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N7143

Nigericin sodium salt

From Streptomyces hygroscopicus, ≥98% (TLC), Ionophore, powder

Synonym(s):

Antibiotic K178, Antibiotic X464, Azalomycin M, Helexin C, Polyetherin A

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Size/SKUAvailabilityPrice
5 mg
Please contact Customer Service for Availability
5 590,00 CZK
10 mg
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5 930,00 CZK
50 mg
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20 800,00 CZK

About This Item

Empirical Formula (Hill Notation):
C40H67NaO11
CAS Number:
Molecular Weight:
746.94
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
3892398
Assay:
≥98% (TLC)
Form:
powder

5 590,00 CZK


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Product Name

Nigericin sodium salt, ≥98% (TLC)

biological source

Streptomyces hygroscopicus

Quality Segment

assay

≥98% (TLC)

form

powder

antibiotic activity spectrum

Gram-positive bacteria

mode of action

cell membrane | interferes

storage temp.

2-8°C

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

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

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).[1] 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.
Chemical structure: polyether

Application

Nigericin sodium salt has been used to induce NLRP3 inflammasome activation in human macrophages.[2] It has also been used as a bacterial toxin to trigger IL-1β secretion monocytes.[3]

Biochem/physiol Actions

Polyether ionophore that disrupts membrane potential and stimulates ATPase activity in mitochondria.
Polyether ionophore that disrupts membrane potential and stimulates ATPase activity in mitochondria. Ion selectivity is K+> Rb+≥ Cs+>> Na+.

Other Notes

As ion-selective electrode - an efficient K+-carrier.

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1 of 1

This Item
S6201SML1779S4526
form

powder

form

-

form

solution

form

-

assay

≥98% (TLC)

assay

≥98% (HPLC)

assay

-

assay

≥98% (HPLC)

Quality Level

300

Quality Level

200

Quality Level

200

Quality Level

200

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

biological source

Streptomyces hygroscopicus

biological source

Streptomyces albus

biological source

Streptomyces hygroscopicus

biological source

Streptomyces albus

mode of action

cell membrane | interferes

mode of action

cell membrane | interferes

mode of action

cell membrane | interferes

mode of action

cell membrane | interferes


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Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges



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Questions

  1. Has nigericin been tested or approved for intraperitoneal (i.p.) injection in mice?also advice on the safety of nigericin injection into mice and recommended solvents for its use.

    1 answer
    1. The product N7143 is intended for Research Use Only and does not have approvals from any agency for i.p. injections. Nigericin is soluble in DMSO up to 50 mg/mL and in ethanol up to 20 mg/mL, with stock solutions able to be stored for up to 3 months at -20 °C.

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