Molecular structure of 8-Chloroadenosine, CAS Number: 34408-14-5
8-Chloroadenosine (CAS 34408-14-5)
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Application:
8-Chloroadenosine is a cytotoxic metabolite of 8-Cl-cAMP
CAS Number:
34408-14-5
Molecular Weight:
301.7
Molecular Formula:
C10H12ClN5O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
8-Chloroadenosine (8-Cl-Ado) is a cytotoxic metabolite of 8-Cl-cAMP. It is a powerful inhibitor of adenosine deaminase (ADA), an enzyme involved in the catabolism of adenosine. 8-Chloroadenosine is widely used in scientific research due to its ability to modulate cellular responses to various stimuli therefore, it is useful to study the physiology of cells. In addition, it is employed in vitro to investigate the effects of drugs on cells, to study the metabolism of drugs, and to study the effects of drugs on enzymes. 8-Chloroadenosine may act to modulate the activity of G-protein coupled receptors, adenylyl cyclase, phospholipase C, and protein kinase C, as well as increase the expression of cyclooxygenase-2.
8-Chloroadenosine (CAS 34408-14-5) References
- Synthesis and hybridization properties of RNA containing 8-chloroadenosine. | Chen, LS. and Sheppard, TL. 2002. Nucleosides Nucleotides Nucleic Acids. 21: 599-617. PMID: 12484453
- 8-chloroadenosine induced HL-60 cell growth inhibition, differentiation, and G(0)/G(1) arrest involves attenuated cyclin D1 and telomerase and up-regulated p21(WAF1/CIP1). | Zhu, B., et al. 2006. J Cell Biochem. 97: 166-77. PMID: 16173047
- Growth inhibition of human glioma cells induced by 8-chloroadenosine, an active metabolite of 8-chloro cyclic adenosine 3':5'-monophosphate. | Langeveld, CH., et al. 1992. Cancer Res. 52: 3994-9. PMID: 1617676
- Preclinical activity of 8-chloroadenosine with mantle cell lymphoma: roles of energy depletion and inhibition of DNA and RNA synthesis. | Dennison, JB., et al. 2009. Br J Haematol. 147: 297-307. PMID: 19709085
- Intracellular succinylation of 8-chloroadenosine and its effect on fumarate levels. | Dennison, JB., et al. 2010. J Biol Chem. 285: 8022-30. PMID: 20064937
- Regioselective enzymatic undecylenoylation of 8-chloroadenosine and its analogs with biomass-based 2-methyltetrahydrofuran as solvent. | Gao, WL., et al. 2012. Bioresour Technol. 118: 82-8. PMID: 22705510
- Site-selective cyclic AMP analogs as new biological tools in growth control, differentiation, and proto-oncogene regulation. | Cho-Chung, YS., et al. 1989. Cancer Invest. 7: 161-77. PMID: 2551468
- 8-Chloroadenosine Sensitivity in Renal Cell Carcinoma Is Associated with AMPK Activation and mTOR Pathway Inhibition. | Kearney, AY., et al. 2015. PLoS One. 10: e0135962. PMID: 26313261
- 8-Chloroadenosine induces apoptosis in human coronary artery endothelial cells through the activation of the unfolded protein response. | Tang, V., et al. 2019. Redox Biol. 26: 101274. PMID: 31307008
- 8-Chloroadenosine Alters the Metabolic Profile and Downregulates Antioxidant and DNA Damage Repair Pathways in Macrophages. | Macer-Wright, JL., et al. 2020. Chem Res Toxicol. 33: 402-413. PMID: 31778309
- Targeting the metabolic vulnerability of acute myeloid leukemia blasts with a combination of venetoclax and 8-chloro-adenosine. | Buettner, R., et al. 2021. J Hematol Oncol. 14: 70. PMID: 33902674
- 8-azaadenosine and 8-chloroadenosine are not selective inhibitors of ADAR. | Cottrell, KA., et al. 2021. Cancer Res Commun. 1: 56-64. PMID: 35586115
- 8-Chloroadenosine mediates 8-chloro-cyclic AMP-induced down-regulation of cyclic AMP-dependent protein kinase in normal and neoplastic mouse lung epithelial cells by a cyclic AMP-independent mechanism. | Lange-Carter, CA., et al. 1993. Cancer Res. 53: 393-400. PMID: 8380255
Inhibitor of:
Ime2.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
8-Chloroadenosine, 1 mg | sc-202436 | 1 mg | $92.00 | |||
8-Chloroadenosine, 5 mg | sc-202436A | 5 mg | $306.00 |