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SML1779

Sigma-Aldrich

Nigericin sodium salt

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

Synonyme(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

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About This Item

Formule empirique (notation de Hill):
C40H67NaO11
Numéro CAS:
28643-80-3
Poids moléculaire :
746.94
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

product name

Nigericin sodium salt Ready Made Solution, 5 mg/mL (DMSO:ethanol 1:1)

Source biologique

Streptomyces hygroscopicus

Niveau de qualité

200

Forme

solution

Concentration

5 mg/mL (DMSO:ethanol 1:1)

Spectre d'activité de l'antibiotique

Gram-positive bacteria

Mode d’action

cell membrane | interferes

Conditions d'expédition

ambient

Température de stockage

2-8°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

Clé InChI

MOYOTUKECQMGHE-KKCUGXASSA-M

Catégories apparentées

Actions biochimiques/physiologiques

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.

Notes préparatoires

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).

Pictogrammes

Flame
GHS02

Mention d'avertissement

Warning

Mentions de danger

H226

Classification des risques

Flam. Liq. 3

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

78.8 °F

Point d'éclair (°C)

26 °C

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Hachiro Konaka et al.
The EMBO journal, 42(20), e112573-e112573 (2023-09-04)
Mitochondrial DNA (mtDNA) leakage into the cytoplasm can occur when cells are exposed to noxious stimuli. Specific sensors recognize cytoplasmic mtDNA to promote cytokine production. Cytoplasmic mtDNA can also be secreted extracellularly, leading to sterile inflammation. However, the mode of
A A Guffanti et al.
Journal of general microbiology, 114(1), 201-206 (1979-09-01)
At an external pH of 3.5, nigericin (which catalyses an electroneutral H+/K+ exchange) abolished the transmembrane proton gradient (delta pH) of Bacillus acidocaldarius, causing a rapid acidification of the cytoplasm from approximately pH 6.0 to pH 3.5. A pronounced loss
Mayu Sugiyama et al.
Biochimica et biophysica acta, 1660(1-2), 24-30 (2004-02-06)
A novel gene transfer system utilizing polycation liposomes (PCLs), obtained by modifying liposomes with cetyl polyethylenimine (PEI), was previously developed (Gene Ther. 7 (2002) 1148). PCLs show notable transfection efficiency with low cytotoxicity. However, the mechanism of PCL-mediated gene transfer
L B Margolis et al.
Proceedings of the National Academy of Sciences of the United States of America, 86(17), 6626-6629 (1989-09-01)
Acidification of the cytoplasm of Ehrlich ascites carcinoma cells to pH 6.3 arrests DNA synthesis in these cells. Such an effect can be achieved by incubating the cells at pH 6.2 or by adding low concentrations of the K+/H+ antiporter
Michael G Gänzle et al.
Applied and environmental microbiology, 69(2), 1305-1307 (2003-02-07)
The mode of action of reutericyclin was determined with fluorescent dyes that probed the permeability of the cytoplasmic membrane by large molecules, protons, and potassium. A comparison of reutericyclin activity with those of nisin, nigericin, and valinomycin demonstrated that reutericyclin
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