An isoprostane used as a biomarker for oxidative stress
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Labeled Version(s)
100068788,12-iso-iPF2α-VI-d11
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8,12-iso-iPF2α-VI

Item No. 16310

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(12α)-5,9α,11α-trihydroxy-prosta-6E,14Z-dien-1-oic acid
CAS Number
1445349-99-4
Synonyms
  • 8,12-iso-Isoprostane-F2α-VI
  • 12-iso-5,6E,14Z-PGF2α
  • 12-iso-5,6E,14Z-Prostaglandin F2α
Molecular Formula
C20H34O5
Formula Weight
354.5
Purity
≥95%
Formulation (Request formulation change)
A 100 µg/ml solution in acetonitrile
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS (pH7.2): .5 mg/ml
SMILES
O[C@@H]1C[C@H](O)[C@H](/C=C/C(O)CCCC(O)=O)[C@@H]1C/C=C\CCCCC
InChi Code
InChI=1S/C20H34O5/c1-2-3-4-5-6-7-10-16-17(19(23)14-18(16)22)13-12-15(21)9-8-11-20(24)25/h6-7,12-13,15-19,21-23H,2-5,8-11,14H2,1H3,(H,24,25)/b7-6-,13-12+/t15?,16-,17+,18+,19-/m0/s1
InChi Key
RZCPXIZGLPAGEV-DCOIXEBESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    8,12-iso-iPF2α-VI is an isoprostane produced by non-enzymatic, free radical-induced peroxidative damage to membrane lipids. It is the most abundant isoprostane product that is formed during lipid peroxidation and is used as a biomarker for oxidative stress.1 8,12-iso-iPF2α-VI is detected after CCl4-induced oxidative damage to hepatic tissue and has been found elevated in the urine, blood, and cerebrospinal fluid of patients with Alzheimer’s disease.2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, H., Lawson, J.A., Reilly, M., et al. Quantitative high performance liquid chromatography/tandem mass spectrometric analysis of the four classes of F2-isoprostanes in human urine. Proc. Natl. Acad. Sci. USA 96(23), 13381-13386 (1999).

    2. Sicilia, T., Mally, A., Schauer, U., et al. LC-MS/MS methods for the detection of isoprostanes (iPF2α-III and 8,12-iso-iPF2α-VI) as biomarkers of CCI4-induced oxidative damage to hepatic tissue. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 861(1), 48-55 (2008).

    3. Praticò, D., Clark, C.M., Liun, F., et al. Increase of brain oxidative stress in mild cognitive impairment. A possible predictor of Alzheimer disease. Arch. Neurol. 59, 972-976 (2002).

    4. Shaw, L.M., Korecka, M., Clark, C.M., et al. Biomarkers of neurodegeneration for diagnosis and monitoring therapeutics. Nat. Rev. Drug Discov. 6, 295-303 (2007).