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trans-2-Nonenal (CAS 18829-56-6)

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Alternate Names:
(E)-2-Nonenal
CAS Number:
18829-56-6
Purity:
97%
Molecular Weight:
140.22
Molecular Formula:
C9H16O
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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trans-2-Nonenal is a colorless, volatile liquid bearing a robust, pungent aroma. Its applications extend into the food industry, where it finds purpose as a flavoring agent, and the pharmaceutical sector, where it serves as a preservative. Notably, this compound has been established as an inhibitor of NADPH oxidase—an enzyme central to the generation of reactive oxygen species. Additionally, the influence of 2-Nonenal encompasses the activation of the transcription factor nuclear factor kappa B, a pivotal regulator steering the intricacies of inflammatory and immune responses.


trans-2-Nonenal (CAS 18829-56-6) References

  1. Structural characterization of an etheno-2'-deoxyguanosine adduct modified by tetrahydrofuran.  |  Loureiro, AP., et al. 2005. Chem Res Toxicol. 18: 290-9. PMID: 15720135
  2. Enzymatic hydrogenation of trans-2-nonenal in barley.  |  Hambraeus, G. and Nyberg, N. 2005. J Agric Food Chem. 53: 8714-21. PMID: 16248576
  3. Structural characteristics of a lipid peroxidation product, trans-2-nonenal, that favour inhibition of membrane-associated phosphotyrosine phosphatase activity.  |  Hernández-Hernández, A., et al. 2005. Biochim Biophys Acta. 1726: 317-25. PMID: 16269214
  4. The cytotoxic and genotoxic effects of conjugated trans-2-nonenal (T2N), an off-flavor compound in beer and heat processed food arising from lipid oxidation.  |  Dey, ES., et al. 2005. Pol J Microbiol. 54 Suppl: 47-52. PMID: 16457380
  5. Binding of flavor compounds and whey protein isolate as affected by heat and high pressure treatments.  |  Kühn, J., et al. 2008. J Agric Food Chem. 56: 10218-24. PMID: 18937489
  6. Lipid peroxidation generates body odor component trans-2-nonenal covalently bound to protein in vivo.  |  Ishino, K., et al. 2010. J Biol Chem. 285: 15302-15313. PMID: 20215107
  7. Reduction of Stale Aldehyde of Beer with Membrane Fraction of Acetic Acid Bacteria.  |  Nomura, Y., et al. 1998. Biosci Biotechnol Biochem. 62: 990-2. PMID: 27392590
  8. Effect of malondialdehyde modification on the binding of aroma compounds to soy protein isolates.  |  Wang, J., et al. 2018. Food Res Int. 105: 150-158. PMID: 29433202
  9. A Specific Nonenal-Binding Peptide, P4 Screened by Phage Display can Remove Trans-2-Nonenal.  |  Lee, S., et al. 2020. Mol Biotechnol. 62: 273-279. PMID: 32166528
  10. Removal of Trans-2-nonenal Using Hen Egg White Lysosomal-Related Enzymes.  |  Lee, S., et al. 2020. Mol Biotechnol. 62: 380-386. PMID: 32583365
  11. Effects of trans-2-nonenal and olfactory masking odorants on proliferation of human keratinocytes.  |  Nakanishi, S., et al. 2021. Biochem Biophys Res Commun. 548: 1-6. PMID: 33631667
  12. Synergistics of Carboxymethyl Chitosan and Mangosteen Extract as Enhancing Moisturizing, Antioxidant, Antibacterial, and Deodorizing Properties in Emulsion Cream.  |  Chaiwong, N., et al. 2022. Polymers (Basel). 14: PMID: 35012200
  13. Kukoamine B from Lycii Radicis Cortex Protects Human Keratinocyte HaCaT Cells through Covalent Modification by Trans-2-Nonenal.  |  Kim, HM., et al. 2022. Plants (Basel). 12: PMID: 36616291
  14. Contribution of peroxidation products to oxidative inactivation of rat liver microsomal glucose-6-phosphatase.  |  Ohyashiki, T., et al. 1995. J Biochem. 118: 508-14. PMID: 8690709
  15. Effects of nonanal, trans-2-nonenal and 4-hydroxy-2,3-trans-nonenal on cyclooxygenase and 12-lipoxygenase metabolism of arachidonic acid in rabbit platelets.  |  Sakuma, S., et al. 1997. J Pharm Pharmacol. 49: 150-3. PMID: 9055186

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

trans-2-Nonenal, 5 g

sc-229490
5 g
$65.00