An oxidized phospholipid
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Labeled Version(s)
279311-Stearoyl-2-15(S)-HETE-sn-glycero-3-PE-d11
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1-Stearoyl-2-15(S)-HETE-sn-glycero-3-PE

Item No. 21139

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
15S-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid, (1R)-2-[[(2-aminoethoxy)hydroxyphosphinyl]oxy]-1-[[(1-oxooctadecyl)oxy]methyl]ethyl ester
CAS Number
947381-58-0
Synonyms
  • 15(S)-HETE-SAPE
  • 15(S)-Hydroxyeicosatetraenoic Acid-SAPE
  • 1-Stearoyl-2-15(S)-HETE-sn-glycero-3-Phosphatidylethanolamine
Molecular Formula
C43H78NO9P
Formula Weight
784.1
Purity
≥98%
Formulation (Request formulation change)
A 500 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Ethanol: 30 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.3 mg/ml
λmax
237 nm
SMILES
OP(OC[C@H](OC(CCC/C=C\C/C=C\C/C=C\C=C\[C@@H](O)CCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O)(OCCN)=O
InChi Code
InChI=1S/C43H78NO9P/c1-3-5-7-8-9-10-11-12-13-14-17-20-23-26-30-34-42(46)50-38-41(39-52-54(48,49)51-37-36-44)53-43(47)35-31-27-24-21-18-15-16-19-22-25-29-33-40(45)32-28-6-4-2/h15-16,21-22,24-25,29,33,40-41,45H,3-14,17-20,23,26-28,30-32,34-39,44H2,1-2H
InChi Key
ICSHQSNRXGUFHT-AQLFUWFLSA-N
Side Chain Carbon Sum
38:4
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    50 µg

    $138

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    100 µg

    $262

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    500 µg

    $1,238

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    1 mg

    $2,338

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    Product Description

    1-Stearoyl-2-15(S)-HETE-sn-glycero-3-PE is a phospholipid that contains stearic acid (Item No. 10011298) at the sn-1 position and 15(S)-HETE (Item No. 34720) at the sn-2 position. It is formed in human peripheral monocytes activated by the calcium ionophore A23187 (Item No. 11016) by direct oxidation of 1-stearoyl-2-arachidonoyl-sn-glycero-3-PE (SAPE; Item No. 25871) by 15-LO.1,2 Phosphoethanolamine (PE) HETEs (PE-HETEs), including 1-stearoyl-2-15(S)-HETE-sn-glycero-3-PE, are the main source of esterified HETE in ionophore-activated monocytes.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Maskrey, B.H., Bermúdez-Fajardo, A., Morgan, A.H., et al. Activated platelets and monocytes generate four hydroxyphosphatidylethanolamines via lipoxygenase. The Journal of Biological Chemisty 282(28), 20151-20163 (2007).

    2. Morgan, A.H., Hammond, V.J., Morgan, L., et al. Quantitative assays for esterified oxylipins generated by immune cells. Nat. Protoc. 5(12), 1919-1931 (2010).

    Product Citations

    Wang, W., Green, M., Choi, J.E., et al. CD8+ T cells regulate tumour ferroptosis during cancer immunotherapy. Nature 569(7755), 270-274 (2019).