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Merck

SML1779

Sigma-Aldrich

Nigericin sodium salt

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

Sinónimos:

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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1 ML
MXP 3,485.00

MXP 3,485.00


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1 ML
MXP 3,485.00

About This Item

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

MXP 3,485.00


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Nombre del producto

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

origen biológico

Streptomyces hygroscopicus

Nivel de calidad

Formulario

solution

concentración

5 mg/mL (DMSO:ethanol 1:1)

espectro de actividad antibiótica

Gram-positive bacteria

Modo de acción

cell membrane | interferes

Condiciones de envío

ambient

temp. de almacenamiento

2-8°C

cadena 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

Clave InChI

MOYOTUKECQMGHE-KKCUGXASSA-M

Acciones bioquímicas o 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 preparación

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.

Almacenamiento y estabilidad

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

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

Flam. Liq. 3

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

78.8 °F

Punto de inflamabilidad (°C)

26 °C


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G D Eytan et al.
The Journal of biological chemistry, 265(22), 12949-12954 (1990-08-05)
Reconstituted transhydrogenase-ATPase vesicles obtained with purified beef heart transhydrogenase and oligomycin-sensitive ATPase were investigated with respect to the mode of interaction between the two proton pumps, with special reference to the relative contributions of the membrane potential and proton gradient
Moran Morelli et al.
Scientific reports, 14(1), 5797-5797 (2024-03-10)
Enterotoxins are a type of toxins that primarily affect the intestines. Understanding their harmful effects is essential for food safety and medical research. Current methods lack high-throughput, robust, and translatable models capable of characterizing toxin-specific epithelial damage. Pressing concerns regarding
Shigetoshi Yokoyama et al.
Cell death discovery, 7(1), 12-12 (2021-01-17)
Non-canonical inflammasome activation that recognizes intracellular lipopolysaccharide (LPS) causes pyroptosis, the inflammatory death of innate immune cells. The role of pyroptosis in innate immune cells is to rapidly eliminate pathogen-infected cells and limit the replication niche in the host body.
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
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

Questions

  1. How stable is the antibiotic in solution, how long can I store it for? Can I freeze a few aliquots in -80 deg C, or will it cause the chemical to denature?

    1 answer
    1. This product is a 5 mg/mL solution prepared in a 1:1 mixture of DMSO and Ethanol. The product is 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. However, the pure powder product (N7143) is stable at -20°C for at least 3 months when dissolved in DMSO or Ethanol. Storage at less than -20°C has not been evaluated. Please see the link below for a sample Certificate of Analysis which includes the recommended retest date:
      https://www.sigmaaldrich.com/certificates/sapfs/PROD/sap/certificate_pdfs/COFA/Q14/SML1779-1ML0000225533.pdf

      Please see the link below to review the product datasheet for the powdered Nigericin, N7143:
      https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/379/493/n7143pis.pdf

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