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HQNO (CAS 341-88-8)

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See product citations (6)

Alternate Names:
HQNO is also known as 2-heptyl-4-quinolinol 1-oxide.
Application:
HQNO is a high affinity respiratory chain inhibitor of quinone oxidation and Zn(II) described to reduce oxygen in and the activity of proton pumps.
CAS Number:
341-88-8
Purity:
≥98%
Molecular Weight:
259.34
Molecular Formula:
C16H21NO2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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HQNO is a high affinity respiratory chain inhibitor of quinone oxidation and Zn(II). HQNO is also described to inhibit proton channels needed to reduce oxygen and the activity of proton pumps. Additionally, HQNO blocks mitochondrial complex I and III, and the activity of NADH oxidase. Along with aurachin C1–10 it has been shown that HQNO does not change the ubiquinone-8 from the QH site. P. aeruginosa and S. aureus studies report that P. aeruginosa exposed to HQNO stimulates S. aureus to produce small-colony variants and biofilms by activating SigB. Respiratory chain mechanisms such as electron transfer and proton/sodium translocation can be investigated, using HQNO.


HQNO (CAS 341-88-8) References

  1. Enzymatic properties of the membrane-bound NADH oxidase system in the aerobic respiratory chain of Bacillus cereus.  |  Kim, MS. and Kim, YJ. 2004. J Biochem Mol Biol. 37: 753-6. PMID: 15607037
  2. Physiological roles of three Na+/H+ antiporters in the halophilic bacterium Vibrio parahaemolyticus.  |  Kuroda, T., et al. 2005. Microbiol Immunol. 49: 711-9. PMID: 16113500
  3. Effects of electron transport inhibitors and uncouplers on the oxidation of ferrous iron and compounds interacting with ferric iron in Acidithiobacillus ferrooxidans.  |  Chen, Y. and Suzuki, I. 2005. Can J Microbiol. 51: 695-703. PMID: 16234867
  4. Effects of electron transport inhibitors on iron reduction in Aeromonas hydrophila strain KB1.  |  Woźnica, A., et al. 2003. Anaerobe. 9: 125-30. PMID: 16887699
  5. HQNO-sensitive NADH:quinone oxidoreductase of Bacillus cereus KCTC 3674.  |  Kang, J. and Kim, YJ. 2007. J Biochem Mol Biol. 40: 53-7. PMID: 17244482
  6. A study of cytochrome bo3 in a tethered bilayer lipid membrane.  |  Weiss, SA., et al. 2010. Biochim Biophys Acta. 1797: 1917-23. PMID: 20096262
  7. Staphylococcus aureus sigma B-dependent emergence of small-colony variants and biofilm production following exposure to Pseudomonas aeruginosa 4-hydroxy-2-heptylquinoline-N-oxide.  |  Mitchell, G., et al. 2010. BMC Microbiol. 10: 33. PMID: 20113519
  8. The quinone-binding sites of the cytochrome bo3 ubiquinol oxidase from Escherichia coli.  |  Yap, LL., et al. 2010. Biochim Biophys Acta. 1797: 1924-32. PMID: 20416270
  9. Structure of the NDH-2 - HQNO inhibited complex provides molecular insight into quinone-binding site inhibitors.  |  Petri, J., et al. 2018. Biochim Biophys Acta Bioenerg. 1859: 482-490. PMID: 29621505
  10. Efficient modification of the Pseudomonas aeruginosa toxin 2-heptyl-1-hydroxyquinolin-4-one by three Bacillus glycosyltransferases with broad substrate ranges.  |  Thierbach, S., et al. 2020. J Biotechnol. 308: 74-81. PMID: 31786106
  11. Structure of the cytochrome aa3 -600 heme-copper menaquinol oxidase bound to inhibitor HQNO shows TM0 is part of the quinol binding site.  |  Xu, J., et al. 2020. Proc Natl Acad Sci U S A. 117: 872-876. PMID: 31888984
  12. An Immunochemical Approach to Detect the Quorum Sensing-Regulated Virulence Factor 2-Heptyl-4-Quinoline N-Oxide (HQNO) Produced by Pseudomonas aeruginosa Clinical Isolates.  |  Montagut, EJ., et al. 2022. Microbiol Spectr. 10: e0107321. PMID: 35876587
  13. Effect of the pseudomonas metabolites HQNO on the Toxoplasma gondii RH strain in vitro and in vivo.  |  Mo, J., et al. 2023. Int J Parasitol Drugs Drug Resist. 21: 74-80. PMID: 36758272

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

HQNO, 10 mg

sc-202654
10 mg
$152.00

HQNO, 50 mg

sc-202654A
50 mg
$615.00

Is HQNO unstable in PBS? does it undergoes RedOx reactions? what mid-point potential of HQNO? Does it form micelles (and what critical micelles concentration?)

Asked by: omgamganapataenamaha
Thank you for your question. HQNO is very slightly soluble in aqueous buffers, for max solubility, HQNO should first be dissolved in ethanol and then diluted with the aqueous buffer of choice, soluble in approximately 0.2mg/ml in a 1:4 solution of ethanol:PBS (pH 7.2). We do not recommend storing the aqueous solution for more than one day. Unfortunately we do not have any information regarding micelle formation. If you have any further questions, please contact our European Technical Service team. You can reach them by phone at Toll Free: +49 6221 4503 0, by email at: europe@scbt.com or by live chat directly on our website, www.scbt.com
Answered by: Tech Service
Date published: 2017-09-06

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. HQNO, sc-202654, is a white to off-white crystalline solid.
Answered by: Chemical Support 4
Date published: 2017-04-14

What's the best solvent to use?

Asked by: chemsd02
Thank you for your question. A stock solution of sc-202654 (HQNO, CAS 341-88-8) may be made by dissolving the HQNO in the solvent of choice. HQNO is soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide, which should be purged with an inert gas. The solubility of HQNO in these solvents is approximately 3, 1, and 0.5 mg/mL, respectively. HQNO is sparingly soluble in aqueous buffers. For maximum solubility in aqueous buffers, HQNO should first be dissolved in ethanol and then diluted with the aqueous buffer of choice. HQNO has a solubility of approximately 0.2 mg/mL in a 1:4 solution of ethanol:PBS (pH 7.2) using this method. We do not recommend storing the aqueous solution for more than one day.
Answered by: Chemical Support 10
Date published: 2017-03-08
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Rated 5 out of 5 by from Works well in my experimentWorks well in my experiment, the sample is Pseudomonas aeruginosa.
Date published: 2015-10-09
Rated 5 out of 5 by from PaderPader, V. et al. (PubMed 25092909) used HQNO, a high affinity inhibitor of quinone oxidation and Zn(II), to disrupt the electron transport chain of S. aureus. -SCBT Publication Review
Date published: 2015-04-07
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HQNO is rated 5.0 out of 5 by 2.
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