360A iodide

G-quadruplex structures inhibitor CAS# 737763-37-0

360A iodide

2D Structure

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360A iodide: 5mg $253 In Stock
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3D structure

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360A iodide

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Chemical Properties of 360A iodide

Cas No. 737763-37-0 SDF Download SDF
PubChem ID 78357792 Appearance Powder
Formula C27H23I2N5O2 M.Wt 703.31
Type of Compound N/A Storage Desiccate at -20°C
Synonyms 360 A iodide
Solubility DMSO : 2 mg/mL (2.84 mM; Need ultrasonic)
Chemical Name 2-N,6-N-bis(1-methylquinolin-1-ium-3-yl)pyridine-2,6-dicarboxamide;diiodide
SMILES C[N+]1=CC(=CC2=CC=CC=C21)NC(=O)C3=NC(=CC=C3)C(=O)NC4=CC5=CC=CC=C5[N+](=C4)C.[I-].[I-]
Standard InChIKey CYDYPTJPHHNFEL-UHFFFAOYSA-N
Standard InChI InChI=1S/C27H21N5O2.2HI/c1-31-16-20(14-18-8-3-5-12-24(18)31)28-26(33)22-10-7-11-23(30-22)27(34)29-21-15-19-9-4-6-13-25(19)32(2)17-21;;/h3-17H,1-2H3;2*1H
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.

Biological Activity of 360A iodide

Description360A iodide is a selective stabilizer of G-quadruplex, and also inhibits telomerase activity with an IC50 of 300 nM for telomerase in TRAP-G4 assay.In Vitro:360A iodide inhibits telomerase activity and stabilizes G-quadruplex, with an IC50 of 300 nM for telomerase in TRAP-G4 assay. 360A reduces the viability of glioma cell lines, such as T98G, CB193, U118-MG, SAOS-2 and Primary astrocytes, with IC50s of 4.8 ± 1.1 μM, 3.9 ± 0.4 μM, 8.4 ± 0.5 μM, >15 μM and 17.4 ± 1.2 μM, respectively[1]. 360A causes Rad51-dependent telomere aberrations preferentially involving the lagging strand telomeres, including telomere losses or telomere doublets, and induces DNA-PKcs-dependent sister telomere fusions[2].

References:
[1]. Pennarun G, et al. Apoptosis related to telomere instability and cell cycle alterations in human glioma cells treated by new highly selective G-quadruplex ligands. Oncogene. 2005 Apr 21;24(18):2917-28. [2]. Gauthier LR, et al. Rad51 and DNA-PKcs are involved in the generation of specific telomere aberrations induced by the quadruplex ligand 360A that impair mitotic cell progression and lead to cell death. Cell Mol Life Sci. 2012 Feb;69(4):629-40.

Protocol

Cell Assay [1]
The cell proliferation reagent WST-1 assay is performed. In brief, cells are seeded at various densities, depending on cell type (0.25-4 × 103 cells/well in 100 μL complete medium), in 96-well culture plates and treated with various concentrations (0.1-20 μM) of 360A or the corresponding concentrations of DMSO (control wells) for 3 or 7 days at 37°C in an atmosphere containing 5% CO2. For 7-day assays, the medium is changed on day 3. Experiments are performed in triplicate[1]. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

References:
[1]. Pennarun G, et al. Apoptosis related to telomere instability and cell cycle alterations in human glioma cells treated by new highly selective G-quadruplex ligands. Oncogene. 2005 Apr 21;24(18):2917-28. [2]. Gauthier LR, et al. Rad51 and DNA-PKcs are involved in the generation of specific telomere aberrations induced by the quadruplex ligand 360A that impair mitotic cell progression and lead to cell death. Cell Mol Life Sci. 2012 Feb;69(4):629-40.

360A iodide Dilution Calculator

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360A iodide Molarity Calculator

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Preparing Stock Solutions of 360A iodide

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.4218 mL 7.1092 mL 14.2185 mL 28.437 mL 35.5462 mL
5 mM 0.2844 mL 1.4218 mL 2.8437 mL 5.6874 mL 7.1092 mL
10 mM 0.1422 mL 0.7109 mL 1.4218 mL 2.8437 mL 3.5546 mL
50 mM 0.0284 mL 0.1422 mL 0.2844 mL 0.5687 mL 0.7109 mL
100 mM 0.0142 mL 0.0711 mL 0.1422 mL 0.2844 mL 0.3555 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 360A iodide

Description: IC50 Value: N/A 360A is a 2,6-pyridine-dicarboxamide derivative displaying strong affinity and selectivity for G-quadruplex structures and selective telomerase inhibition in vitro assays. 360A is a G-quadruplex ligand, which can influence the consequence of G-quadruplex formation and/or stabilization. in vitro: We found a S-phase accumulation in ATM-proficient, but not in ATM-deficient EBV-lymphocytes treated with 360A before induction of cell death. However, ATM status did not modify cell cycle distribution in 360A-treated SV40-fibroblasts and HeLa cells compared to DMSO treated controls [1]. DNA-PKcs-dependent NHEJ was responsible for sister telomere fusions as a direct consequence of G-quadruplex formation and/or stabilization induced by 360A on parental telomere G strands. NHEJ and HR activation at telomeres altered mitotic progression in treated cells [2]. This compound was shown to display a potent affinity and selectivity for telomeric G-quadruplex DNA over duplex DNA and to induce delayed growth inhibition in HT1080 tumor cell line [3]. in vivo: N/A Toxicity: N/A Clinical trial: N/A

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Description

360A iodide is a selective stabilizer of G-quadruplex, and also inhibits telomerase activity with an IC50 of 300 nM for telomerase in TRAP-G4 assay.

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