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Maduramicin (ammonium salt)

Catalog No.
N2861
A polyether ionophore antibiotic
Grouped product items
SizePriceStock Qty
50mg
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For scientific research use only and should not be used for diagnostic or medical purposes.

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Background

Maduramicin(ammonium salt, CAS No.84878-61-5 ) is a polyether ionophore antibiotic from Nocardia, which selectively binds monovalent cations (K⁺, Rb⁺, Na⁺, Li⁺, Cs⁺) over divalents. It potently inhibits Gram-positive bacteria (MICs 0.9–125 μg/ml) but not Gram-negatives (MICs >1,000 μg/ml) or fungi (MICs 250–>1,000 μg/ml). Against Plasmodium falciparum, it reduces asexual (EC₅₀ 1.3 nM) and gametocyte (14.8 nM) viability, and blocks P. berghei transmission in mice at 4–8 mg/kg[2]. In chicks with Eimeria tenella-induced coccidiosis, dietary 5–10 ppm mitigates lesions and prevents mortality. Formulations containing maduramicin are used clinically to treat avian coccidiosis, demonstrating its utility in veterinary parasitology.Liu CM, Hermann TE, Downey A, Prosser BL, Schildknecht E, Palleroni NJ, Westley JW, Miller PA.

References:

[1] Novel polyether antibiotics X-14868A, B, C, and D produced by a Nocardia. Discovery, fermentation, biological as well as ionophore properties and taxonomy of the producing culture. J Antibiot (Tokyo). 1983 Apr;36(4):343-50. doi: 10.7164/antibiotics.36.343. PMID: 6853364.

[2] Maron MI, Magle CT, Czesny B, Turturice BA, Huang R, Zheng W, Vaidya AB, Williamson KC. Maduramicin Rapidly Eliminates Malaria Parasites and Potentiates the Gametocytocidal Activity of the Pyrazoleamide PA21A050. Antimicrob Agents Chemother. 2015 Dec 28;60(3):1492-9. doi: 10.1128/AAC.01928-15. PMID: 26711768; PMCID: PMC4775975.

Chemical Properties

StorageStore at -20°C
M.Wt934.17
Cas No.84878-61-5
FormulaC47H79O17 • NH4
SynonymsAntibiotic X-14868A, CL 259.971, Maduramycin, Prinicin
Chemical Name2-((2R,3S,4S,5R,6S)-6-((R)-1-((2S,5R,7S,8R,9S)-2-((2S,2'R,3'S,5R,5'R)-3'-(((2R,4S,5S,6S)-4,5-dimethoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-5'-((2S,3S,5R,6S)-6-hydroxy-3,5,6-trimethyltetrahydro-2H-pyran-2-yl)-2-methyloctahydro-[2,2'-bifuran]-5-yl)-9-hydr
SDFDownload SDF
Canonical SMILESOC(C[C@@]1(O)O[C@]([C@H](C)[C@@]2([H])O[C@@]3(CC[C@]([C@]4([H])O[C@@]([C@@]5([H])[C@@H](O[C@@]6([H])O[C@@H](C)[C@H](OC)[C@@H](OC)C6)C[C@@]([C@]7([H])[C@@H](C)C[C@@H](C)[C@](O)(C)O7)([H])O5)(C)CC4)(C)O3)C[C@H](O)[C@H]2C)([H])[C@H](OC)[C@@H](OC)[C@@H]1C)=O.
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

Quality Control

Quality Control & MSDS

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Chemical structure

Maduramicin (ammonium salt)