NNK

SKU: orb1306625

Description

NNK, a nitrosamine derived from nicotine, is a research chemical used to model lung carcinogenesis. It promotes proliferation and survival in human lung cancer cells by activating ERK1/2, PKCα, and key targets like Bcl-2 and c-Myc. This compound is widely employed in both in vitro studies and for establishing mouse models of lung cancer.

Research Area

Metabolism Research

Key Properties

• CAS Number: 64091-91-4
• MW: 207.23
• Purity: 99.92%
• Formula: C₁₀H₁₃N₃O₂
• SMILES: CN(CCCC(=O)c1cccnc1)N=O
• Target: Lipoxygenase
• Solubility: DMSO:247.5 mg/mL (1194.33 mM);10% DMSO+40% PEG300+5% Tween 80+45% Saline:20 mg/mL (96.51 mM)

Bioactivity

• In Vivo:
  METHODS: Female A/J mice (7 weeks old) were treated with eight consecutive doses of NNK (3 μmol per week) by intragastric gavage (i.g.) or intraperitoneal injection, and the carcinogenesis of the mice was observed. RESULTS After 26 weeks, all mice developed lung adenomas. METHODS: F344 rats were administered subcutaneously three times a week for 20 weeks with a total dose of 702 mg. The carcinogenesis of the mice was observed after 12 months. RESULTS 67% of the rats developed lung cancer.
• In Vitro:
  METHODS: CL1.0 cells were seeded in 96-well plates and treated with 0, 3 or 10 nM NNK for 24 h, followed by MTT to measure cell viability. Cells treated with 0 or 10 nM NNK for 24 h were collected and analyzed by RT-PCR. The expression of α3, α4, α5 and α7 was detected. GAPDH was used as internal control. Cells were also preincubated with -bungarotoxin (Bun, 10 nM) for 2 h and then stimulated with NNK (+, 10 nM) without (−) for 24 h. Study contactin-1 protein levels and mRNA expression. RESULTS NNK increased contactin-1 protein levels and up-regulated contactin-1 mRNA in a dose-dependent manner, indicating that NNK may directly stimulate gene transcription and cause CL1.0 cells to exhibit weaker toxic effects.

Storage & Handling

• Storage: store at low temperature | Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

Endogenous Metabolite, Cell proliferation, c-Myc, Bcl2, Nicotine-derived nitrosamine ketone, Nicotine-nitrosated derivative, NNK, Lung cancer, inhibit, Inhibitor, LOX, Phosphorylation

Compound Identifiers

PubChem CID

47289