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N2286

Nonactin

from Streptomyces griseus, ≥98.0% (Total homologs, HPLC)

Sinonimo/i:

Ammonium ionophore I, Ammonium ionophore

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Taglio della confezioneSKUDisponibilitàPrezzo
10 mg
Per conoscere la disponibilità, visualizza il carrello
CHF 298.00
100 mg
Per conoscere la disponibilità, visualizza il carrello
CHF 2’010.00

Informazioni su questo articolo

Formula empirica (notazione di Hill):
C40H64O12
Numero CAS:
Peso molecolare:
736.93
NACRES:
NA.76
PubChem Substance ID:
UNSPSC Code:
51102829
EC Number:
229-911-3
Beilstein/REAXYS Number:
76434

CHF 298.00


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biological source

Streptomyces griseus

Quality Level

description

Natural macrotetrolide, may contain homologues (like monactin and dinactin)

assay

≥98.0% (Total homologs, HPLC)

form

powder

solubility

chloroform: soluble 10 mg/mL

antibiotic activity spectrum

Gram-positive bacteria

mode of action

DNA synthesis | interferes, cell membrane | interferes

storage temp.

2-8°C

SMILES string

C[C@H]1C[C@@H]2CC[C@@H](O2)[C@@H](C)C(=O)O[C@H](C)C[C@H]3CC[C@H](O3)[C@H](C)C(=O)O[C@@H](C)C[C@@H]4CC[C@@H](O4)[C@@H](C)C(=O)O[C@H](C)C[C@H]5CC[C@H](O5)[C@H](C)C(=O)O1

InChI

1S/C40H64O12/c1-21-17-29-9-13-34(49-29)26(6)38(42)46-23(3)19-31-11-15-36(51-31)28(8)40(44)48-24(4)20-32-12-16-35(52-32)27(7)39(43)47-22(2)18-30-10-14-33(50-30)25(5)37(41)45-21/h21-36H,9-20H2,1-8H3/t21-,22+,23+,24-,25-,26+,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-

InChI key

RMIXHJPMNBXMBU-QIIXEHPYSA-N

General description

Chemical structure: macrolide

Application

Nonactin is a macrotetrolide that forms complexes with alkali cations, such as potassium and sodium. Nonactin has been reported to inhibit the processing of cytoplasmic precursor proteins destined for the mitochondria. Nonactin is an uncoupler of oxidative phosphorylation .

Biochem/physiol Actions

Nonactin is used as a neutral lipid membrane soluble ammonium (and potassium) ionophore, and to inhibit surface expression of certain heat shock proteins (HSP60) [1][2].

Other Notes

Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place.

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Questo articolo
09877R3501P9703
Nonactin from Streptomyces griseus, ≥98.0% (Total homologs, HPLC)

Sigma-Aldrich

N2286

Nonactin

Rifampicin ≥95% (HPLC), powder or crystals

Sigma-Aldrich

R3501

Rifampicin

Pimaricin from Streptomyces chattanoogensis, ≥95% (HPLC)

Sigma-Aldrich

P9703

Pimaricin

mode of action

DNA synthesis | interferes, cell membrane | interferes

mode of action

-

mode of action

protein synthesis | interferes

mode of action

cell membrane | interferes

antibiotic activity spectrum

Gram-positive bacteria

antibiotic activity spectrum

-

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycobacteria, viruses

antibiotic activity spectrum

fungi

Quality Level

300

Quality Level

200

Quality Level

200

Quality Level

300

assay

≥98.0% (Total homologs, HPLC)

assay

≥98.0% ((Total homologs), HPLC)

assay

≥95% (HPLC)

assay

≥95% (HPLC)

form

powder

form

powder

form

powder or crystals

form

lyophilized powder

biological source

Streptomyces griseus

biological source

-

biological source

-

biological source

Streptomyces chattanoogensis


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Classe di stoccaggio

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Pei-Ji Zhao et al.
Archives of pharmacal research, 28(11), 1228-1232 (2005-12-15)
Four compounds, including two novel macrolides, were isolated from an endophyte Streptomyces sp. Is9131 of Maytenus hookeri. Spectral data indicated that these compounds were dimeric dinactin (1), dimeric nonactin (2), cyclo-homononactic acid (3), and cyclo-nonactic acid (4). Bioassay results showed
Total synthesis of nonactin.
Ju Y.L.; Byeang H.K.
ChemInform, 52, 571-571 (1996)
Brian R Kusche et al.
Bioorganic & medicinal chemistry letters, 19(4), 1233-1235 (2009-01-27)
Nonactin, produced by Streptomyces griseus ETH A7796, is a macrotetrolide assembled from nonactic acid. It is an effective inhibitor of drug efflux in multidrug resistant erythroleukemia K562 cells at sub-toxic concentrations and has been shown to possess both antibacterial and



Numero articolo commerciale globale

SKUGTIN
N2286-10MG04061834110323
N2286-100MG04061834110316

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