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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:
Molecular Weight:
523.62
Beilstein:
1096801
EC Number:
MDL number:
UNSPSC Code:
26111700
PubChem Substance ID:
NACRES:
NB.61

grade

for ion-selective electrodes

Quality Level

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 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

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K. Suzuki et al.
Analytical Chemistry, 61, 382-382 (1989)
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)
H M Himmel et al.
Basic research in cardiology, 83(2), 167-175 (1988-03-01)
The inotropic and chronotropic effects of the calcium ionophore A23187 (calimycin = CA) in isolated, superfused, electrically driven, auxotonically contracting left and spontaneously beating right guinea-pig atria were examined at different Ca2+ concentrations. 10(-6) to 10(-5) mol/l CA shows significantly
Chronic inhibition of endoplasmic reticulum calcium-release channels and calcium-ATPase lengthens the period of hepatic clock gene Per1
Baez-Ruiz A and Diaz-Mu?oz M
Journal of circadian rhythms, 9(1), 6-6 (2011)
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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