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SML1779

Sigma-Aldrich

Nigericin sodium salt

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

Sinônimo(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

Fórmula empírica (Notação de Hill):
C40H67NaO11
Número CAS:
Peso molecular:
746.94
Código UNSPSC:
12352200
NACRES:
NA.77

Nome do produto

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

fonte biológica

Streptomyces hygroscopicus

Nível de qualidade

Formulário

solution

concentração

5 mg/mL (DMSO:ethanol 1:1)

espectro de atividade do antibiótico

Gram-positive bacteria

Modo de ação

cell membrane | interferes

Condições de expedição

ambient

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

[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

chave InChI

MOYOTUKECQMGHE-KKCUGXASSA-M

Ações bioquímicas/fisiológicas

Nigericin is a polyether ionophore which catalyzes the electroneutral exchange of alkali metal (K+) for H+ (antiport).
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.

Nota de preparo

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.

Armazenamento e estabilidade

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.

Pictogramas

Flame

Palavra indicadora

Warning

Frases de perigo

Declarações de precaução

Classificações de perigo

Flam. Liq. 3

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

78.8 °F

Ponto de fulgor (°C)

26 °C


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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
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
A Irurzun et al.
Journal of virology, 69(12), 7453-7460 (1995-12-01)
Addition of monensin or nigericin after poliovirus entry into HeLa cells prevents the inhibition of host protein synthesis by poliovirus. The infected cells continue to synthesize cellular proteins at control levels for at least 8 h after infection in the
Calcium uptake and membrane potential in mitochondria.
H Rottenberg et al.
Biochemistry, 13(23), 4811-4817 (1974-11-05)
S Ahmed et al.
The Biochemical journal, 212(1), 105-112 (1983-04-15)
Valinomycin, nigericin and trichlorocarbanilide were assessed for their ability to control the protonmotive force in Escherichia coli cells. Valinomycin, at high K+ concentrations, was found to decrease the membrane potential delta phi and indirectly to decrease the pH gradient delta

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