Nigericin . sodium salt
Product Code: AG-CN2-0020
Product Group: Natural Products and Extracts
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CN2-0020-M005 | 5 mg | £60.00 |
Quantity:
| AG-CN2-0020-M025 | 25 mg | £160.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
Antibiotic K 178; Helexin C; Polyetherin A; BRN 1696755; Azalomycin M; Antibiotic X-464
Appearance:
White to off-white powder.
CAS:
28643-80-3
Class:
6.1
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS06
Hazards:
H301, H315, H319, H335
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+,25+,26+,27+,28+,29+,30+,31+,32+,33+,34-,35+,37-,38-,39-,40+;/m0./s1
InChiKey:
MOYOTUKECQMGHE-PDEFJWSRSA-M
Long Description:
Chemical. CAS: 28643-80-3. Formula: C40H67O11 . Na. MW: 724.0 . 23.0. Isolated from Streptomyces hygroscopicus. Antibiotic. High affinity ionophore for monovalent cations such as H+, K+, Na+, Pb2+. Shows antibacterial (Gram-positive), antifungal, antitumor and antiviral activity. Disrupts membrane potential of mitochondria. NLRP3/NALP3 activator. Signals through pannexin-1 to induce caspase-1 maturation and IL-1beta processing and release. Autophagy modulator
MDL:
MFCD30377206
Molecular Formula:
C40H67O11 . Na
Molecular Weight:
724.0 . 23.0
Package Type:
Vial
PG:
III
Precautions:
P261, P280, P301, P310, P302, P352, P304, P340, P405
Product Description:
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-1beta processing and release [5, 8, 11, 12]. Autophagy modulator [13]
Purity:
>98% (TLC)
Signal word:
Danger
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
Solubility Chemicals:
Soluble in methanol, ethanol, dichlormethane or ethyl acetate. Insoluble in water.
Source / Host:
Isolated from Streptomyces hygroscopicus.
Transportation:
Excepted Quantity
UN Nummer:
UN 3462
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C. Store solutions at -20°C in the dark.
References
Nigericin, a new crystalline antibiotic from an unidentified streptomyces: R. L. Harned, et al.; Antibiot. Chemother. 1, 594 (1951) | Potassium Ion-dependent hydrolysis of adenosine triphosphate induced by nigericin in mitochondria: S. Estrada-O, et al.; J. Biol. Chem. 242, 2925 (1967) | Teratogenic effects of nigericin, a carboxylic ionophore: G.C. Vedel-Macrander & R.D. Hood; Teratology 33, 47 (1986) | K+/H+-antiporter nigericin arrests DNA synthesis in Ehrlich ascites carcinoma cells: L.B. Margolis, et al.; PNAS 86, 6626 (1989) | IL-1 beta maturation: evidence that mature cytokine formation can be induced specifically by nigericin: D. Perregaux, et al.; J. Immunol. 149, 1294 (1992) | 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) | Nigericin-induced Na+/H+ and K+/H+ exchange in synaptosomes: effect on [3H]GABA release: R. Rodr?guez & M. Sitges; Neurochem. Res. 21, 889 (1996) | Activation of interleukin-1beta-converting enzyme by nigericin is independent of apoptosis: N. Watanabe, et al.; Cytokine 10, 645 (1998) | Nigericin inhibits insulin-stimulated glucose transport in 3T3-L1 adipocytes: C.Y. Chu, et al.; J. Cell Biochem. 85, 83 (2002) | 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) | Cryopyrin activates the inflammasome in response to toxins and ATP: S. Mariathasan, et al.; Nature 440, 228 (2006) | 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) | 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) | Selective inhibition of the p38alpha MAPK?MK2 axis inhibits inflammatory cues including inflammasome priming signals: C. Wang, et al.; J. Exp. Med. 215, (2018) | 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) | NLRP3 inflammasome activation triggers gasdermin D?independent inflammation: Ch. Wang, et al.; Sci. Immunol. 6, eabj3859 (2021)
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