C7522

Calcium Ionophore A23187

≥98% (TLC), powder

• Sinónimos: Antibiotic A 23187, Calimycin
• Fórmula empírica (notación de Hill): C₂₉H₃₇N₃O₆
• Número de CAS: 52665-69-7
• Peso molecular: 523.62
• Beilstein: 1096801
• Número CE: 258-084-1
• Número MDL: MFCD00151202
• Código UNSPSC: 12352200
• ID de la sustancia en PubChem: 24277964
• NACRES: NA.32

Propiedades

• esterilidad: non-sterile
• Nivel de calidad: 300
• Ensayo: ≥98% (TLC)
• Formulario: powder
• color: white to light yellow
• solubilidad: ethanol: 5 mg/mL; DMSO: 50 mg/mL
• espectro de actividad antibiótica: Gram-positive bacteria; fungi
• Modo de acción: cell membrane | interferes
• temp. de almacenamiento: 2-8°C
• cadena SMILES: [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
• 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
• Clave InChI: HIYAVKIYRIFSCZ-CYEMHPAKSA-N

Descripción

Descripción general

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cell line (S49)7 but also has been shown to block apoptosis in other systems, such as when interleukin-3 (IL-3) is withdrawn from IL-3-dependent cells.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.

with heating or sonication. Solutions are stable for at least 3 months at -20 °C when protected from light and water contamination.

with heating. Solutions are stable for at least 3 months at -20 °C when protected from light and water contamination.

Aplicación

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

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.

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: dust mask type N95 (US), Eyeshields, Gloves