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Submit ReviewEHNA hydrochloride
Description: Adenosine deaminase inhibitor
Chemical Name: erythro-9-(2-Hydroxy-3-nonyl)adenine hydrochloride
Purity: ≥98% (HPLC)
Biological Activity for EHNA hydrochloride
EHNA hydrochloride is a selective inhibitor of cGMP-stimulated phosphodiesterase (PDE2) (IC50 = 0.8 - 4 μM). Also a potent inhibitor of adenosine deaminase. Suppresses spontaneous differentiation of human ESCs in feeder-free conditions. Also prevents directed neuronal differentiation.
Compound Libraries for EHNA hydrochloride
EHNA hydrochloride is also offered as part of the Tocriscreen Stem Cell Library. Find out more about compound libraries available from Tocris.
Technical Data for EHNA hydrochloride
| M. Wt | 313.83 |
| Formula | C14H23N5O.HCl |
| Storage | Store at RT |
| Purity | ≥98% (HPLC) |
| CAS Number | 58337-38-5 |
| PubChem ID | 11056106 |
| InChI Key | VVDXNJRUNJMYOZ-DHXVBOOMSA-N |
| Smiles | NC1=NC=NC2=C1N=CN2[C@@H](CCCCCC)[C@H](O)C.Cl |
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 EHNA hydrochloride
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 31.38 | 100 | |
| ethanol | 31.38 | 100 | |
| DMSO | 31.38 | 100 |
Preparing Stock Solutions for EHNA hydrochloride
The following data is based on the product molecular weight 313.83. 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 | 3.19 mL | 15.93 mL | 31.86 mL |
| 5 mM | 0.64 mL | 3.19 mL | 6.37 mL |
| 10 mM | 0.32 mL | 1.59 mL | 3.19 mL |
| 50 mM | 0.06 mL | 0.32 mL | 0.64 mL |
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Product Datasheets for EHNA hydrochloride
References for EHNA hydrochloride
References are publications that support the biological activity of the product.
Bessodes et al (1982) Effect of chirality in erythro-9-(2-hydroxy-3-nonyl) adenine (EHNA) on adenosine deaminase inhibition. Biochem.Pharmacol. 31 879 PMID: 7082355
Michie et al (1996) Rapid regulation of PDE-2 and PDE-4 cyclic AMP phosphodiesterase activity following ligation of the T-cell antigen receptor on thymocytes: analysis using the selective inhibitors erythro-9-(2-hydroxy-3-nonyl)-adenine (EHNA) and rolipram. Cell.Signal. 8 97 PMID: 8730511
Podzuweit et al (1995) Isozyme selective inhibition of cGMP-stimulated cyclic nucleotide phosphodiesterases by erythro-9-(2-hydroxy-3-nonyl)adenine. Cell.Signal. 7 733 PMID: 8519602
If you know of a relevant reference for EHNA hydrochloride, please let us know.
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Keywords: EHNA hydrochloride, EHNA hydrochloride supplier, PDE2, inhibitors, inhibits, adenosines, deaminases, Phosphodiesterases, Deaminases, Other, Adenosine, Stem, Cell, Proliferation, 1261, Tocris Bioscience
11 Citations for EHNA hydrochloride
Citations are publications that use Tocris products. Selected citations for EHNA hydrochloride include:
Lindquist (2012) Adenosine receptor activation is responsible for prolonged depression of synaptic transmission after spreading depolarization in brain slices. Neuroscience 223 365 PMID: 22864185
Yang et al (2010) Adenosine mediated desensitization of cAMP signaling enhances T-cell responses. Eur J Immunol 40 449 PMID: 19950175
Takahashi et al (2010) Adenosine and inosine release during hypoxia in the isolated spinal cord of neonatal rats. Br J Pharmacol 161 1806 PMID: 20735412
Yu et al (2016) Comprehensive Assessment of Oxidatively Induced Modifications of DNA in a Rat Model of Human Wilson's Disease. Mol Cell Proteomics 15 810 PMID: 26362317
Li et al (2015) Inhibition of adenosine deaminase (ADA)-mediated metabolism of cordycepin by natural substances. Am J Physiol Renal Physiol 3 e00121 PMID: 26038697
Davidson et al (2016) Alkaline Phosphatase, Soluble Extracellular Adenine Nucleotides, and Adenosine Production after Infant Cardiopulmonary Bypass PLoS One 11 e0158981 PMID: 27384524
Prakasam et al (2012) Modulation of bladder function by luminal adenosine turnover and A1 receptor activation. PLoS One 303 F279 PMID: 22552934
Xiao et al (2019) Physiology and effects of nucleosides in mice lacking all four adenosine receptors. PLoS Biol 17 e3000161 PMID: 30822301
Liu et al (2014) Detection of oxidation products of 5-methyl-2'-deoxycytidine in Arabidopsis DNA. Nat Neurosci 8 e84620 PMID: 24391970
Guerrero et al (2013) Induction of 8,5'-cyclo-2'-deoxyadenosine and 8,5'-cyclo-2'-deoxyguanosine in isolated DNA by Fenton-type reagents. Chem Res Toxicol 26 1361 PMID: 23961697
Uckert (2001) Characterization and functional relevance of cyclic nucleotide phosphodiesterase isoenzymes of the human prostate. J Urol 166 2484 PMID: 11696815
Do you know of a great paper that uses EHNA hydrochloride from Tocris? Please let us know.
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