Nigericin sodium salt

Nigericin sodium salt Basic information
Product Name:Nigericin sodium salt
Synonyms:Nigericin sodium salt;Polyetherin A, Azalomycin M, Helixin C, Antibiotic K178, Antibiotic X-464;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;Nigericin, monosodium salt;Nsc292567;Nigericin sodium salt,Antibiotic K178, Antibiotic X464, Azalomycin M, Helexin C, Polyetherin A;Nigericin sodiuM sa
CAS:28643-80-3
MF:C40H69NaO11
MW:748.97
EINECS:608-231-4
Product Categories:API
Mol File:28643-80-3.mol
Nigericin sodium salt Structure
Nigericin sodium salt Chemical Properties
Melting point approximate 255℃
storage temp. 2-8°C
solubility Soluble in chloroform, methanol or ethanol
form solution
color White
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.
InChIKeyMOYOTUKECQMGHE-NTQCAYBPSA-M
LogP4.817 (est)
Safety Information
Hazard Codes T
Risk Statements 25-36/37/38
Safety Statements 26-36/37/39-45
RIDADR UN 3462 6.1/PG 3
WGK Germany 3
RTECS QT6840000
HazardClass 6.1
HS Code 29419090
MSDS Information
Nigericin sodium salt Usage And Synthesis
DescriptionNigericin 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 PropertiesNIGERICIN SODIUM SALT is white powder
UsesNigericin 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.
UsesNigericin 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.
UsesNigericin sodium salt is a polyether ionophore which catalyzes the electroneutral exchange of alkali metal (K+) for H+ (antiport). It disrupts membrane potential and stimulates ATPase activity in mitochondria. It transports monovalent cations across membranes with the following specificity: K+ >Rb+ >Cs+ >>Na. It kills bacteria by facilitating the diffusion of ions across membranes. It is widely used in studies of the consequences of changes in membrane potential in variable systems.
General DescriptionA 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 ActionsProduct does not compete with ATP.
storageStore at -20°C
References1) 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
Nigericin sodium salt Preparation Products And Raw materials
BAFILOMYCIN A1 Nifedipine OLIGOMYCIN CDN 1163 Monensin Sodium benzoate Sodium acetate Nigericin sodium salt sodium Sodium chloride NIGERICIN SODIUM SALT Diclofenac sodium Sodium formate Sodium bicarbonate Sodium hydroxide Sodium gluconate 8-CHLOROADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER SODIUM SALT Sodium carbonate

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