Naturally occurring antagonist of dihydrostreptomycin. Potent inhibitor of the respiratory chain binding to the mitochondrial cytochrome b protein. Inhibits NADH oxidase (NADH) and Na+-dependent NADH-quinone reductase (NQR).
Product Details
Alternative Name: | 2-n-Heptyl-4-hydroxyquinoline N-oxide |
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Formula: | C16H21NO2 |
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MW: | 259.3 |
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Source: | Synthetic. |
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CAS: | 341-88-8 |
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MI: | 14: 4751 |
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RTECS: | VC5890000 |
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Purity: | ≥99% (HPLC) |
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Identity: | Determined by NMR. |
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Appearance: | White to off-white crystalline solid. |
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Solubility: | Soluble in 100% ethanol, DMSO or chloroform; very slightly soluble in water, pH>7.0. |
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Shipping: | Blue Ice |
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Long Term Storage: | -20°C |
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Handling: | Protect from light. Hygroscopic. |
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Regulatory Status: | RUO - Research Use Only |
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Product Literature References
Unveiling the membrane bound dihydroorotate: Quinone oxidoreductase from Staphylococcus aureus: F.M. Sousa, et al.; Biochim Biophys Acta Bioenerg.
1864, 148948 (2023),
Abstract;
Creation of a gold nanoparticle based electrochemical assay for the detection of inhibitors of bacterial cytochrome bd oxidases: E. Fournier, et al. ; Bioelectrochemistry
111, 109 (2016),
Application(s): Inhibition,
Abstract;
Physiological roles of three Na+/H+ antiporters in the halophilic bacterium Vibrio parahaemolyticus: T. Kuroda, et al.; Microbiol. Immunol.
49, 711 (2005),
Abstract;
Purification and characterization of succinate:menaquinone oxidoreductase from Corynebacterium glutamicum: T. Kurokawa and J. Sakamoto; Arch. Microbiol.
183, 317 (2005),
Abstract;
Quinone reduction by Rhodothermus marinus succinate:menaquinone oxidoreductase is not stimulated by the membrane potential: A.S. Fernandes, et al.; BBRC
330, 565 (2005),
Abstract;
Enzymatic properties of the membrane-bound NADH oxidase system in the aerobic respiratory chain of Bacillus cereus: M.S. Kim & Y.J. Kim; J. Biochem. Mol. Biol.
37, 753 (2004),
Abstract;
Involvement of sulfide:quinone oxidoreductase in sulfur oxidation of an acidophilic iron-oxidizing bacterium, Acidithiobacillus ferrooxidans NASF-1: S. Wakai, et al.; Biosci. Biotechnol. Biochem.
68, 2519 (2004),
Abstract;
A stable isotope dilution assay for the quantification of the Pseudomonas quinolone signal in Pseudomonas aeruginosa cultures: F. Lepine, et al.; Biochim. Biophys. Acta
1622, 36 (2003),
Abstract;
Sulfite-oxido-reductase is involved in the oxidation of sulfite in Desulfocapsa sulfoexigens during disproportionation of thiosulfate and elemental sulfur: T.M. Frederiksen & K. Finster; Biodegradation
14, 189 (2003),
Abstract;
FTIR spectroscopic evidence for the involvement of an acidic residue in quinone binding in cytochrome bd from Escherichia coli: J. Zhang, et al.; Biochemistry
41, 4612 (2002),
Abstract;
Inhibitor studies of a new antibiotic, korormicin, 2-n-heptyl-4-hydroxyquinoline N-oxide and Ag+ toward the Na+-translocating NADH-quinone reductase from the marine Vibrio alginolyticus: Y. Nakayama, et al.; Biol. Pharm. Bull.
22, 1064 (1999),
Abstract;
Binding of HQNO to beef-heart sub-mitochondrial particles: G. Van Ark & J.A. Berden; Biochim. Biophys. Acta
459, 119 (1977),
Abstract;
Structure of a naturally occurring antagonist of dihydrostreptomycin: J.W. Cornforth & A.T. James; Biochem. J.
63, 124 (1956),
Abstract;
Inhibition of cytochrome system of heart muscle and of Staphylococcus aureus by 2-heptyl-4-hydroxyquinoline-N-oxide, an antagonist of dihydrostreptomycin: J.W. Lightbown & F.L. Jackson; Biochem. J.
58, 15 (1954),
Abstract;