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Description: Epac inhibitor
Chemical Name: α-[(2-(3-Chlorophenyl)hydrazinylidene]-5-(1,1-dimethylethyl)-β-oxo-3-isoxazolepropanenitrile
Purity: ≥98% (HPLC)
Biological Activity for ESI 09
ESI 09 is an EPAC inhibitor. Inhibits EPAC-mediated insulin release from pancreatic β cells. Selective for EPAC over PKA. ESI 09 decreases migration and invasion of AsPc-1 and PANC-1 pancreatic cancer cells in vitro.
Compound Libraries for ESI 09
ESI 09 is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.
Technical Data for ESI 09
| M. Wt | 330.77 |
| Formula | C16H15ClN4O2 |
| Storage | Store at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 263707-16-0 |
| PubChem ID | 6077765 |
| InChI Key | DXEATJQGQHDURZ-DEDYPNTBSA-N |
| Smiles | CC(C)(C)C1=CC(C(/C(C#N)=N/NC2=CC=CC(Cl)=C2)=O)=NO1 |
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 ESI 09
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 33.08 | 100 | |
| ethanol | 6.62 | 20 |
Preparing Stock Solutions for ESI 09
The following data is based on the product molecular weight 330.77. 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 | 3.02 mL | 15.12 mL | 30.23 mL |
| 5 mM | 0.6 mL | 3.02 mL | 6.05 mL |
| 10 mM | 0.3 mL | 1.51 mL | 3.02 mL |
| 50 mM | 0.06 mL | 0.3 mL | 0.6 mL |
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Product Datasheets for ESI 09
References for ESI 09
References are publications that support the biological activity of the product.
Almahariq et al (2013) A novel EPAC-specific inhibitor suppresses pancreatic cancer cell migration and invasion. Mol.Pharmacol. 83 122 PMID: 23066090
If you know of a relevant reference for ESI 09, please let us know.
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Keywords: ESI 09, ESI 09 supplier, ESI09, EPAC, exchange, proteins, inhibitors, inhibits, GTPases, Rap, guanine, nucleotide, factor, cAMP, GEFI, 4773, Tocris Bioscience
13 Citations for ESI 09
Citations are publications that use Tocris products. Selected citations for ESI 09 include:
Jeremy F et al (2019) Omega-3 Fatty Acids Activate Ciliary FFAR4 to Control Adipogenesis. Cell 179 1289-1305.e21 PMID: 31761534
Siddharth et al (2019) Elevated glucose concentration in culture media decreases membrane trafficking of SGLT2 in LLC-PK1 cells via a cAMP/PKA-dependent pathway. Am J Physiol Cell Physiol 316 C913-C924 PMID: 30943059
Diana J et al (2019) Phospho-substrate profiling of Epac-dependent protein kinase C activity. Mol Cell Biochem 456 167-178 PMID: 30739223
Caglar et al (2019) Adenosine Receptor Signaling Targets Both PKA and Epac Pathways to Polarize Dendritic Cells to a Suppressive Phenotype. J Immunol 203 3247-3255 PMID: 31722989
Wang et al (2015) A pivotal role of FOS-mediated BECN1/Beclin 1 upregulation in DA D2 and D3 receptor agonist-induced autophagy activation. EMBO Mol Med 11 2057 PMID: 26649942
Chris et al (2020) Neuronal hyperexcitability is a DLK-dependent trigger of herpes simplex virus reactivation that can be induced by IL-1. Elife 9 PMID: 33350386
Alyson E et al (2020) Polypharmacological Perturbation of the 14-3-3 Adaptor Protein Interactome Stimulates Neurite Outgrowth. Cell Chem Biol 27 657-667.e6 PMID: 32220335
Cheng-Mao et al (2018) The EPAC-Rap1 pathway prevents and reverses cytokine-induced retinal vascular permeability. J Biol Chem 293 717-730 PMID: 29158262
Perkins et al (2018) Autocrine-paracrine prostaglandin E2 signaling restricts TLR4 internalization and TRIF signaling. Nat.Immunol. 19 1309 PMID: 30397349
Derek C et al (2021) Regulation of Mitochondrial Function by Epac2 Contributes to Acute Inflammatory Hyperalgesia. J Neurosci 41 2883-2898 PMID: 33593853
Ginam et al (2021) β2-adrenergic receptor regulates ER-mitochondria contacts. Sci Rep 11 21477 PMID: 34728663
Drelich et al (2018) Exchange Protein Directly Activated by cAMP Modulates Ebola Virus Uptake into Vascular Endothelial Cells. Viruses 10 PMID: 30332733
Guichard et al (2017) Anthrax edema toxin disrupts distinct steps in Rab11-dependent junctional transport. PLoS Pathog 13 e1006603 PMID: 28945820
Do you know of a great paper that uses ESI 09 from Tocris? Please let us know.
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