A23187, free acid

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Cat.No. 1234 - A23187, free acid | C29H37N3O6 | CAS No. 52665-69-7
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)
Datasheet
Citations (11)
Reviews (1)

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 26.18 50

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.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.5 mM 3.82 mL 19.1 mL 38.19 mL
2.5 mM 0.76 mL 3.82 mL 7.64 mL
5 mM 0.38 mL 1.91 mL 3.82 mL
25 mM 0.08 mL 0.38 mL 0.76 mL

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Product Datasheets for A23187, free acid

Certificate of Analysis / Product Datasheet
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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.

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:

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

Hou et al (2016) Necrotic pyknosis is a morphologically and biochemically distinct event from apoptotic pyknosis. J Cell Sci 129 3084 PMID: 27358477

Cahalan et al (2015) Piezo1 links mechanical forces to red blood cell volume. Cardiovasc Res 4 PMID: 26001274

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


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Reviews for A23187, free acid

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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.

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