N7143

Nigericin sodium salt

≥98% (TLC)

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

Propriedades

• fonte biológica: Streptomyces hygroscopicus
• Nível de qualidade: 300
• Ensaio: ≥98% (TLC)
• forma: powder
• espectro de atividade do antibiótico: Gram-positive bacteria
• Modo de ação: cell membrane | interferes
• temperatura de armazenamento: 2-8°C
• cadeia de caracteres 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
• chave InChI: MOYOTUKECQMGHE-PDEFJWSRSA-M

Descrição

Descrição geral

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.

Aplicação

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.

Ações bioquímicas/fisiológicas

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

Outras notas

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

Informações de segurança

• Pictogramas: GHS06
• Palavra indicadora: Danger
• Frases de perigo: H301,H319
• Declarações de precaução: P264 - P280 - P301 + P310 - P305 + P351 + P338 - P337 + P313 - P405
• Classificações de perigo: Acute Tox. 3 Oral - Eye Irrit. 2
• Código de classe de armazenamento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de risco de água (WGK): WGK 3
• Equipamento de proteção individual: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges