N7143

Nigericin sodium salt

≥98% (TLC)

• Sinónimos: Antibiotic K178, Antibiotic X464, Azalomycin M, Helexin C, Polyetherin A
• Fórmula empírica (notación de Hill): C₄₀H₆₇NaO₁₁
• Número de CAS: 28643-80-3
• Peso molecular: 746.94
• Beilstein: 3892398
• Número MDL: MFCD00036825
• Código UNSPSC: 12352200
• ID de la sustancia en PubChem: 24897813
• NACRES: NA.77

Propiedades

• origen biológico: Streptomyces hygroscopicus
• Nivel de calidad: 300
• Análisis: ≥98% (TLC)
• formulario: powder
• espectro de actividad antibiótica: Gram-positive bacteria
• Modo de acción: cell membrane | interferes
• temp. de almacenamiento: 2-8°C
• cadena SMILES: [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
• Clave InChI: MOYOTUKECQMGHE-PDEFJWSRSA-M

Descripción

Descripción general

Chemical structure: polyether

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.

Aplicación

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.

Acciones bioquímicas o fisiológicas

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

Otras notas

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

Información de seguridad

• Pictogramas: GHS06
• Palabra de señalización: Danger
• Frases de peligro: H301,H319
• Consejos de prudencia: P264 - P280 - P301 + P310 - P305 + P351 + P338 - P337 + P313 - P405
• Clasificaciones de peligro: Acute Tox. 3 Oral - Eye Irrit. 2
• Código de clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Clase de riesgo para el agua (WGK): WGK 3
• Equipo de protección personal: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges