HQNO | CAS#341-88-8 | Cytochrome bo3 inhibitor

MedKoo Cat#: 463849 | Name: HQNO

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

HQNO is a potent inhibitor of cytochrome bo3 , completely inhibiting wild-type cytochrome aa3-600.

Chemical Structure

HQNO

CAS#341-88-8

Theoretical Analysis

MedKoo Cat#: 463849

Name: HQNO

CAS#: 341-88-8

Chemical Formula: C16H21NO2

Exact Mass: 259.1572

Molecular Weight: 259.35

Elemental Analysis: C, 74.10; H, 8.16; N, 5.40; O, 12.34

Price and Availability

Size	Price	Availability	Quantity
10mg	USD 300.00	2 Weeks
50mg	USD 750.00	2 Weeks

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Related CAS #

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Synonym

HQNO; KF8940; KF 8940; KF-8940; Pyo II; Pyo-II;

IUPAC/Chemical Name

2-heptyl-4-hydroxyquinoline 1-oxide

InChi Key

NZPACTGCRWDXCJ-UHFFFAOYSA-N

InChi Code

InChI=1S/C16H21NO2/c1-2-3-4-5-6-9-13-12-16(18)14-10-7-8-11-15(14)17(13)19/h7-8,10-12,18H,2-6,9H2,1H3

SMILES Code

OC1=C2C(C=CC=C2)=[N+]([O-])C(CCCCCCC)=C1

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 259.35 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

