A potassium-selective ionophore
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Valinomycin

Item No. 10009152

Technical Information
Formal Name
3,6,9,15,18,21,27,30,33-nonaisopropyl-12,24,36-trimethyl-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexaaza-cyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecaone
CAS Number
2001-95-8
Synonyms
  • NSC 122023
Molecular Formula
C54H90N6O18
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 30 mg/mlDMSO: 5 mg/mlEthanol: 10 mg/ml
SMILES
CC(C)[C@H]1OC(=O)C(NC(=O)[C@H](C)OC(=O)[C@H](NC(=O)C(OC(=O)C(NC(=O)C(C)OC(=O)C(NC(=O)[C@H](OC(=O)[C@@H](NC(=O)C(C)OC(=O)[C@H](NC1=O)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C(C)C
InChi Code
InChI=1S/C54H90N6O18/c1-22(2)34-49(67)73-31(19)43(61)55-38(26(9)10)53(71)77-41(29(15)16)47(65)59-36(24(5)6)51(69)75-33(21)45(63)57-39(27(11)12)54(72)78-42(30(17)18)48(66)60-35(23(3)4)50(68)74-32(20)44(62)56-37(25(7)8)52(70)76-40(28(13)14)46(64)58-34/
InChi Key
FCFNRCROJUBPLU-CVZFCLRKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Valinomycin is a cyclododecadepsipeptide potassium-selective ionophore antibiotic that is isolated from various strains of Streptomyces. The hydrophilic interior is the right size to accommodate the potassium ion, but not other ions, while the hydrophobic exterior allows the complex to pass through the lipid bilayer. Valinomycin induces apoptosis in several cell types, including CHO cells, by stimulating potassium efflux. Apoptotic events produced by valinomycin include phosphatidylserine membrane translocation, caspase-3 activation, and mitochondrial membrane depolarization. 1 Due to the ion-selective nature of valinomycin, it is used in ion-selective electrodes.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Abdalah, R., Wei, L., Francis, K., et alValinomycin-induced apoptosis in Chinese hamster ovary cells. Neurosci. Lett. 405(1-2), 68-73 (2006).

    Product Citations

    Alavi, M.V. OMA1 high-throughput screen reveals protease activation by kinase inhibitors. ACS Chem. Biol. (2021).

    Alavi, M.V. Tau phosphorylation and OPA1 proteolysis are unrelated events: Implications for Alzheimer’s Disease. Biochim. Biophys. Acta Mol. Cell Res. 1868(12), 119116 (2021).

    Rana, P.S., Gibbons, B.A., Vereninov, A.A., et alCalibration and characterization of intracellular Asante Potassium Green probes, APG-2 and APG-4. Anal. Biochem. 567, 8-13 (2019).