Calcium Ionophore A23187 ≥98% (TLC), ATPase inhibitor, powder

Sinônimo(s):

Calcimycin, Antibiotic A 23187, Calimycin

Sobre este item

Fórmula empírica (Notação de Hill):

C₂₉H₃₇N₃O₆

Número CAS:

52665-69-7

Peso molecular:

523.62

NACRES:

NA.32

PubChem Substance ID:

24277964

UNSPSC Code:

12352200

EC Number:

258-084-1

MDL number:

MFCD00151202

Beilstein/REAXYS Number:

1096801

Nome do produto

Calcium Ionophore A23187, ≥98% (TLC), powder

InChI key

HIYAVKIYRIFSCZ-CYEMHPAKSA-N

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

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

sterility

non-sterile

assay

≥98% (TLC)

form

powder

color

white to light yellow

solubility

ethanol: 5 mg/mL
DMSO: 50 mg/mL

antibiotic activity spectrum

Gram-positive bacteria
fungi

mode of action

cell membrane | interferes

storage temp.

2-8°C

Quality Level

300

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

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.

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.