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A23187

Catalog No.: GC11200

A23187 (A-23187) is an antibiotic and a unique divalent cation ionophore (like calcium and magnesium).

A23187 Chemical Structure

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1mg
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5mg
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10mg
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25mg
$276.00
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Sample solution is provided at 25 µL, 10mM.

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Background

A23187, free acid is a Ca2+ ionophore [1].

Ca2+ ionophore acts as a Ca2+ ionophore, allowing Ca2+ to cross cell membranes.

A23187, free acid is a Ca2+ ionophore. In rat Kupffer cells, A23187 induced hydrolysis of phosphoinositides to inositol phosphates and released inositol phosphates from the cells in a concentration- and time-dependent way [1]. In HL-60 cells, A23187 increased intracellular Ca2+ levels. Also, A23187 generated reactive oxygen species (ROS) both in intracellular and extracellular and induced apoptotic cell death, which was dependent on mitochondrial permeability transition [2]. In ileal muscle, A23187 (10-5 M) induced initial contraction and small rhythmic contractions with decrease in phosphocreatinine (PCr), ATP and glycogen contents under hypoxic conditions. However, A23187 (10-5 M) induced initial contraction and successive rhythmic contractions with a significant decrease in the ATP and glycogen contents in glucose-free medium [3]. In rat C6 glioma cells that was resistant to ZnCl2 (250 μM), A23187 (100 nM) and Zn2+ (150 μM) significantly induced apoptosis. Also, A23187 (1.9 nM) significantly increased the intracellular mobile Zn2+ content. These results suggested that the apoptosis induced by Zn2+ and A23187 was the result of increased Zn2+ influx induced by A23187 [4].

References:
[1].  Gandhi CR, Harvey SA, Cevallos M, et al. A23187 causes release of inositol phosphates from cultured rat Kupffer cells. Eur J Pharmacol, 2001, 415(1): 13-18.
[2].  Kajitani N, Kobuchi H, Fujita H, et al. Mechanism of A23187-induced apoptosis in HL-60 cells: dependency on mitochondrial permeability transition but not on NADPH oxidase. Biosci Biotechnol Biochem, 2007, 71(11): 2701-2711.
[3].  Nasu T, Nishikawa M. Metabolic dependency of ionophore A23187-induced contraction of ileal longitudinal smooth muscle. J Auton Pharmacol, 2000, 20(2): 99-109.
[4].  Jansen S, Arning J, Beyersmann D. Effects of the Ca ionophore a23187 on zinc-induced apoptosis in C6 glioma cells. Biol Trace Elem Res, 2003, 96(1-3): 133-142.

Chemical Properties

Cas No. 52665-69-7 SDF
Synonyms Calcimycin
Chemical Name 5-(methylamino)-2-(((2S,3S,6S,8R,9S,11S)-3,9,11-trimethyl-8-((S)-1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl)-1,7-dioxaspiro[5.5]undecan-2-yl)methyl)benzo[d]oxazole-4-carboxylic acid
Canonical SMILES O=C(C1=CC=CN1)[C@@H](C)[C@@H]2O[C@@]3([C@@H](C)C[C@@H]2C)O[C@@H](CC4=NC5=C(C(O)=O)C(NC)=CC=C5O4)[C@@H](C)CC3
Formula C29H37N3O6 M.Wt 523.63
Solubility 1mg/ml in DMSO, 10mg/mL in DMF Storage Store at -20°C
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
Shipping Condition Evaluation sample solution : ship with blue ice
All other available size: ship with RT , or blue ice upon request

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Average Rating: 5 ★★★★★ (Based on Reviews and 16 reference(s) in Google Scholar.)

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