10004174  4-oxo 2-Nonenal-d3

4-ONE-d3

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• See more Mass Spectrometry; Oxylipins; Cancer; Oxidative Injury

Chemical structure definitions are available for many Cayman products. See Chemical Structure Database for details.

4-oxo 2-Nonenal-d3 (4-ONE-d3) contains three deuterium atoms at the terminal methyl position. It is intended for use as an internal standard for the quantification of 4-ONE by GC- or LC-mass spectrometry (MS). 4-ONE 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-ONE 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-ONE also modifies 2'-deoxy guanosine, further implicating lipid peroxidation in mutagenesis and carcinogenesis.1
1  Pryor, W.A., Porter, N.A. Suggested mechanisms for the production of 4-hydroxy-2-nonenal from the autoxidation of polyunsaturated fatty acids. Free Radic Biol Med 8 541-543 (1990).
2  Esterbauer, H., Schaur, R.J., Zoliner, H. Chemistry and biochemistry of 4-hydroxynonenal, malonaldehyde, and related aldehydes. Free Radic Biol Med 11 81-128 (1991).
3  Sodum, R.S., Chung, F. 1,N2-ethenodeoxyguanosine as a potential marker for DNA adduct formation by trans-4-hydroxy-2-nonenal. Cancer Res 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. Chem Res Toxicol 12 1195-1204 (1999).
5  Lee, S.H., Blair, I.A. Characterization of 4-oxo-2-nonenal as a novel product of lipid peroxidation. Chem Res Toxicol 13 698-702 (2000).
6  Spiteller, P., Kern, W., Reiner, J., et al. Aldehydic lipid peroxidation products derived from linoleic acid. Biochim Biophys Acta 1531 188-208 (2001).
7  Liu, Z., Minkler, P.E., Sayre, L.M. Mass spectroscopic characterization of protein modification by 4-hydroxy-2-(E)-nonenal and 4-oxo-2-(E)-nonenal. Chem Res Toxicol 16 901-911 (2003).
8  Zhang, W., Liu, J., Xu, G., et al. Model studies on protein side chain modification by 4-oxo-2-nonenal. Chem Res Toxicol 16 512-523 (2003).


Purchase 10004174 4-oxo 2-Nonenal-d3

Pricing is for North America only. Other customers should contact a distributor in their region.

This product is also available to buy in bulk quantities. Please contact our Sales Department for a quote or to purchase.

Cayman strives to be a reliable biochemical reagent vendor by providing the best possible products and services. To ask for assistance with one of our products please contact our Technical Help staff.

Warning This product is not for human or veterinary use.

Pricing updated 2010-03-19.
Prices are subject to change without notice.

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