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4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone
本产品不向个人销售,仅用作科学研究,不用于任何人体实验及非科研性质的动物实验。
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone图片
CAS NO:64091-91-4
包装与价格:
包装价格(元)
5mg电议
10mg电议
25mg电议

产品介绍
A tobacco-specific nitrosamine carcinogen
Cas No.64091-91-4
别名4-甲基亚硝胺基-1-3-吡啶基-1-丁酮(NNK),NNK
化学名4-(methylnitrosoamino)-1-(3-pyridinyl)-1-butanone
Canonical SMILESO=C(CCCN(C)N=O)C1=CC=CN=C1
分子式C10H13N3O2
分子量207.2
溶解度DMF: 30 mg/ml, DMSO: 25 mg/ml, Ethanol: 25 mg/ml,
储存条件Store at -20°C
General tipsFor obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.
Shipping ConditionEvaluation sample solution : ship with blue ice
All other available size: ship with RT , or blue ice upon request
产品描述

4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) is a tobacco-specific nitrosamine carcinogen.1Reactive 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 genesChd13,Prdm2, andRunx3in lung tissue within three days.2It induces tumor formation preferentially in the lungviavarious routes of administration in animal models.3NNK induces adenomas and adenocarcinomas, which are present after 16 and 50 weeks, respectively, in mouse lung when administered at a single dose of 10 &#181mol/animal. Lifetime administration of NNK (63.5 mg/animal) to rats results in a 90% incidence of lung tumors.4

1.Carlson, E.S., Upadhyaya, P., Villalta, P.W., et al.Analysis and identification of 2’-deoxyadenosine-derived adducts in lung and lover DNA of F-344 rats treated with the tobacco-specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and enantiomers of its metabolite 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanolChem. Res. Toxicol.31(5)358-370(2018) 2.Jin, H., Chen, J.X., Wang, H., et al.NNK-induced DNA methyltransferase 1 in lung tumorigenesis in A/J mice and inhibitory effects of (-)-epigallocatechin-3-gallateNutr. Cancer67(1)167-176(2016) 3.Hecht, S.S.Biochemistry, biology, and carcinogenicity of tobacco-specific N-nitrosaminesChem. Res. Toxicol.11(6)559-603(1998) 4.Rivenson, A., Hoffmann, D., Prokopczyk, B., et al.Induction of lung and exocrine pancreas tumors in F344 rats by tobacco-specific and Areca-derived N-nitrosaminesCancer Res.48(23)6912-6917(1988)