A tobacco-specific nitrosamine carcinogen; metabolites induce DNA alkylation and methylation; increases the protein levels of DNMT1 in mouse bronchial epithelial cells within one day and increases hypermethylation of the tumor suppressor genes Chd13

4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone – 10 mg

Brand:
Cayman
CAS:
64091-91-4
Storage:
-20
UN-No:
De Minimis - 2811 / 6.1

4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) is a tobacco-specific nitrosamine carcinogen.{45973} Reactive metabolites of NNK alkylate DNA, forming pyridyloxobutyl (POB) and pyridylhydroxybutyl (PHB) adducts, and induce DNA methylation. NNK (100 mg/kg, single dose) increases the protein levels of DNA methyltransferase 1 (DNMT1) in mouse bronchial epithelial cells within one day and increases hypermethylation of the tumor suppressor genes Chd13, Prdm2, and Runx3 in lung tissue within three days.{45974} It induces tumor formation preferentially in the lung via various routes of administration in animal models.{45975} NNK induces adenomas and adenocarcinomas, which are present after 16 and 50 weeks, respectively, in mouse lung when administered at a single dose of 10 µmol/animal. Lifetime administration of NNK (63.5 mg/animal) to rats results in a 90% incidence of lung tumors.{45976}  

 

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Description

A tobacco-specific nitrosamine carcinogen; metabolites induce DNA alkylation and methylation; increases the protein levels of DNMT1 in mouse bronchial epithelial cells within one day and increases hypermethylation of the tumor suppressor genes Chd13, Prdm2, and Runx3 in lung tissue at a single dose of 100 mg/kg; NNK induces adenomas and adenocarcinomas, which are present after 16 and 50 weeks, respectively, in mouse lung following a single dose of 10 µmol/animal; lifetime administration results in a 90% lung tumor incidence in rats at 63.5 mg/animal

Formal name: 4-(methylnitrosoamino)-1-(3-pyridinyl)-1-butanone

Synonyms:  NNK

Molecular weight: 207.2

CAS: 64091-91-4

Purity: ≥98%

Formulation: A solid

Product Type|Biochemicals||Research Area|Cancer|DNA Damage and Repair||Research Area|Epigenetics, Transcription, & Translation|Writers|DNA/RNA Methylation||Research Area|Toxicology

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