A potassium ionophore
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Nigericin (sodium salt)

Item No. 11437

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(R)-2-((2R,3S,6R)-6-(((2S,4R,5R,7R,9R,10R)-2-((2S,2’R,3’S,5R,5’R)-5’-((2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyltetrahydro-2H-pyran-2-yl)-2,3’-dimethyloctahydro-[2,2’-bifuran]-5-yl)-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro[4.5]decan-7-yl)methyl)-3-methyltetrahydro-2H-pyran-2-yl)propanoate, monosodium salt
CAS Number
28643-80-3
Synonyms
  • NSC 292567
Molecular Formula
C40H67O11 • Na
Formula Weight
747.0
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1.2 mg/mlEthanol: 20 mg/mlEthanol:PBS(pH 7.2) (1:5): 0.15 mg/ml
SMILES
[O-]C([C@H](C)[C@@]1([H])[C@@H](C)CC[C@@](C[C@@]2([H])O[C@@]3([C@H](C)C[C@]([C@@]4([H])CC[C@]([C@]5([H])O[C@]([C@@]6([H])O[C@](CO)(O)[C@H](C)C[C@@H]6C)([H])C[C@@H]5C)(C)O4)(C)O3)[C@H](C)[C@H](OC)C2)([H])O1)=O.[Na+]
InChi Code
InChI=1S/C40H68O11.Na/c1-21-11-12-28(46-33(21)26(6)36(42)43)17-29-18-30(45-10)27(7)40(48-29)25(5)19-38(9,51-40)32-13-14-37(8,49-32)35-23(3)16-31(47-35)34-22(2)15-24(4)39(44,20-41)50-34;/h21-35,41,44H,11-20H2,1-10H3,(H,42,43);/q;+1/p-1/t21-,22-,23-,24
InChi Key
MOYOTUKECQMGHE-HOIKPYQJSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Nigericin is a lipophilic potassium ionophore that has been found in S. hygroscopicus.1,2 It mediates neutral antiport of potassium and proton ions across mitochondrial membranes.2 Nigericin (10 µM) induces T. gondii egress in infected human foreskin fibroblasts (HFFs).1 It also induces NOD-like receptor protein 3 (NLRP3) inflammasome activation and pyroptosis in LPS-primed primary mouse bone marrow-derived macrophages (BMDMs) when used at a concentration of 20 µM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fruth, I.A., and Arrizabalaga, G. Toxoplasma gondii: Induction of egress by the potassium ionophore nigericin. Int. J. Parasitol. 37(14), 1559-1567 (2007).

    2. Kucejova, B., Kucej, M., Petrezselyova, S., et al. A screen for nigericin-resistant yeast mutants revealed genes controlling mitochondrial volume and mitochondrial cation homeostasis. Genetics 171(2), 517-526 (2005).

    3. Place, D.E., Samir, P., Malireddi, R.K.S., et al. Integrated stress response restricts macrophage necroptosis. Life Sci. Alliance 5(1), e202101260 (2021).

    Product Citations

    Place, D.E., Samir, P., Malireddi, R.K.S., et al. Integrated stress response restricts macrophage necroptosis. Life Sci. Alliance 5(1), e202101260 (2021).

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

    Sahoo, N., Gu, M., Zhang, X., et al. Gastric acid secretion from parietal cells is mediated by a Ca2+ efflux channel in the tubulovesicle. Dev. Cell 41(3), 262-273 (2017).