Poloxime

CAS# 17302-61-3

Poloxime

Catalog No. BCC5307----Order now to get a substantial discount!

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Quality Control of Poloxime

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Chemical structure

Poloxime

3D structure

Chemical Properties of Poloxime

Cas No. 17302-61-3 SDF Download SDF
PubChem ID 75393 Appearance Powder
Formula C10H13NO2 M.Wt 179.22
Type of Compound N/A Storage Desiccate at -20°C
Synonyms 2-Isopropyl-5-methyl-4-nitrosophenol; 6-Nitrosothymol; Nitrosothymol; P-Nitrosothymol;
Solubility DMSO : ≥ 100 mg/mL (557.97 mM)
H2O : < 0.1 mg/mL (insoluble)
*"≥" means soluble, but saturation unknown.
Chemical Name 5-methyl-4-nitroso-2-propan-2-ylphenol
SMILES CC1=C(C=C(C(=C1)O)C(C)C)N=O
Standard InChIKey YQVCMSSJMLGWAM-UHFFFAOYSA-N
Standard InChI InChI=1S/C10H13NO2/c1-6(2)8-5-9(11-13)7(3)4-10(8)12/h4-6,12H,1-3H3
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Poloxime Dilution Calculator

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Poloxime Molarity Calculator

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Preparing Stock Solutions of Poloxime

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.5797 mL 27.8987 mL 55.7973 mL 111.5947 mL 139.4934 mL
5 mM 1.1159 mL 5.5797 mL 11.1595 mL 22.3189 mL 27.8987 mL
10 mM 0.558 mL 2.7899 mL 5.5797 mL 11.1595 mL 13.9493 mL
50 mM 0.1116 mL 0.558 mL 1.1159 mL 2.2319 mL 2.7899 mL
100 mM 0.0558 mL 0.279 mL 0.558 mL 1.1159 mL 1.3949 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Poloxime

Poloxime, a hydrolysis product of poloxin, is a non-ATP-competitive Plk1 inhibitor, with moderate Plk1 inhibitory activity.

In Vitro:Poloxime (100 μM) inhibits phosphopeptide binding to polo-box domain (PBD) of polo-like kinase 1 (Plk1)[2].

References:
[1]. Liu M, et al. Identification of indole-3-carboxylic acids as non-ATP-competitive Polo-like kinase 1 (Plk1) inhibitors. Bioorg Med Chem Lett. 2015 Feb 1;25(3):431-4. [2]. Yin Z, et al. Thymoquinone blocks pSer/pThr recognition by Plk1 Polo-box domain as a phosphate mimic. ACS Chem Biol. 2013 Feb 15;8(2):303-8.

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References on Poloxime

Thymoquinone blocks pSer/pThr recognition by Plk1 Polo-box domain as a phosphate mimic.[Pubmed:23135290]

ACS Chem Biol. 2013 Feb 15;8(2):303-8.

Phosphorylation-dependent protein-protein interaction has rarely been targeted in medicinal chemistry. Thymoquinone, a naturally occurring antitumor agent, disrupts prephosphorylated substrate recognition by the polo-box domain of polo-like kinase 1, a key mitotic regulator responsible for various carcinogenesis when overexpressed. Here, crystallographic studies reveal that the phosphoserine/phosphothreonine recognition site of the polo-box domain is the binding pocket for thymoquinone and its analogue Poloxime. Both small molecules displace phosphopeptides bound with the polo-box domain in a slow but noncovalent binding mode. A conserved water bridge and a cation-pi interaction were found as their competition strategy against the phosphate group. This mechanism sheds light on small-molecule intervention of phospho-recognition by the polo-box domain of polo-like kinase 1 and other phospho-binding proteins in general.

Description

Poloxime, a hydrolysis product of poloxin, is a non-ATP-competitive Plk1 inhibitor, with moderate Plk1 inhibitory activity.

Keywords:

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