N7143

Nigericin sodium salt

From Streptomyces hygroscopicus, ≥98% (TLC), Ionophore, powder

• Synonyme(s) : Antibiotic K178, Antibiotic X464, Azalomycin M, Helexin C, Polyetherin A
• Formule empirique (notation de Hill) : C₄₀H₆₇NaO₁₁
• Numéro CAS: 28643-80-3
• Poids moléculaire : 746.94
• NACRES: NA.77
• PubChem Substance ID: 24897813
• UNSPSC Code: 12352200
• MDL number: MFCD00036825
• Beilstein/REAXYS Number: 3892398
• Assay: ≥98% (TLC)
• Form: powder

Propriétés

• Nom du produit: Nigericin sodium salt, ≥98% (TLC)
• biological source: Streptomyces hygroscopicus
• Quality Segment: 300
• assay: ≥98% (TLC)
• form: powder
• antibiotic activity spectrum: Gram-positive bacteria
• mode of action: cell membrane | interferes
• storage temp.: 2-8°C
• SMILES string: [Na+].[H][C@@]1(CC[C@H](C)[C@@]([H])(O1)[C@@H](C)C([O-])=O)C[C@]2([H])C[C@@H](OC)[C@@H](C)[C@]3(O2)O[C@@](C)(C[C@H]3C)[C@@]4([H])CC[C@](C)(O4)[C@]5([H])O[C@]([H])(C[C@@H]5C)[C@@]6([H])O[C@@](O)(CO)[C@H](C)C[C@@H]6C
• 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
• InChI key: MOYOTUKECQMGHE-PDEFJWSRSA-M

Description

General description

Nigericin, a polyether ionophore, serves as a probe of ion transport across mitochondrial membranes. It catalyzes the overall electroneutral exchange of K+ for H+(1) and acts as a potassium efflux activator. It may enhance bactericidal action via inflammasome-independent mechanisms specific to NLRP3 (NOD-, LRR- and pyrin domain-containing protein 3). Nigericin is a linear molecule with rings of heterocyclic oxygen together with a hydroxyl group. In the membrane, the molecule cyclizes to form a structure like valinomycin. Nigericin forms a neutral complex while losing a proton when it binds a cation which can diffuse across the membrane as a mobile carrier. Nigericin in protonated noncomplexed form is also considered mobile.

Chemical structure: polyether

Application

Nigericin sodium salt has been used to induce NLRP3 inflammasome activation in human macrophages. It has also been used as a bacterial toxin to trigger IL-1β secretion monocytes.

Biochem/physiol Actions

Polyether ionophore that disrupts membrane potential and stimulates ATPase activity in mitochondria.

Polyether ionophore that disrupts membrane potential and stimulates ATPase activity in mitochondria. Ion selectivity is K⁺> Rb⁺≥ Cs⁺>> Na⁺.

Other Notes

As ion-selective electrode - an efficient K⁺-carrier.

Informations sur la sécurité

• Pictogrammes: GHS06
• Mot-clé: Danger
• Codes de danger: H301,H319
• Mentions de précaution: P264 - P280 - P301 + P310 + P330 - P305 + P351 + P338 - P337 + P313 - P405
• Hazard Classifications: Acute Tox. 3 Oral - Eye Irrit. 2
• Classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• EPI (équipement de protection individuelle): Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges