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4-Oxo-4-(3-pyridyl)-butanal (CAS 76014-80-7)

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Alternate Names:
γ-Oxo-3-pyridinebutanal; 4-Oxo-1-(3-pyridyl)-1-butanone
Application:
4-Oxo-4-(3-pyridyl)-butanal is a NNK metabolite where NNK is a tobacco-specific nitrosamine
CAS Number:
76014-80-7
Molecular Weight:
163.18
Molecular Formula:
C9H9NO2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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An NNK metabolite where NNK is a tobacco-specific nitrosamine.


4-Oxo-4-(3-pyridyl)-butanal (CAS 76014-80-7) References

  1. Lack of correlation between DNA methylation and hepatocarcinogenesis in rats and hamsters treated with 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone.  |  Liu, L., et al. 1992. Carcinogenesis. 13: 2137-40. PMID: 1423885
  2. Modulation by glutathione of DNA strand breaks induced by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and its aldehyde metabolites in rat hepatocytes.  |  Demkowicz-Dobrzanski, K. and Castonguay, A. 1992. Carcinogenesis. 13: 1447-54. PMID: 1499096
  3. Investigation of the reaction of myosmine with sodium nitrite in vitro and in rats.  |  Hecht, SS., et al. 2007. Chem Res Toxicol. 20: 543-9. PMID: 17291014
  4. Comparison of DNA alkali-labile sites induced by 4-(methylnitrosamino)-1(3-pyridyl)-1-butanone and 4-oxo-4-(3-pyridyl)butanal in rat hepatocytes.  |  Demkowicz-Dobrzanski, K. and Castonguay, A. 1991. Carcinogenesis. 12: 2135-40. PMID: 1934300
  5. A Cyp2a polymorphism predicts susceptibility to NNK-induced lung tumorigenesis in mice.  |  Hollander, MC., et al. 2011. Carcinogenesis. 32: 1279-84. PMID: 21625009
  6. Cytotoxicity, sister-chromatid exchanges and DNA single-strand breaks induced by 4-oxo-4-(3-pyridyl)butanal, a metabolite of a tobacco-specific N-nitrosamine.  |  Alaoui-Jamali, MA., et al. 1990. Mutat Res. 240: 25-33. PMID: 2294414
  7. Role of CYP2A13 in the bioactivation and lung tumorigenicity of the tobacco-specific lung procarcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone: in vivo studies using a CYP2A13-humanized mouse model.  |  Megaraj, V., et al. 2014. Carcinogenesis. 35: 131-7. PMID: 23917075
  8. Metabolites of Tobacco- and E-Cigarette-Related Nitrosamines Can Drive Cu2+-Mediated DNA Oxidation.  |  Kankanamage, RNT., et al. 2020. Chem Res Toxicol. 33: 2072-2086. PMID: 32672941
  9. Identification of Formaldehyde-Induced DNA-RNA Cross-Links in the A/J Mouse Lung Tumorigenesis Model.  |  Dator, RP., et al. 2022. Chem Res Toxicol. 35: 2025-2036. PMID: 36356054
  10. Simultaneous solid-phase extraction and gas chromatographic-mass spectrometric determination of hemoglobin adducts from tobacco-specific nitrosamines and aromatic amines.  |  Kutzer, C., et al. 1997. J Chromatogr Sci. 35: 1-6. PMID: 8989869

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

4-Oxo-4-(3-pyridyl)-butanal, 25 mg

sc-210139
25 mg
$2327.00

4-Oxo-4-(3-pyridyl)-butanal, 50 mg

sc-210139A
50 mg
$4500.00

4-Oxo-4-(3-pyridyl)-butanal, 100 mg

sc-210139B
100 mg
$8000.00

4-Oxo-4-(3-pyridyl)-butanal, 1 g

sc-210139C
1 g
$24000.00

4-Oxo-4-(3-pyridyl)-butanal, 5 g

sc-210139D
5 g
$39500.00