Nigericin . sodium salt

CHF 65.00
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AG-CN2-0020-M0055 mgCHF 65.00
AG-CN2-0020-M02525 mgCHF 195.00
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Product Details
Synonyms Antibiotic K 178; Helexin C; Polyetherin A; BRN 1696755; Azalomycin M; Antibiotic X-464
Product Type Chemical
Properties
Formula

C40H67O11 . Na

MW 724.0 . 23.0
Merck Index 14: 6541
CAS 28643-80-3
RTECS QT6840000
Source/Host Chemicals Isolated from Streptomyces hygroscopicus.
Purity Chemicals ≥98% (TLC)
Appearance White to off-white powder.
Solubility Soluble in methanol, ethanol, dichlormethane or ethyl acetate. Insoluble in water.
InChi Key MOYOTUKECQMGHE-PDEFJWSRSA-M
Smiles [Na+].[H][C@@]1(C[C@H](C)[C@@]([H])(O1)[C@]1(C)CC[C@@]([H])(O1)[C@]1(C)C[C@@H](C)[C@]2(O1)O[C@H](C[C@@]1([H])CC[C@H](C)[C@@]([H])(O1)[C@@H](C)C([O-])=O)C[C@@H](OC)[C@H]2C)[C@@]1([H])O[C@@](O)(CO)[C@H](C)C[C@@H]1C
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Store solutions at -20°C in the dark.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
  • Antibiotic [1].
  • High affinity ionophore for monovalent cations such as H+, K+, Na+, Pb2+ [2, 3, 4, 7, 10].
  • Shows antibacterial (Gram-positive), antifungal, antitumor and antiviral activity [3, 6].
  • Disrupts membrane potential of mitochondria [2].
  • NLRP3/NALP3 activator. Signals through pannexin-1 to induce caspase-1 maturation and IL-1β processing and release [5, 8, 11, 12].
  • Autophagy modulator [13]
Product References
  1. Nigericin, a new crystalline antibiotic from an unidentified streptomyces: R. L. Harned, et al.; Antibiot. Chemother. 1, 594 (1951) 
  2. Potassium Ion-dependent hydrolysis of adenosine triphosphate induced by nigericin in mitochondria: S. Estrada-O, et al.; J. Biol. Chem. 242, 2925 (1967) 
  3. Teratogenic effects of nigericin, a carboxylic ionophore: G.C. Vedel-Macrander & R.D. Hood; Teratology 33, 47 (1986) 
  4. K+/H+-antiporter nigericin arrests DNA synthesis in Ehrlich ascites carcinoma cells: L.B. Margolis, et al.; PNAS 86, 6626 (1989) 
  5. IL-1 beta maturation: evidence that mature cytokine formation can be induced specifically by nigericin: D. Perregaux, et al.; J. Immunol. 149, 1294 (1992) 
  6. Antitumor effect of k+/h+-antiporter nigericin on human lung-carcinoma grown in in-vivo-like histocultures: B. Baibakov, et al.; Int. J. Oncol. 3, 1127 (1993) 
  7. Nigericin-induced Na+/H+ and K+/H+ exchange in synaptosomes: effect on [3H]GABA release: R. Rodríguez & M. Sitges; Neurochem. Res. 21, 889 (1996) 
  8. Activation of interleukin-1beta-converting enzyme by nigericin is independent of apoptosis: N. Watanabe, et al.; Cytokine 10, 645 (1998) 
  9. Nigericin inhibits insulin-stimulated glucose transport in 3T3-L1 adipocytes: C.Y. Chu, et al.; J. Cell Biochem. 85, 83 (2002) 
  10. The ionophore nigericin transports Pb2+ with high activity and selectivity: a comparison to monensin and ionomycin: S.A. Hamidinia, et al.; Biochemistry 43, 15956 (2004) 
  11. Cryopyrin activates the inflammasome in response to toxins and ATP: S. Mariathasan, et al.; Nature 440, 228 (2006) 
  12. Pannexin-1 couples to maitotoxin- and nigericin-induced interleukin-1beta release through a dye uptake-independent pathway: P. Pelegrin & A. Surprenant; J. Biol. Chem. 282, 2386 (2007)
  13. Nigericin-induced impairment of autophagic flux in neuronal cells is inhibited by overexpression of Bak: J. Lim, et al.; J. Biol. Chem. 287, 23271 (2012)
  14. Selective inhibition of the p38α MAPK–MK2 axis inhibits inflammatory cues including inflammasome priming signals: C. Wang, et al.; J. Exp. Med. 215, (2018)
  15. Carbonic anhydrase IX is a critical determinant of pulmonary microvascular endothelial cell pH regulation and angiogenesis during acidosis: J.Y. Lee, et al.; Am. J. Physiol. Lung. Cell Mol. Physiol. 315, L41 (2018)
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