An oxidized phospholipid
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1-Stearoyl-2-15(S)-HpETE-sn-glycero-3-PE

Item No. 25856

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
[S-[R*,S*-(E,Z,Z,Z)]]-15-hydroperoxy-5,8,11,13-eicosatetraenoic acid, 2-[[(2-aminoethoxy)hydroxyphosphinyl]oxy]-1-[[(1-oxooctadecyl)oxy]methyl]ethyl ester
CAS Number
154436-49-4
Synonyms
  • 1-Stearoyl-2-15(S)-HpETE-sn-glycero-3-phosphoethanolamine
  • 15(S)-HpETE-SAPE
  • 15(S)-hydroperoxyeicostetraenoic acid-SAPE
Molecular Formula
C43H78NO10P
Formula Weight
800.1
Purity
≥90%
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
O=C(CCCCCCCCCCCCCCCCC)OC[C@@H](OC(CCC/C=C\C/C=C\C/C=C\C=C\[C@@H](OO)CCCCC)=O)COP(OCCN)(O)=O
InChi Code
InChI=1S/C43H78NO10P/c1-3-5-7-8-9-10-11-12-13-14-17-20-23-26-30-34-42(45)50-38-41(39-52-55(48,49)51-37-36-44)53-43(46)35-31-27-24-21-18-15-16-19-22-25-29-33-40(54-47)32-28-6-4-2/h15-16,21-22,24-25,29,33,40-41,47H,3-14,17-20,23,26-28,30-32,34-39,44H2,1-2H3,(H,48,49)/b16-15-,24-21-,25-22-,33-29+/t40?,41-/m1/s1
InChi Key
ILISYDMFRZNALR-LWZJHDPASA-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)-HpETE-sn-glycero-3-PE is a phospholipid that contains stearic acid (Item No. 10011298) at the sn-1 position and 15(S)-HpETE (Item No. 44720) at the sn-2 position. It is produced via oxidation of 1-stearoyl-2-arachidonoyl-sn-glycero-3-PE (SAPE; Item No. 25871) by 15-lipoxygenase (15-LO).1 1-Stearoyl-2-15(S)-HpETE-sn-glycero-3-PE (0.6 and 0.9 μM) increases ferroptotic cell death in wild-type and Acsl4 knockout Pfa1 mouse embryonic fibroblasts (MEFs) treated with the GPX4 inhibitor RSL3.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. 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).

    2. Kagan, V.E., Mao, G., Qu, F., et al. Oxidized arachidonic and adrenic PEs navigate cells to ferroptosis. Nat. Chem. Biol. 13(1), 81-90 (2017).

    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).