4-HNE modified for click chemistry
Related Products
Functionalized Version(s)
321004-hydroxy Nonenal
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4-hydroxy Nonenal Alkyne

Item No. 13265

Technical Information
Formal Name
4-hydroxynon-2E-nonen-8-ynal
CAS Number
1011268-23-7
Synonyms
  • Click Tag™ 4-HNE Alkyne
  • FAL 9:4;O
Molecular Formula
C9H12O2
Formula Weight
Purity
≥98%
A 1 mg/ml solution in methyl acetate
DMF: 2.5 mg/mlDMSO: 2 mg/mlEthanol: 12.5 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
220 nm
SMILES
[H]C(/C=C/C(O)CCCC#C)=O
InChi Code
InChI=1S/C9H12O2/c1-2-3-4-6-9(11)7-5-8-10/h1,5,7-9,11H,3-4,6H2/b7-5+
InChi Key
RXECVCDYORIBBT-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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    Product Description

    4-hydroxy Nonenal (4-HNE) is a major aldehyde produced during the lipid peroxidation of ω-6 polyunsaturated fatty acids, such as arachidonic acid and linoleic acid.1,2 It is considered a potential causal agent in numerous diseases, including chronic inflammation, neurodegenerative diseases, atherosclerosis, diabetes, and cancer, in part because it covalently modifies DNA and proteins resulting in genetic mutations and altered cell signaling, respectively.3 4-HNE alkyne is a form of 4-HNE with a terminal alkyne. Such terminal alkyne groups can be used in linking reactions, known as click chemistry, characterized by high dependability and specificity of azide-alkyne bioconjugation reactions.4,5

    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. West, J.D., and Marnett, L.J. Endogenous reactive intermediates as modulators of cell signaling and cell death. Chem. Res. Toxicol. 19(2), 173-194 (2006).

    4. Kolb, H.C., and Sharpless, K.B. The growing impact of click chemistry on drug discovery. Drug Discov. Today 8(24), 1128-1137 (2003).

    5. Lutz, J.-F., and Zarafshani, Z. Efficient construction of therapeutics, bioconjugates, biomaterials and bioactive surfaces using azide-alkyne "click" chemistry. Adv. Drug Deliv. Rev. 60(9), 958-970 (2008).