A phospholipid
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1,2-Dioleoyl-sn-glycero-3-PS (sodium salt)

Item No. 29983

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,8R,19Z)-2-amino-5-hydroxy-11-oxo-8-[[(9Z)-1-oxo-9-octadecenyl]oxy]-4,6,10-trioxa-5-phosphaoctacos-19-enoic acid, 5-oxide, monosodium salt
CAS Number
90693-88-2
Synonyms
  • 1,2-DOPS
  • 18:1/18:1-PS; PS(18:1/18:1)
  • 1,2-Dioctadecenoyl-sn-glycero-3-Phosphoserine
  • 1,2-Dioctadecenoyl-sn-glycero-3-Phosphatidylserine
Molecular Formula
C42H77NO10P • Na
Formula Weight
810.0
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Chloroform: 10 mg/ml
SMILES
CCCCCCCC/C=C\CCCCCCCC(O[C@@H](COP(OC[C@H](N)C(O)=O)([O-])=O)COC(CCCCCCC/C=C\CCCCCCCC)=O)=O.[Na+]
InChi Code
InChI=1S/C42H78NO10P.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h17-20,38-39H,3-16,21-37,43H2,1-2H3,(H,46,47)(H,48,49);/q;+1/p-1/b19-17-,20-18-;/t38-,39+;/m1./s1
InChi Key
KPHZNDUWYZIXFY-YORIBCANSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    5 mg

    $49

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    10 mg

    $86

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    25 mg

    $154

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    50 mg

    $283

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

    1,2-Dioleoyl-sn-glycero-3-PS (1,2-DOPS) is a phospholipid containing oleic acid (Item Nos. 90260 | 24659) at the sn-1 and sn-2 positions, respectively. Nanovesicles composed of 1,2-DOPS and the lysosomal protein saposin C (SapC) are cytotoxic to SK-MEL-28 cells in vitro and decrease tumor volume in a squamous cell carcinoma mouse xenograft model.1 1,2-DOPS has been used in the formation of unilamellar vesicles to study the effect of curvature on membrane structure and in the formation of supported lipid bilayers to study the effects of various support materials on lipid redistribution between membrane leaflets.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Abu-Baker, S., Chu, Z., Stevens, A.M., et al. Cytotoxicity and selectivity in skin cancer by SapC-DOPS nanovesicles. J. Cancer Ther. 3(4), 321-326 (2012).

    2. Kucerka, N., Pencer, J., Sachs, J.N., et al. Curvature effect on the structure of phospholipid bilayers. Langmuir 23(3), 1292-1299 (2007).

    3. Richter, R.P., Maury, N., and Brisson, A.R. On the effect of the solid support on the interleaflet distribution of lipids in supported lipid bilayers. Langmuir 21(1), 299-304 (2005).