N7143

Nigericin sodium salt

≥98% (TLC)

• Sinonimo/i: Antibiotic K178, Antibiotic X464, Azalomycin M, Helexin C, Polyetherin A
• Formula empirica (notazione di Hill): C₄₀H₆₇NaO₁₁
• Numero CAS: 28643-80-3
• Peso molecolare: 746.94
• Beilstein: 3892398
• Numero MDL: MFCD00036825
• Codice UNSPSC: 12352200
• ID PubChem: 24897813
• NACRES: NA.77

Proprietà

• Origine biologica: Streptomyces hygroscopicus
• Livello qualitativo: 300
• Saggio: ≥98% (TLC)
• Forma fisica: powder
• Spettro attività antibiotica: Gram-positive bacteria
• Modalità d’azione: cell membrane | interferes
• Temperatura di conservazione: 2-8°C
• Stringa SMILE: [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; MOYOTUKECQMGHE-PDEFJWSRSA-M

Descrizione

Descrizione generale

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.

Applicazioni

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.

Azioni biochim/fisiol

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

Altre note

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

Informazioni sulla sicurezza

• Pittogrammi: GHS06
• Avvertenze: Danger
• Indicazioni di pericolo: H301,H319
• Consigli di prudenza: P264 - P280 - P301 + P310 - P305 + P351 + P338 - P337 + P313 - P405
• Classi di pericolo: Acute Tox. 3 Oral - Eye Irrit. 2
• Codice della classe di stoccaggio: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Dispositivi di protezione individuale: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges