The hydroperoxide precursor of 4-hydroxy nonenal
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Isomer(s)
298829-Oxononanoic Acid
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4-hydroperoxy 2-Nonenal

Item No. 10004413

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-hydroperoxy-2E-nonenal
CAS Number
7439-43-2
Synonyms
  • 4-HpNE
  • FAL 9:1;O2
Molecular Formula
C9H16O3
Formula Weight
172.2
Purity
≥95%
Formulation (Request formulation change)
A 5 mg/ml solution in acetone
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2)(1:6): .5 mg/ml
λmax
217 nm
SMILES
CCCCCC(OO)/C=C/C([H])=O
InChi Code
InChI=1S/C9H16O3/c1-2-3-4-6-9(12-11)7-5-8-10/h5,7-9,11H,2-4,6H2,1H3/b7-5+
InChi Key
TVNYLRYVAZWBEH-FNORWQNLSA-N
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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    500 µg

    $60

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    1 mg

    $108

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    5 mg

    $451

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    10 mg

    $786

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    Product Description

    4-hydroxy Nonenal (4-HNE; Item No. 32100) is a lipid peroxidation product derived from oxidized ω-6 polyunsaturated fatty acids, such as linoleic acid and arachidonic acid, that is widely used as a marker of oxidative stress.1,2 4-HNE exhibits various biological activities such as cytotoxicity, growth inhibiting activity, genotoxicity, and chemotactic activity.1,2,3 4-hydroperoxy 2-Nonenal is the immediate precursor of 4-HNE formed from the cleavage of ω-6 hydroperoxides.4 Analogous reactions are expected to occur with hydroperoxides from other ω-6 fatty acids, particularly arachidonic acid.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pryor, W.A., and Porter, N.A. Suggested mechanisms for the production of 4-hydroxy-2-nonenal from the autoxidation of polyunsaturated fatty acids. Free Radic. Biol. Med. 8(6), 541-543 (1990).

    2. Esterbauer, H., Schaur, R.J., and Zoliner, H. Chemistry and biochemistry of 4-hydroxynonenal, malonaldehyde, and related aldehydes. Free Radic. Biol. Med. 11(1), 81-128 (1991).

    3. Sodum, R.S., and Chung, F.L. 1,N2-ethenodeoxyguanosine as a potential marker for DNA adduct formation by trans-4-hydroxy-2-nonenal. Cancer Res. 48(2), 320-323 (1988).

    4. Schneider, C., Tallman, K.A., Porter, N.A., et al. Two distinct pathways of formation of 4-hydroxynonenal. Mechanisms of nonenzymatic transformation of the 9- and 13-hydroperoxides of linoleic acid to 4-hydroxyalkenals. The Journal of Biological Chemisty 276(24), 20831-20838 (2001).