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4-oxo-2-Nonenal

Catalog No. T35646   CAS 103560-62-9
Synonyms: 4-oxo-2-Nonenal, 4-ONE

4-hydroxy Nonenal is a lipid peroxidation product derived from oxidized ω-6 polyunsaturated fatty acids such as arachidonic acid and linoleic acid. [1] [2] It exhibits various biological activities such as cytotoxicity, growth inhibiting activity, genotoxicity, and chemotactic activity and has been widely used as a marker of lipid peroxidation.[1][2][3] 4-oxo-2-Nonenal is a more recently identified product of lipid peroxidation.[4][5][6] It actively modifies histidine and lysine residues on proteins and causes protein cross-linking. [7][8] 4-oxo-2-Nonenal also modifies 2’-deoxyguanosine, further implicating lipid peroxidation in mutagenesis and carcinogenesis.[4]

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4-oxo-2-Nonenal Chemical Structure
4-oxo-2-Nonenal, CAS 103560-62-9
Pack Size Availability Price/USD Quantity
500 μg 35 days $ 143.00
1 mg 35 days $ 268.00
5 mg 35 days $ 1,090.00
10 mg 35 days $ 1,910.00
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Biological Description
Chemical Properties
Storage & Solubility Information
Description 4-hydroxy Nonenal is a lipid peroxidation product derived from oxidized ω-6 polyunsaturated fatty acids such as arachidonic acid and linoleic acid. [1] [2] It exhibits various biological activities such as cytotoxicity, growth inhibiting activity, genotoxicity, and chemotactic activity and has been widely used as a marker of lipid peroxidation.[1][2][3] 4-oxo-2-Nonenal is a more recently identified product of lipid peroxidation.[4][5][6] It actively modifies histidine and lysine residues on proteins and causes protein cross-linking. [7][8] 4-oxo-2-Nonenal also modifies 2’-deoxyguanosine, further implicating lipid peroxidation in mutagenesis and carcinogenesis.[4]
Synonyms 4-oxo-2-Nonenal, 4-ONE
Molecular Weight 154.209
Formula C9H14O2
CAS No. 103560-62-9

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMF: 50 mg/mL

DMSO: 50 mg/mL

Ethanol: 50 mg/mL

PBS (pH 7.2): 0.5 mg/mL

TargetMolReferences and Literature

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 Radical Biology & Medicine 8, 541-543 (1990). 2. Esterbauer, H., Schaur, R.J., and Zoliner, H. Chemistry and biochemistry of 4-hydroxynonenal, malonaldehyde, and related aldehydes. Free Radical Biology & Medicine 11, 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 Research 48, 320-323 (1988). 4. Rindgen, D., Nakajima, M., Wehrli, S., et al. Covalent modifications to 2'-deoxyguanosine by 4-oxo-nonenal, a novel product of lipid peroxidation. Chemical Research in Toxicology 12, 1195-1204 (1999). 5. Lee, S.H., and Blair, I.A. Characterization of 4-oxo-2-nonenal as a novel product of lipid peroxidation. Chemical Research in Toxicology 13, 698-702 (2000). 6. Spiteller, P., Kern, W., Reiner, J., et al. Aldehydic lipid peroxidation products derived from linoleic acid. Biochimica et Biophysica Acta 1531, 188-208 (2001). 7. Liu, Z., Minkler, P.E., and Sayre, L.M. Mass spectroscopic characterization of protein modification by 4-hydroxy-2-(E)-nonenal and 4-oxo-2-(E)-nonenal. Chemical Research in Toxicology 16, 901-911 (2003). 8. Zhang, W.H., Liu, J., Xu, G., et al. Model studies on protein side chain modification by 4-oxo-2-nonenal. Chemical Research in Toxicology 16, 512-523 (2003).

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Keywords

4-oxo-2-Nonenal 103560-62-9 4 oxo 2 Nonenal 4-ONE 4oxo2Nonenal inhibitor inhibit

 

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