Nigericin sodium salt

SIGMA/N7143 - ≥98% (TLC)

Synonym: Antibiotic K178; Antibiotic X464; Azalomycin M; Helexin C; Polyetherin A

CAS Number: 28643-80-3
Empirical Formula (Hill Notation): C₄₀H₆₇NaO₁₁
Molecular Weight: 746.94
MDL Number: MFCD00036825
Linear Formula: C₄₀H₆₇NaO₁₁
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-N7143-5MG	5 mg	$136.00 1/EA	Add To Favorites
45-N7143-10MG	10 mg	$244.00 1/EA	Add To Favorites
45-N7143-50MG	50 mg	$865.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: N7143-10MG

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	Gram-positive bacteria
assay	≥98% (TLC)
biological source	Streptomyces hygroscopicus
form	powder
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-PDEFJWSRSA-M
mode of action	cell membrane \| interferes
Quality Level	300
SMILES string	[Na+].[H][C@@]1(CC[C@H](C)[C@@]([H])(O1)[C@@H](C)C([O-])=O)C[C@]2([H])C[C@@H](OC)[C@@H](C)[C@]3(O2)O[C@@](C)(C[C@H]3C)[C@@]4([H])CC[C@](C)(O4)[C@]5([H])O[C@]([H])(C[C@@H]5C)[C@@]6([H])O[C@@](O)(CO)[C@H](C)C[C@@H]6C
storage temp.	2-8°C

Application:	Nigericin sodium salt has been used to induce NLRP3 inflammasome activation in human macrophages. It has also been used as a bacterial toxin to trigger IL-1β secretion monocytes.
Biochem/physiol Actions:	Polyether ionophore that disrupts membrane potential and stimulates ATPase activity in mitochondria.
Biochem/physiol Actions:	Polyether ionophore that disrupts membrane potential and stimulates ATPase activity in mitochondria. Ion selectivity is K⁺> Rb⁺≥ Cs⁺>> Na⁺.
General description:	Chemical structure: polyether
General description:	Nigericin, a polyether ionophore, serves as a probe of ion transport across mitochondrial membranes. It catalyzes the overall electroneutral exchange of K+ for H+(1) and acts as a potassium efflux activator. It may enhance bactericidal action via inflammasome-independent mechanisms specific to NLRP3 (NOD-, LRR- and pyrin domain-containing protein 3). Nigericin is a linear molecule with rings of heterocyclic oxygen together with a hydroxyl group. In the membrane, the molecule cyclizes to form a structure like valinomycin. Nigericin forms a neutral complex while losing a proton when it binds a cation which can diffuse across the membrane as a mobile carrier. Nigericin in protonated noncomplexed form is also considered mobile.
Other Notes:	As ion-selective electrode - an efficient K⁺-carrier.
Packaging:	5, 10, 50 mg in glass bottle

Symbol	GHS06
Signal word	Danger
Hazard statements	H301 - H319
Precautionary statements	P264 - P270 - P280 - P301 + P310 - P305 + P351 + P338 - P337 + P313
Hazard Codes	T
Risk Statements	25-36/37/38
Safety Statements	26-36/37/39-45
RIDADR	UN 3462 6.1 / PGIII
WGK Germany	WGK 3

Purity	≥98% (TLC)
Storage Temp.	2-8°C
UNSPSC	12352200

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