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Narasin (sodium salt) (Synonyms: 4-Methylsalinomycin,Monteban,Narasin A)

Catalog No.GC14287

ionophore antibiotic

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Narasin (sodium salt) Chemical Structure

Cas No.: 58331-17-2

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5mg
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25mg
$766.00
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Sample solution is provided at 25 µL, 10mM.

Product Documents

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Background

IC50: 3.2 μM: blocks NF-κB signaling via inhibition of IκBα phosphorylation

Narasin, isolated from certain Streptomyces sp. is an ionophore antibiotic. As a coccidiostat, it can be used in veterinary practice for gastrointestinal parasites. Narasin has been shown to induce tumor necrosis factor-related apoptosis-induced ligand (TRAIL)-mediated apoptosis by ER stress in glioma cells and to dampen NF-κB signaling by suppressing the phosphorylation of IκBα. NF-κB, as a transcription factor, plays a vital role across many cellular processes which are involved in neuronal and embryonic development, cell proliferation, apoptosis, and immune responses to infection and inflammation.

In vitro: Narasin caused suicidal erythrocyte death or eryptosis. When human erythrocytes were exposed to narasin, it was shown that narasin resulted in the increase of annexin-V-binding indicating cell membrane scrambling with phosphatidylserine translocation to the erythrocyte surface and the decrease of forward scatter reflecting cell shrinkage, which indicated the death of erythrocyte [1]. Narasin blocked NF-κB signaling via inhibition of IκBα phosphorylation at a lower concentration [2].

In vivo: New Zealand White rabbits were given narasin 4-48 p. p. m, in pelleted feed. After 4 weeks, the experiments indicated that narasin protected rabbits from severe coccidiosis induced by E. flavescens, E. perforans E. magna, E. intestinalis, and E. stiedai. In addition, narasin reduced oocyst output in a highly effective fashion [3].

References:
[1].  Bouguerra, G., Bissinger, R., Abbes, S., & Lang, F. Stimulation of Eryptosis by Narasin. Cellular Physiology and Biochemistry. 2015; 37(5):1807-1816.
[2].  Miller, S., Huang, R., Sakamuru, S., Shukla, S., Attene-Ramos, M., & Shinn, P. et al. Identification of known drugs that act as inhibitors of NF-κB signaling and their mechanism of action. Biochemical Pharmacology. 2010; 79(9): 1272-1280.
[3].  Peeters, J., Geeroms, R., Antoine, O., Mammerickx, M., & Halen, P. Efficacy of narasin against hepatic and intestinal coccidiosis in rabbits. Parasitology. 1981; 83(02): 293-301.

Chemical Properties

Cas No. 58331-17-2 SDF
Synonyms 4-Methylsalinomycin,Monteban,Narasin A
Chemical Name 4S-methyl-salinomycin, monosodium salt
Canonical SMILES C[C@@H]1[C@@]([C@@H](C)[C@H](O)[C@H](C)C([C@@H]([C@]2([H])[C@@H](C)C[C@@H](C)[C@]3(O[C@@]4(CC[C@]([C@@]5([H])CC[C@@](CC)(O)[C@H](C)O5)(C)O4)[C@H](O)C=C3)O2)CC)=O)([H])O[C@]([C@@H](CC)C([O-])=O)([H])[C@@H](C)C1.[Na+]
Formula C43H71O11 • Na M.Wt 787
Solubility DMF: Soluble,DMSO: Soluble,Ethanol: Soluble,Methanol: Soluble Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 1.2706 mL 6.3532 mL 12.7065 mL
5 mM 0.2541 mL 1.2706 mL 2.5413 mL
10 mM 0.1271 mL 0.6353 mL 1.2706 mL
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