Calcium Ionophore A23187

SIGMA/C7522 - ≥98% (TLC), powder

Synonym: Calcimycin; Antibiotic A 23187; Calimycin

CAS Number: 52665-69-7
Empirical Formula (Hill Notation): C₂₉H₃₇N₃O₆
Molecular Weight: 523.62
EC Number: 258-084-1
MDL Number: MFCD00151202
Linear Formula: C₂₉H₃₇N₃O₆
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-C7522-1MG	1 mg	$55.20 1/EA		Add To Favorites
45-C7522-5MG	5 mg	$139.00 1/EA		Add To Favorites
45-C7522-10MG	10 mg	$206.00 1/EA		Add To Favorites
45-C7522-50MG	50 mg	$649.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	fungi
	Gram-positive bacteria
assay	≥98% (TLC)
color	white to light yellow
form	powder
InChI	1S/C29H37N3O6/c1-15-10-11-29(17(3)13-16(2)27(38-29)18(4)26(33)20-7-6-12-31-20)37-22(15)14-23-32-25-21(36-23)9-8-19(30-5)24(25)28(34)35/h6-9,12,15-18,22,27,30-31H,10-11,13-14H2,1-5H3,(H,34,35)/t15-,16-,17-,18-,22-,27+,29+/m1/s1
InChI key	HIYAVKIYRIFSCZ-CYEMHPAKSA-N
mode of action	cell membrane \| interferes
Quality Level	300
SMILES string	[H][C@@]1(O[C@@]2(CC[C@@H](C)[C@@H](Cc3nc4c(C(O)=O)c(NC)ccc4o3)O2)[C@H](C)C[C@H]1C)[C@H](C)C(=O)c5ccc[nH]5
solubility	DMSO: 50 mg/mL
	ethanol: 5 mg/mL
sterility	non-sterile
storage temp.	2-8°C

Application:	Calcium ionophore A23187 has been used: • as an endoplasmic reticulum (ER) stress inducer to study its effect on the expression of the toxoplasma unfolded protein response (UPR) genes • for the induction of the acrosome reaction • in skeletal muscle sarcoplasmic reticulum Ca²⁺ ATPase (SERCA) activity assay
Application:	Ionophore highly selective for Ca²⁺. Potentiates responses to NMDA but not quisqualate. In cell culture, stimulates nitric oxide production by calmodulin-dependent constitutive nitric oxide synthase.
General description:	Calcium ionophore A23187 is a carboxylic acid antibiotic with weak in vitro activity against Gram-positive organisms. It increases the potential of divalent ions to cross biological membranes, thus it acts as an ionophore. Calcium ionophore A23187 specifically forms stable 2:1 complex with divalent cations, rendering these ions soluble in ordinary organic solvents. Since calcium ionophore A23187 is commonly used to increase intracellular Ca2+ levels in intact cells, it acts as an uncoupler of oxidative phosphorylation and an inhibitor of mitochondrial adenosine triphosphatase (ATPase) activity. Calcium Ionophore A23187 is a potent inducer of phosphorylation of Toxoplasma eukaryotic initiation factor-2α (eIF2α). It also induces apoptosis in mouse lymphoma cell line (S49)7 but also has been shown to block apoptosis in other systems, such as when interleukin-3 (IL-3) is withdrawn from IL-3-dependent cells. Calcium ionophore A23187 is widely used as artificial activating substances for human oocytes.
General description:	with heating or sonication. Solutions are stable for at least 3 months at -20 °C when protected from light and water contamination.
General description:	with heating. Solutions are stable for at least 3 months at -20 °C when protected from light and water contamination.
Packaging:	1, 5, 10 mg in serum bottle

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98% (TLC)
Storage Temp.	2-8°C
UNSPSC	12352200

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