0
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Chloroform: 0.5 mg/ml
SMILES
O=C(CCCCCCCCCCCCCCC)OC[C@@H](OC(CCCCCCCCCCCCCCC)=O)COP(OC[C@H]([NH3+])C([O-])=O)(O)=O.[Na]
InChi Code
InChI=1S/C38H74NO10P.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)46-31-34(32-47-50(44,45)48-33-35(39)38(42)43)49-37(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h34-35H,3-33,39H2,1-2H3,(H,42,43)(H,44,45);/t34-,35+;/m1./s1
InChi Key
RNPYLQFXEMQBHW-CEGNZRHUSA-N
Side Chain Carbon Sum
32:0
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 mg

    $63

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    50 mg

    $118

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    100 mg

    $218

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    250 mg

    $481

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    Cayman Chemical
    Learn More About Leveraging Helper Lipids to Achieve Versatile LNPs
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    Product Description

    Phosphatidylserine (PS) is an anionic phospholipid that is normally restricted to the inner leaflet of the plasma membrane bilayer of cells, appearing on the outer leaflet early in apoptosis and thus available for recognition by phagocytes.1,2 1,2-Dipalmitoyl-sn-glycero-3-PS (DPPS) is a form of PS that contains the abundant long-chain (16:0) palmitic acid inserted at the sn-1 and sn-2 positions. It is commonly used in the generation of liposomes and other types of artificial membranes.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fadok, V.A., Bratton, D.L., Frasch, S.C., et al. The role of phosphatidylserine in recognition of apoptotic cells by phagocytes. Cell Death Differ. 5(7), 551-562 (1998).

    2. Savill, J. Recognition and phagocytosis of cells undergoing apoptosis. Br. Med. Bull. 53(3), 491-508 (1997).

    3. Shen, H.H., Crowston, J.G., Huber, F., et al. The influence of dipalmitoyl phosphatidylserine on phase behaviour of and cellular response to lyotropic liquid crystalline dispersions. Biomaterials 31(36), 9473-9481 (2010).

    4. Marr, J.M., Li, F., Petlick, A.R., et al. The role of lateral tension in calcium induced DPPS vesicle rupture. Langmuir 28(32), 11874-11880 (2012).