| Identification | Back Directory | [Name]
Nigericin sodium salt | [CAS]
28643-80-3 | [Synonyms]
Nsc292567
Helexin C
Nigerian Sodium
Sodium Nigericin
Nigericin sodiuM sa
Nigericin sodium salt
Nigericin, monosodium salt
Nigericin, sodium salt(1:1)
SODIUM NIGERICIN;NSC-292567
Nigericin sodium salt USP/EP/BP
Nigericin Nigericin sodium salt
Nigericin sodium salt, 98%, from Streptomyces hygroscopicus
Polyetherin A, AzaloMycin M, Helixin C, K 178, X 464, Pandavir
Polyetherin A, Azalomycin M, Helixin C, Antibiotic K178, Antibiotic X-464
Nigericin, Sodium Salt, Streptomyces hygroscopicus - CAS 28643-80-3 - Calbiochem
Antibiotic K178, Antibiotic X464, Azalomycin M, Helexin C, Polyetherin A
Nigericin sodium salt,Antibiotic K178, Antibiotic X464, Azalomycin M, Helexin C, Polyetherin A
Sodium (2R)-2-[(3S,6R)-6-[[(2S,4R,5R,7R,9R,10R)-2-[(5S)-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro[4.5]decan-7-yl]methyl]-3-methyloxan-2-yl]propanoate
(2R)-2-[(2R,3S,6R)-6-[[(2S,4R,5R,7R,9R,10R)- 2-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-Hydroxy- 6-(hydroxymethyl)-3,5-dimethyl-2-tetrahydropyranyl]-3-methyl- 2-tetrahydrofuranyl]-5-methyl-2-tetrahydrofuranyl]-9-methoxy- 2,4,10-trimethyl-1,6-dioxaspiro[4.5]decan-7-yl]methyl]-3-methyl- 2-tetrahydropyranyl]propanoic acid sodium salt | [EINECS(EC#)]
608-231-4 | [Molecular Formula]
C40H69NaO11 | [MDL Number]
MFCD00036825 | [MOL File]
28643-80-3.mol | [Molecular Weight]
748.97 |
| Chemical Properties | Back Directory | [Melting point ]
approximate 255℃ | [storage temp. ]
2-8°C | [solubility ]
Soluble in chloroform, methanol or ethanol | [form ]
solution | [color ]
White | [biological source]
Streptomyces hygroscopicus | [Merck ]
13,6569 | [BRN ]
3892398 | [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months. | [InChIKey]
MOYOTUKECQMGHE-NTQCAYBPSA-M | [LogP]
4.817 (est) |
| Hazard Information | Back Directory | [Description]
Nigericin Na (28643-80-3) is a polyether ionophore which disrupts membrane potential and stimulates ATPase activity in mitochondria. Induces apoptosis resulting from intracellular acidification. Ion selectivity for nigericin Na is K+> Rb+> Cs+>>Na+. Cell permeable. | [Chemical Properties]
NIGERICIN SODIUM SALT is white powder
| [Uses]
Nigericin sodium is a salt of the atypical polyether antibiotic, nigericin. Since nigericin is an ionophore, its very high affinity for monovalent cations such as Na+ and K+ means that formation of a salt is a facile possess occurring during purification under any but highly acidic conditions. Typically, the salts of polyether ionophores like the free acid, are readily extracted into organic solvents. The sodium ion is stabilised within a polar pocket of the structure, effectively making the salt and free acid different chemical moieties with the potential for differing pharmacology, a fact not readily appreciated in the literature. | [Uses]
Nigericin sodium is the atypical salt of nigericin. Since nigericin is an ionophore, its very high affinity for monovalent cations such as Na+ and K+ means that formation of a salt is a facile possess occurring during purification under any but highly acidic conditions. Typically, the salts of polyether ionophores like the free acid, are readily extracted into organic solvents. The sodium ion is stabilised within a polar pocket of the structure, effectively making the salt and free acid different chemical moieties with the potential for differing pharmacology, a fact not readily appreciated in the literature. | [General Description]
A monocarboxylate that catalyzes the electroneutral exchange of an alkali metal for H+ (antiport). Transports monovalent cations across membranes with the following specificities: K+>Rb+>Cs+>>Na+. An antibiotic that kills bacteria by facilitating the diffusion of ions across membranes. Disrupts the membrane potential and stimulates mitochondrial ATPase activity. | [Biochem/physiol Actions]
Product does not compete with ATP. | [storage]
Store at -20°C | [References]
1) Akhmedov et al. (2010), Mitochondrial matrix pH controls oxidative phosphorylation and metabolism-secretion coupling in INS-1E clonal beta cells; FASEB J., 24 4613
2) Gong et al. (2010), Chemical probing reveals insights into the signaling mechanism of inflammasome activation; Cell Res., 20 1289 |
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