Molecular structure of 4-Oxo-2-nonenal, CAS Number: 103560-62-9
4-Oxo-2-nonenal (CAS 103560-62-9)
Alternate Names:
4-Oxononenal
Application:
4-Oxo-2-nonenal is a lipid peroxidation product displaying His/Lys and guanine nucleotide modifying activity
CAS Number:
103560-62-9
Molecular Weight:
154.21
Molecular Formula:
C9H14O2
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
4-Oxo-2-nonenal has been recently identified as a product and marker of lipid peroxidation, derived from oxidized ω-6 polyunsaturated fatty acids. It exhibits a variety of biological activities including but not limited to inhibiting activity, cytotoxicity, chemotactic activity, and growth genotoxicity. It has been shown to actively modify lysine and histidine residues on proteins and is known to cause protein cross-linking. Furthermore, 4-oxo-2-Nonenal is also known to modify 2'-deoxyguanosine, further indicating lipid peroxidation in carcinogenesis and mutagenesis.
4-Oxo-2-nonenal (CAS 103560-62-9) References
- Covalent modifications to 2'-deoxyguanosine by 4-oxo-2-nonenal, a novel product of lipid peroxidation. | Rindgen, D., et al. 1999. Chem Res Toxicol. 12: 1195-204. PMID: 10604869
- Characterization of 4-oxo-2-nonenal as a novel product of lipid peroxidation. | Lee, SH. and Blair, IA. 2000. Chem Res Toxicol. 13: 698-702. PMID: 10956056
- Aldehydic lipid peroxidation products derived from linoleic acid. | Spiteller, P., et al. 2001. Biochim Biophys Acta. 1531: 188-208. PMID: 11325611
- Model studies on protein side chain modification by 4-oxo-2-nonenal. | Zhang, WH., et al. 2003. Chem Res Toxicol. 16: 512-23. PMID: 12703968
- Mass spectroscopic characterization of protein modification by 4-hydroxy-2-(E)-nonenal and 4-oxo-2-(E)-nonenal. | Liu, Z., et al. 2003. Chem Res Toxicol. 16: 901-11. PMID: 12870893
- Induction of apoptosis in colorectal carcinoma cells treated with 4-hydroxy-2-nonenal and structurally related aldehydic products of lipid peroxidation. | West, JD., et al. 2004. Chem Res Toxicol. 17: 453-62. PMID: 15089087
- Chemistry and biochemistry of 4-hydroxynonenal, malonaldehyde and related aldehydes. | Esterbauer, H., et al. 1991. Free Radic Biol Med. 11: 81-128. PMID: 1937131
- Suggested mechanisms for the production of 4-hydroxy-2-nonenal from the autoxidation of polyunsaturated fatty acids. | Pryor, WA. and Porter, NA. 1990. Free Radic Biol Med. 8: 541-3. PMID: 2193853
- 1,N2-ethenodeoxyguanosine as a potential marker for DNA adduct formation by trans-4-hydroxy-2-nonenal. | Sodum, RS. and Chung, FL. 1988. Cancer Res. 48: 320-3. PMID: 3335007
- Characterization of a novel porcine carbonyl reductase activated by glutathione: Relationship to carbonyl reductase 1, 3α/β-hydroxysteroid dehydrogenase and prostaglandin 9-ketoreductase. | Endo, S., et al. 2023. Chem Biol Interact. 381: 110572. PMID: 37247810
- Molecular dynamics of structural effects of reactive carbonyl species derivate of lipid peroxidation on bovine serum albumin. | Pineda-Alemán, R., et al. 2024. Biochim Biophys Acta Gen Subj. 1868: 130613. PMID: 38593934
- Overview of the Lipid Peroxidation Measurements in Patients by the Enzyme-Linked Immunosorbent Assay Specific for the 4-Hydroxynonenal-Protein Adducts (4-HNE-ELISA). | Žarković, N., et al. 2024. Front Biosci (Landmark Ed). 29: 153. PMID: 38682198
- 4-Oxo-2-Nonenal- and Agitation-Induced Aggregates of α-Synuclein and Phosphorylated α-Synuclein with Distinct Biophysical Properties and Biomedical Applications. | Wang, T., et al. 2024. Cells. 13: PMID: 38727274
- Synthesizing Amino Acids Modified with Reactive Carbonyls in Silico to Assess Structural Effects Using Molecular Dynamics Simulations. | Pineda-Alemán, R., et al. 2024. J Vis Exp.. PMID: 38738901
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
4-Oxo-2-nonenal, 1 mg | sc-202020 | 1 mg | $150.00 | |||
4-Oxo-2-nonenal, 5 mg | sc-202020A | 5 mg | $720.00 |