52665-69-7
Chemical Structure
Calcimycin
Synonym(s): A-23187; Antibiotic A-23187
- CAS No.: 52665-69-7
- Formula:C29H37N3O6
- Molecular Weight:523.62
IUPAC Name: 5-(methylamino)-2-(((2R,3R,6S,8S,9R,11R)-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
InChIKey: HIYAVKIYRIFSCZ-CYEMHPAKSA-N
SMILES: O=C(C1=C2N=C(C[C@H]3O[C@]4(O[C@H]([C@H](C)C(C5=CC=CN5)=O)[C@H](C)C[C@H]4C)CC[C@H]3C)OC2=CC=C1NC)O
Biological Activity: Calcimycin (A-23187) is an antibiotic and a unique divalent cation ionophore (like calcium and magnesium). Calcimycin induces Ca2+-dependent cell death by increasing intracellular calcium concentration. Calcimycin inhibits the growth of Gram-positive bacteria and some fungi. Calcimycin also inhibits the activity of ATPase and uncouples oxidative phosphorylation (OXPHOS) of mammalian cells. Calcimycin induces apoptosis and autophagy[1][2][3][4][5].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Calcimycin | 99.10% | Calcimycin (A-23187) is an antibiotic and a unique divalent cation ionophore (like calcium and magnesium). Calcimycin induces Ca2+-dependent cell death by increasing intracellular calcium concentration. Calcimycin inhibits the growth of Gram-positive bacteria and some fungi. Calcimycin also inhibits the activity of ATPase and uncouples oxidative phosphorylation (OXPHOS) of mammalian cells. Calcimycin induces apoptosis and autophagy. | ||||||||||||||||||||
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Calcimycin (Standard) | ≥98% | Calcimycin (Standard) is the analytical standard of Calcimycin. This product is used for research and analytical applications. Calcimycin is an antibiotic and a unique divalent cation ionophore, such as calcium ions and magnesium ions. Calcimycin induces Ca2+ -dependent cell death by increasing the intracellular calcium concentration. Calcimycin inhibits the growth of Gram-positive bacteria and some fungi, and also inhibits the activity of ATPase and uncouples the oxidative phosphorylation (OXPHOS) of mammalian cells, inducing apoptosis and autophagy. | ||||||||||||||||||||
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References
- [1]. Wu Q, et al. Characterization of the biosynthesis gene cluster for the pyrrole polyether antibiotic calcimycin(A23187) in Streptomyces chartreusis NRRL 3882. Antimicrob Agents Chemother. 2011 Mar;55(3):974-82. [Content Brief]
- [2]. Elliott JI, et al. IKCa1 activity is required for cell shrinkage, phosphatidylserine translocation and death in Tlymphocyte apoptosis. EMBO Rep. 2003 Feb;4(2):189-94. [Content Brief]
- [3]. Engedal N, et al. Modulation of intracellular calcium homeostasis blocks autophagosome formation. Autophagy. 2013 Oct;9(10):1475-90. [Content Brief]
- [4]. Mawatwal S, et al. Calcimycin mediates mycobacterial killing by inducing intracellular calcium-regulated autophagy in a P2RX7 dependent manner. Biochim Biophys Acta Gen Subj. 2017 Dec;1861(12):3190-3200. [Content Brief]
- [5]. Wang JP, et al. Effect of norathyriol, isolated from Tripterospermum lanceolatum, on A23187-induced pleurisy and analgesia in mice. Naunyn Schmiedebergs Arch Pharmacol. 1994 Jul;350(1):90-5. [Content Brief]
