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Calcium ionophore III

Selectophore™, function tested

Synonym(s):

Calcium Ionophore A23187, Antibiotic A 23187, Calimycin

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About This Item

Empirical Formula (Hill Notation):
C29H37N3O6
CAS Number:
52665-69-7
Molecular Weight:
523.62
Beilstein/REAXYS Number:
1096801
EC Number:
258-084-1
MDL number:
MFCD00151202
UNSPSC Code:
26111700
PubChem Substance ID:
329752113
NACRES:
NB.61

grade

for ion-selective electrodes

Quality Level

200

product line

Selectophore™

form

solid

quality

function tested

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 III (Calimycin;CA) is a divalent cation ionophore. It has ability to transport Ca2+ ions across membranes along a concentration gradient.
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Application

CA was used in elucidating the mechanisms underlying the positive and inotropic and chronotropic ability of CA on isolated superfused guinea pig atria. It may also be used to stimulate and measure the erythrocyte Ca2+ dependent K+ channels as the K+ efflux.
Calcium ionophore III may be used in ionophore-based calcium selective conductometric microsensors for the detection of calcium ions in aqueous solutions. In NIH3T3 and rat1-fibroblast cell cultures, calcium ionophore III along with thapsigargin has been reported to increase the hepatic clock gene Per1 expression in the initial period of treatment.
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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Preparation of an optical chemical sensor for Ca2+ and Mg2+

Legal Information

Selectophore is a trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC2333
BCBZ4792
BCBW9380
BCBW9379
BCBW3890

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Intracellular calcium mobilization induces period genes via MAP kinase pathways in NIH3T3 cells
Oh-hashi K, et al.
Febs Letters, 516(1-3), 101-105 (2002)
Multiple signaling pathways elicit circadian gene expression in cultured Rat-1 fibroblasts
Balsalobre A, et al.
Current Biology, 10(20), 1291-1294 (2000)
P Lijnen et al.
British journal of industrial medicine, 48(6), 392-398 (1991-06-01)
The effects of cadmium (Cd2+) on Na+,K(+)-ATPase in disrupted human erythrocyte membranes and on various transmembrane Na+ and K+ transport systems in intact erythrocyte suspensions were studied. Cadmium2+ inhibited the erythrocyte Na+,K(+)-ATPase enzyme with a 50% inhibition at a Cd2+
K. Suzuki et al.
Analytical Chemistry, 61, 382-382 (1989)
A new calcium-sensor based on ion-selective conductometric microsensors-membranes and features
Trebbe U, et al.
Fresenius Journal of Analytical Chemistry, 371(6), 734-739 (2001)
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