C7522
Calcium Ionophore A23187
≥98% (TLC), powder
Synonym(s):
Calcimycin, Antibiotic A 23187, Calimycin
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About This Item
Empirical Formula (Hill Notation):
C29H37N3O6
CAS Number:
Molecular Weight:
523.62
Beilstein:
1096801
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32
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sterility
non-sterile
Quality Level
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
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
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
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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cell line (S49)7 but also has been shown to block apoptosis in other systems, such as when interleukin-3 (IL-3) is withdrawn from IL-3-dependent cells.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.
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.
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Product No.
Description
Pricing
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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