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Submit ReviewA23187, free acid
Description: Calcium ionophore
Alternative Names: Calcimycin
Chemical Name: 5-(Methylamino)-2-[[2R,3R,6S,8S,9R,11R)-3,9,11-trimethyl-8-[(1S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)-ethyl]-1,7-dioxaspiro[5.5]undec-2-yl]methyl]-4-benzoxazolecarboxylic acid
Purity: ≥98% (HPLC)
Biological Activity for A23187, free acid
A23187, free acid is a calcium ionophore that induces Ca2+-dependent cell death by increasing intracellular calcium concentration. Promotes intracelllular ROS generation and platelet particle formation (fragmentation) in vitro and in vivo. Can be used to induce autophagy in mammalian cells.
Technical Data for A23187, free acid
| M. Wt | 523.63 |
| Formula | C29H37N3O6 |
| Storage | Store at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 52665-69-7 |
| PubChem ID | 11957499 |
| InChI Key | HIYAVKIYRIFSCZ-CYEMHPAKSA-N |
| Smiles | [H][C@@]1([C@H](C)C(C5=CC=CN5)=O)[C@H](C)C[C@@H](C)[C@@]2(O[C@H](CC3=NC(C(C(O)=O)=C(NC)C=C4)=C4O3)[C@H](C)CC2)O1 |
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 A23187, free acid
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 2.62 | 5 |
Preparing Stock Solutions for A23187, free acid
The following data is based on the product molecular weight 523.63. 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 |
|---|---|---|---|
| 0.05 mM | 38.19 mL | 190.97 mL | 381.95 mL |
| 0.25 mM | 7.64 mL | 38.19 mL | 76.39 mL |
| 0.5 mM | 3.82 mL | 19.1 mL | 38.19 mL |
| 2.5 mM | 0.76 mL | 3.82 mL | 7.64 mL |
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Product Datasheets for A23187, free acid
References for A23187, free acid
References are publications that support the biological activity of the product.
Kajitani et al (2007) Mechanism of A23187-induced apoptosis in HL-60 cells: dependency on mitochondrial permeability transition but not NADPH oxidase. Biosci.Biotechnol.Bichem. 71 2701 PMID: 7535265
Nardi et al (2007) Platelet particle formation by anti-GPIIIa49-66 Ab, Ca2+ ionophore A23187, and phorbol myristate acetate is induced by reactive oxygen species and inhibited by dexameth. blockade of platelet phospholipase A2, 12-lipoxygenase, and Blood 110 1989 PMID: 17545506
Sakanashi et al (2009) Zn2+, derived from cell preparation, partly attenuates Ca2+-dependent cell death induced by A23187, calcium ionophore, in rat thymocytes. Toxicol.In Vitro 23 338 PMID: 19124067
Ding et al (2007) Differential effects of endoplasmic reticulum stress-induced autophagy on cell survival. J.Biol.Chem. 282 4702 PMID: 17135238
If you know of a relevant reference for A23187, free acid, please let us know.
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Keywords: A23187, free acid, A23187, free acid supplier, Calcium, ionophore, Ca2+, Ionophore, Signaling, Signalling, Agents, General, antibiotics, Calcimycin, Ionophores, Antibiotics, Autophagy, 1234, Tocris Bioscience
11 Citations for A23187, free acid
Citations are publications that use Tocris products. Selected citations for A23187, free acid include:
Hou et al (2016) Necrotic pyknosis is a morphologically and biochemically distinct event from apoptotic pyknosis. J Cell Sci 129 3084 PMID: 27358477
Cheang et al (2011) Endothelial nitric oxide synthase enhancer reduces oxidative stress and restores endothelial function in db/db mice. Cell Death Dis 92 267 PMID: 21875904
Cahalan et al (2015) Piezo1 links mechanical forces to red blood cell volume. Cardiovasc Res 4 PMID: 26001274
Wajih et al (2017) Potential therapeutic action of nitrite in sickle cell disease. Redox Biol 12 1026 PMID: 28511346
Arozarena et al (2011) Oncogenic BRAF induces melanoma cell invasion by downregulating the cGMP-specific phosphodiesterase PDE5A. Cancer Cell 19 45 PMID: 21215707
Díaz et al (2015) Biomechanical forces promote blood development through prostaglandin E2 and the cAMP-PKA signaling axis. J Exp Med 212 665 PMID: 25870199
Schöndorf et al (2014) iPSC-derived neurons from GBA1-associated Parkinson's disease patients show autophagic defects and impaired calcium homeostasis. Nat Commun 5 4028 PMID: 24905578
Goldberg et al (2018) The mitochondrial ATP synthase is a shared drug target for aging and dementia. Aging Cell 17 PMID: 29316249
Megía-Fernández et al (2018) Bimodal fluorogenic sensing of matrix proteolytic signatures in lung cancer. Org Biomol Chem 16 8056 PMID: 30175355
Yung et al (2013) Activation of AMPK inhibits cervical cancer cell growth through AKT/FOXO3a/FOXM1 signaling cascade. Neuropharmacology 13 327 PMID: 23819460
Harper and Poole (2013) Chloride channels are necessary for full platelet phosphatidylserine exposure and procoagulant activity. BMC Cancer 4 e969 PMID: 24357800
Do you know of a great paper that uses A23187, free acid from Tocris? Please let us know.
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The A23187-induced cytotoxicity cytometrically examined in rat thymocytes.
By
Lutpine Rachel on 01/02/2020
Assay Type: In Vitro
Species: Human
A23187 is used to induce Ca(2+)-dependent cell death by increasing intracellular Ca(2+) concentration ([Ca(2+)](i)) under in vitro condition. Since this ionophore also increases membrane permeability of metal divalent cations such as Zn(2+) and Fe(2+) rather than Ca(2+), trace metal cations in cell suspension may affect Ca(2+)-dependent cell death induced by A23187. Therefore, the effects of chelators for divalent metal cations, EDTA and TPEN, on the A23187-induced cytotoxicity were cytometrically examined in rat thymocytes.
The cytotoxicity of A23187 was attenuated by 1mM EDTA while it was augmented by 50 microM EDTA and 10 microM TPEN.
