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Submit Review8-Chloroadenosine
Description: Cytotoxic nucleoside analog; inhibits RNA synthesis
Chemical Name: 6-Amino-8-chloropurine riboside
Purity: ≥98% (HPLC)
Biological Activity for 8-Chloroadenosine
8-Chloroadenosine is a nucleoside analog; metabolized in vivo to 8-Chloro-ATP. Incorporates into RNA during transcription and inhibits RNA synthesis. Exhibits cytotoxicity in MM.1S, RPMI-8226 and U266 cancer cell lines; induces G2/M cell cycle arrest and mitotic catastrophe in A549 and H1299 cells.
Technical Data for 8-Chloroadenosine
| M. Wt | 301.69 |
| Formula | C10H12ClN5O4 |
| Storage | Store at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 34408-14-5 |
| PubChem ID | 90488943 |
| InChI Key | MHDPPLULTMGBSI-LZGMGDPASA-N |
| Smiles | O[C@@H]1[C@@H](CO)OC(N3C2=NC=NC(N)=C2N=C3Cl)[C@@H]1O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for 8-Chloroadenosine
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 6.03 | 20 with gentle warming | |
| DMSO | 30.17 | 100 |
Preparing Stock Solutions for 8-Chloroadenosine
The following data is based on the product molecular weight 301.69. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 3.31 mL | 16.57 mL | 33.15 mL |
| 5 mM | 0.66 mL | 3.31 mL | 6.63 mL |
| 10 mM | 0.33 mL | 1.66 mL | 3.31 mL |
| 50 mM | 0.07 mL | 0.33 mL | 0.66 mL |
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Product Datasheets for 8-Chloroadenosine
References for 8-Chloroadenosine
References are publications that support the biological activity of the product.
Zhang et al (2004) Exposure of human lung cancer cells to 8-chloro-adenosine induces G2/M arrest and mitotic catastrophe. Neoplasia 6 802 PMID: 15720807
Gu et al (2006) 8-Chloro-adenosine inhibits growth at least partly by interfering with actin polymerization in cultured human lung cancer cells Biochem.Pharmacol. 72 541 PMID: 16844099
Cervantes-Gomez et al (2011) ATP analog enhances the actions of a heat shock protein 90 inhibitor in multiple myeloma cells. J.Pharmacol.Exp.Ther. 339 545 PMID: 21821695
If you know of a relevant reference for 8-Chloroadenosine, please let us know.
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1 Citation for 8-Chloroadenosine
Citations are publications that use Tocris products. Selected citations for 8-Chloroadenosine include:
Kearney et al (2015) 8-Chloroadenosine Sensitivity in Renal Cell Carcinoma Is Associated with AMPK Activation and mTOR Pathway Inhibition. PLoS One 10 e0135962 PMID: 26313261
Do you know of a great paper that uses 8-Chloroadenosine from Tocris? Please let us know.
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