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  4. NNK

NNK is a nicotine-nitrosated derivative. NNK simultaneously stimulates Bcl2 phosphorylation exclusively at Ser70 and c-Myc at Thr58 and Ser62 through activation of both ERK1/2 and PKCα. NNK induces survival and proliferation of human lung cancer cells. NNK can be used for lung cancer mice model structure.

For research use only. We do not sell to patients.

NNK Chemical Structure

NNK Chemical Structure

CAS No. : 64091-91-4

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10 mM * 1 mL in DMSO
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Customer Review

Based on 1 publication(s) in Google Scholar

Other Forms of NNK:

Top Publications Citing Use of Products

1 Publications Citing Use of MCE NNK

  • Biological Activity

  • Purity & Documentation

  • References

  • Customer Review

Description

NNK is a nicotine-nitrosated derivative. NNK simultaneously stimulates Bcl2 phosphorylation exclusively at Ser70 and c-Myc at Thr58 and Ser62 through activation of both ERK1/2 and PKCα[1]. NNK induces survival and proliferation of human lung cancer cells. NNK can be used for lung cancer mice model structure[2].

IC50 & Target

ERK1, ERK2, PKCα, Bcl2, c-Myc [1]

In Vitro

NNK (100 pM; 0-60 min) stimulates activation of PKCα and MAPKs ERK1/2 that directly induce c-Myc phosphorylation[1].
NNK (100 pM; 96 hours) enhances proliferation of cells expressing WT but not AA c-Myc mutant[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Western Blot Analysis

Cell Line: NCI-H82 cells[1]
Concentration: 100 pM
Incubation Time: 0-60 min
Result: Stimulated activation of PKCα and MAPKs ERK1/2 that directly induced c-Myc phosphorylation.

Apoptosis Analysis

Cell Line: H1299 lung cancer cells[1]
Concentration: 100 pM
Incubation Time: 96 hours
Result: Enhanced proliferation of cells expressing WT but not T58A/S62A c-Myc mutant.
In Vivo

NNK can be used in animal modeling to create lung tumor models. NNK is absorbed more rapidly from the duodenum than from the stomach in mice and is metabolized in both tissues. Alpha-carbon hydroxylation, which activates NNK, and pyridine N-oxidation, which inactivates NNK, occur more extensively in the duodenum than in the stomach. The rate of carbonyl reduction of NNK in the duodenum is ten times higher[2][4].

1. Induction of lung tumor[2][4]
Background
NNK can induce gene mutations and chromosome instability, and it can also promote the development of lung cancer by activating the α7 nicotinic acetylcholine receptor/extracellular signal-regulated kinase/protein contact 1 pathway[3].
Specific Mmodeling Methods
Mice: A/J • female • 6-7 weeks old
Administration: 3.1 mg or 9-9.4 mg (62.4 μg/mL) • add to drinking water
Mice: A/J
Administration: 100 mg/kg in 0.1 mL PBS • i.p. • three doses of NNK on three alternate days
Note
(1) Dissolve NNK in tap water with an initial concentration of 62.4 μg/mL, and then adjust for each cage based on water consumption.
(2) After 16 weeks of treatment with the carcinogens, all the mice were dissected, and their lungs and major organs were fixed in Tellyesniczky for 7 days, then the number of surface adenomas was counted under a dissection microscope.
Modeling Indicators
Phenotypic observation: Increased the number of lung tumors in each mouse's body.
Correlated Product(s): /
Opposite Product(s): Ellagic acid (HY-B0183); Sulindac (HY-B0008)

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Clinical Trial
Molecular Weight

207.23

Formula

C10H13N3O2

CAS No.
Appearance

Solid

Color

White to light yellow

SMILES

O=C(C1=CC=CN=C1)CCCN(C)N=O

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage
Powder -20°C 3 years
In solvent -80°C 6 months
-20°C 1 month
Solvent & Solubility
In Vitro: 

DMSO : ≥ 62.5 mg/mL (301.60 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

*"≥" means soluble, but saturation unknown.

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 4.8256 mL 24.1278 mL 48.2556 mL
5 mM 0.9651 mL 4.8256 mL 9.6511 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

  • Molarity Calculator

  • Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass
=
Concentration
×
Volume
×
Molecular Weight *

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Concentration (start)

C1

×
Volume (start)

V1

=
Concentration (final)

C2

×
Volume (final)

V2

In Vivo:

For the following dissolution methods, please prepare the working solution directly. It is recommended to prepare fresh solutions and use them promptly within a short period of time.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

  • Protocol 1

    Add each solvent one by one:  1% CMC-Na/saline water

    Solubility: 3.33 mg/mL (16.07 mM); Clear solution; Need ultrasonic and warming and heat to 50°C

In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

g

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Calculation results:
Working solution concentration: mg/mL
Purity & Documentation

Purity: 99.98%

References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 4.8256 mL 24.1278 mL 48.2556 mL 120.6389 mL
5 mM 0.9651 mL 4.8256 mL 9.6511 mL 24.1278 mL
10 mM 0.4826 mL 2.4128 mL 4.8256 mL 12.0639 mL
15 mM 0.3217 mL 1.6085 mL 3.2170 mL 8.0426 mL
20 mM 0.2413 mL 1.2064 mL 2.4128 mL 6.0319 mL
25 mM 0.1930 mL 0.9651 mL 1.9302 mL 4.8256 mL
30 mM 0.1609 mL 0.8043 mL 1.6085 mL 4.0213 mL
40 mM 0.1206 mL 0.6032 mL 1.2064 mL 3.0160 mL
50 mM 0.0965 mL 0.4826 mL 0.9651 mL 2.4128 mL
60 mM 0.0804 mL 0.4021 mL 0.8043 mL 2.0106 mL
80 mM 0.0603 mL 0.3016 mL 0.6032 mL 1.5080 mL
100 mM 0.0483 mL 0.2413 mL 0.4826 mL 1.2064 mL
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Help & FAQs
  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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NNK
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