See personalized New Product recommendations! Get personalized New Product recommendations! Register or Login for personalized New Product recommendations!

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

4-oxo-2-Nonenal Exclusive

Cayman Chemical Item Number 10185

4-ONE (CAS 103560-62-9)

4-oxo-2-Nonenal (CAS 103560-62-9)

See more

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

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
Formal Name 4-​oxo-​2E-​nonenal
CAS Number 103560-62-9
Molecular Formula C9H14O2
Formula Weight 154.2
Formulation A solution in methyl acetate
Purity >98%
Stability 6 months
Storage -80°C
Shipping Dry ice in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
CCCCCC(=O)​/C=C\C=O

Background Reading

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).

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).

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).

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).

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).

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).

Spiteller, P., Kern, W., Reiner, J., et al. Aldehydic lipid peroxidation products derived from linoleic acid. Biochim Biophys Acta 1531 188-208 (2001).

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).

Show all 8 Hide all but first 3

4-oxo-2-Nonenal is available in the following screening library:

Size Price Quantity Subtotal
500 µg $45.00 $0.00
1 mg $86.00 $0.00
5 mg $360.00 $0.00
10 mg $630.00 $0.00
Bulk Contact
Cart Total $0.00

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

Please contact our Sales Department for a quote or to purchase.

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.

Related Products

4-hydroxy Nonenal
4-hydroxy Nonenal Mercapturic Acid Exclusive
4-oxo 2-Nonenal-d3 Exclusive
trans-4,5-epoxy-2(E)-Decenal
Show all 4 Hide all but first 3

Downloads

Batch-specific Information

Login to access batch-specific information

Cayman Chemical is a manufacturer, supplier and vendor of biochemical reagents, assay kits, antibodies, and proteins.

Other Resources
Management Team Company Profile Company History ChemAssistant Tools FAQs Cayman Europe Cayman Pharma CaBRI Cayman Gear Press Releases Illustrations and Charts Key Research Area Posters Article Library Analysis Tools Conference Schedule Order Terms Browser Recommendation Privacy Statement Site Map

Cayman Chemical Company · 1180 East Ellsworth Road · Ann Arbor, Michigan 48108 · USA

Toll Free: (800) 364-9897 (USA and Canada Only) · Fax: (734) 971-3640

Copyright 2012 Cayman Chemical Company

Lost password?