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B7272

Sigma-Aldrich

4-Bromo-calcium Ionophore A23187

powder

Synonym(s):

4-Bromo-A23187, 4-Bromo-calcimycin

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About This Item

Empirical Formula (Hill Notation):
C29H36BrN3O6
CAS Number:
76455-48-6
Molecular Weight:
602.52
MDL number:
MFCD00077667
UNSPSC Code:
12352202
PubChem Substance ID:
24891982
NACRES:
NA.77

form

powder

Quality Level

200

color

yellow

solubility

ethanol: 20 mg/mL
DMSO: soluble

storage temp.

2-8°C

SMILES string

CNc1c(Br)cc2oc(C[C@H]3O[C@@]4(CC[C@H]3C)O[C@@H]([C@H](C)C[C@H]4C)[C@H](C)C(=O)c5ccc[nH]5)nc2c1C(O)=O

InChI

1S/C29H36BrN3O6/c1-14-8-9-29(16(3)11-15(2)27(39-29)17(4)26(34)19-7-6-10-32-19)38-20(14)13-22-33-25-21(37-22)12-18(30)24(31-5)23(25)28(35)36/h6-7,10,12,14-17,20,27,31-32H,8-9,11,13H2,1-5H3,(H,35,36)/t14-,15-,16-,17-,20-,27+,29+/m1/s1

InChI key

LDXQFZZGVTWFCF-FHYGWRBKSA-N

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Application

4-Bromo-calcium Ionophore A23187 has been used for the activation of Ca2+/calmodulin kinase II (CaMKII) in HeLa cell line. It has also been used as a calcium mobilizer to investigate its effect on superoxide dismutase 1 (SOD1) aggregates in VSC 4.1 cells.
Nonfluorescent Ca2+ ionophore that can be used to calibrate the quantitation of cytoplasmic free Ca2+ with fluorescent probes.

Biochem/physiol Actions

4-Bromo-calcium Ionophore A23187 is a modulator of apoptosis. It inhibits apoptosis in a concentration dependent manner in neutrophils which are aging in vitro and increases the intracellular Ca2+ levels.

Other Notes

Analog of calcium ionophore A23187

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

13 - Non 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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Kinetics of endogenous CaMKII required for synaptic plasticity revealed by optogenetic kinase inhibitor.
Murakoshi H, et al.
Neuron, 94(1), 37-47 (2017)
Transient elevations of cytosolic free calcium retard subsequent apoptosis in neutrophils in vitro.
Whyte MK, et al.
The Journal of Clinical Investigation, 92(1), 446-455 (1993)
Calcium-influx increases SOD1 aggregates via nitric oxide in cultured motor neurons.
Kim HJ, et al.
Experimental & Molecular Medicine, 39(5), 574-574 (2007)
Dinara Shakiryanova et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 27(29), 7799-7806 (2007-07-20)
Although it has been postulated that vesicle mobility is increased to enhance release of transmitters and neuropeptides, the mechanism responsible for increasing vesicle motion in nerve terminals and the effect of perturbing this mobilization on synaptic plasticity are unknown. Here
A Tengholm et al.
Cell calcium, 27(1), 43-51 (2000-03-22)
The concentration of free Ca2+ in the cytoplasm and organelles of individual mouse pancreatic beta-cells was estimated with dual wavelength microfluorometry and the indicators Fura-2 and furaptra. Measuring the increase of cytoplasmic Ca2+ resulting from intracellular mobilization of the ion
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