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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

4-oxo 2-Nonenal-d3 Exclusive

Cayman Chemical Item Number 10004174

4-ONE-d3

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Description

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., 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 8 541-543 (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 81-128 (1991).

3 Sodum, R.S., and 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., and 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., and 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).

Synonyms
  • 4-ONE-d3
Formal Name 4-​oxo-​2E-​nonenal-​d3
Molecular Formula C9H11D3O2
Formula Weight 157.2
Formulation A solution in methyl acetate
Purity ≥99% deuterated product
λmax 223 nm
Stability 6 months
Storage -80°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCCC(=O)​/C=C\C=O
Size Price Quantity Subtotal
50 µg $78.00 $0.00
100 µg $148.00 $0.00
500 µg $624.00 $0.00
1 mg $1,092.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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Pricing updated 2012-02-12. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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