SML1779

Nigericin sodium salt

from Streptomyces hygroscopicus, ≥98% (HPLC), solution, polyether ionophore

• Synonym(s): 3B2-6379, Antibiotic K178, Antibiotic X464, Azalomycin M, HE331800, Helexin C, Polyetherin A, sodium;2-[(3S,6R)-6-[[(5R,6R,7R,9R)-2-[5-[(3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyloxan-2-yl]propanoate
• Empirical Formula (Hill Notation): C₄₀H₆₇NaO₁₁
• CAS Number: 28643-80-3
• Molecular Weight: 746.94
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Product Name: Nigericin sodium salt Ready Made Solution, 5 mg/mL (DMSO:ethanol 1:1)
• biological source: Streptomyces hygroscopicus
• Quality Level: 200
• form: solution
• concentration: 5 mg/mL (DMSO:ethanol 1:1)
• antibiotic activity spectrum: Gram-positive bacteria
• Mode of action: cell membrane | interferes
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: [Na+].[O-]C(=O)C(C1O[C@H](CC[C@@H]1C)C[C@H]2O[C@]3(OC(CC3C)(C4OC(CC4)(C5O[C@H](C[C@@H]5C)[C@H]6O[C@@]([C@@H](C[C@@H]6C)C)(O)CO)C)C)[C@@H]([C@@H](C2)OC)C)C
• 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
• InChI key: MOYOTUKECQMGHE-KKCUGXASSA-M

Description

Biochem/physiol Actions

Nigericin is a polyether ionophore which catalyzes the electroneutral exchange of alkali metal (K⁺) for H⁺ (antiport). Nigericin transports monovalent cations across membranes with the following specificity: K⁺ >Rb⁺ >Cs⁺ >>Na⁺ and thus, disrupts membrane potential and stimulates ATPase activity in mitochondria.
Nigericin kills bacteria by facilitating the diffusion of ions across membranes.
Low concentration (0.5 μM) of Nigericin rapidly decreases pHi, causing stimulation of PG production 1.5- to 2-fold in cerebral microvascular endothelial cells and arresting of DNA synthesis in Erlich acites carcinoma cells. Treatment of Hela cells, after entry of poliovirus, with nigericin, prevents the inhibition of host protein synthesis by poliovirus. Nigericin is also widely used in studies of the consequences of changes in membrane potential in variable systems.

Preparation Note

Nigericin sodium salt ready made solution is provided at 6.7 mM concentration. The solution can be further diluted with a desired solvent to a working concentration (0.5-10 μM).

This product is a 5 mg/mL solution prepared in a 1:1 mixture of DMSO and Ethanol.

Storage and Stability

The product can be stored at 2-8°C and is released with a 4 years suggested retest schedule. The solution is quite stable refrigerated and freezing is not necessary.

Safety Information

• Pictograms: GHS02
• Signal Word: Warning
• Hazard Statements: H226
• Precautionary Statements: P210 - P233 - P240 - P241 - P242 - P243
• Hazard Classifications: Flam. Liq. 3
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point(F): 78.8 °F
• Flash Point(C): 26 °C