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Quorum sensing-induced phenotypic switching as a regulatory nutritional stress response in a competitive two-species biofilm: An individual-based cellular automata model. J Biosci. 2020;45:122. PMID: 33097679. 5: Sartor P, Bock J, Hennecke U, Thierbach S, Fetzner S. Modification of the Pseudomonas aeruginosa toxin 2-heptyl-1-hydroxyquinolin-4(1H)-one and other secondary metabolites by methyltransferases from mycobacteria. FEBS J. 2020 Oct 16. doi: 10.1111/febs.15595. Epub ahead of print. PMID: 33064871. 6: Cao T, Sweedler JV, Bohn PW, Shrout JD. Spatiotemporal Distribution of Pseudomonas aeruginosa Alkyl Quinolones under Metabolic and Competitive Stress. mSphere. 2020 Jul 22;5(4):e00426-20. doi: 10.1128/mSphere.00426-20. PMID: 32699119; PMCID: PMC7376503. 7: Orazi G, Jean-Pierre F, O'Toole GA. Pseudomonas aeruginosa PA14 Enhances the Efficacy of Norfloxacin against Staphylococcus aureus Newman Biofilms. J Bacteriol. 2020 Aug 25;202(18):e00159-20. doi: 10.1128/JB.00159-20. PMID: 32661077. 8: Liang P, Fang X, Hu Y, Yuan M, Raba DA, Ding J, Bunn DC, Sanjana K, Yang J, Rosas-Lemus M, Häse CC, Tuz K, Juárez O. The aerobic respiratory chain of Pseudomonas aeruginosa cultured in artificial urine media: Role of NQR and terminal oxidases. PLoS One. 2020 Apr 23;15(4):e0231965. doi: 10.1371/journal.pone.0231965. PMID: 32324772; PMCID: PMC7179901. 9: Rieger B, Thierbach S, Ommer M, Dienhart FSV, Fetzner S, Busch KB. Pseudomonas Quinolone Signal molecule PQS behaves like a B Class inhibitor at the IQ site of mitochondrial complex I. FASEB Bioadv. 2020 Feb 19;2(3):188-202. doi: 10.1096/fba.2019-00084. PMID: 32161908; PMCID: PMC7059627. 10: Xu J, Ding Z, Liu B, Yi SM, Li J, Zhang Z, Liu Y, Li J, Liu L, Zhou A, Gennis RB, Zhu J. Structure of the cytochrome aa3 -600 heme- copper menaquinol oxidase bound to inhibitor HQNO shows TM0 is part of the quinol binding site. Proc Natl Acad Sci U S A. 2020 Jan 14;117(2):872-876. doi: 10.1073/pnas.1915013117. Epub 2019 Dec 30. PMID: 31888984; PMCID: PMC6969530. 11: Magalhães AP, Jorge P, Pereira MO. Pseudomonas aeruginosa and Staphylococcus aureus communication in biofilm infections: insights through network and database construction. Crit Rev Microbiol. 2019 Sep- Nov;45(5-6):712-728. doi: 10.1080/1040841X.2019.1700209. Epub 2019 Dec 13. PMID: 31835971. 12: Price CE, Brown DG, Limoli DH, Phelan VV, O'Toole GA. Exogenous Alginate Protects Staphylococcus aureus from Killing by Pseudomonas aeruginosa. J Bacteriol. 2020 Mar 26;202(8):e00559-19. doi: 10.1128/JB.00559-19. PMID: 31792010; PMCID: PMC7099135. 13: Thierbach S, Sartor P, Yücel O, Fetzner S. Efficient modification of the Pseudomonas aeruginosa toxin 2-heptyl-1-hydroxyquinolin-4-one by three Bacillus glycosyltransferases with broad substrate ranges. J Biotechnol. 2020 Jan 20;308:74-81. doi: 10.1016/j.jbiotec.2019.11.015. Epub 2019 Nov 28. PMID: 31786106. 14: Raba DA, Yuan M, Fang X, Menzer WM, Xie B, Liang P, Tuz K, Minh DDL, Juárez O. Role of Subunit D in Ubiquinone-Binding Site of Vibrio cholerae NQR: Pocket Flexibility and Inhibitor Resistance. ACS Omega. 2019 Nov 1;4(21):19324-19331. doi: 10.1021/acsomega.9b02707. PMID: 31763556; PMCID: PMC6868883. 15: Orazi G, Ruoff KL, O'Toole GA. Pseudomonas aeruginosa Increases the Sensitivity of Biofilm-Grown Staphylococcus aureus to Membrane-Targeting Antiseptics and Antibiotics. mBio. 2019 Jul 30;10(4):e01501-19. doi: 10.1128/mBio.01501-19. PMID: 31363032; PMCID: PMC6667622. 16: Ritzmann NH, Mährlein A, Ernst S, Hennecke U, Drees SL, Fetzner S. Bromination of alkyl quinolones by Microbulbifer sp. HZ11, a marine Gammaproteobacterium, modulates their antibacterial activity. Environ Microbiol. 2019 Jul;21(7):2595-2609. doi: 10.1111/1462-2920.14654. Epub 2019 Jun 6. PMID: 31087606. 17: Thierbach S, Wienhold M, Fetzner S, Hennecke U. Synthesis and biological activity of methylated derivatives of the Pseudomonas metabolites HHQ, HQNO and PQS. Beilstein J Org Chem. 2019 Jan 21;15:187-193. doi: 10.3762/bjoc.15.18. PMID: 30745993; PMCID: PMC6350858. 18: Liu YC, Hussain F, Negm O, Pavia A, Halliday N, Dubern JF, Singh S, Muntaka S, Wheldon L, Luckett J, Tighe P, Bosquillon C, Williams P, Cámara M, Martínez- Pomares L. Contribution of the Alkylquinolone Quorum-Sensing System to the Interaction of Pseudomonas aeruginosa With Bronchial Epithelial Cells. Front Microbiol. 2018 Dec 18;9:3018. doi: 10.3389/fmicb.2018.03018. Erratum in: Front Microbiol. 2019 Feb 21;10:314. PMID: 30619119; PMCID: PMC6305577. 19: Raba DA, Rosas-Lemus M, Menzer WM, Li C, Fang X, Liang P, Tuz K, Minh DDL, Juárez O. Characterization of the Pseudomonas aeruginosa NQR complex, a bacterial proton pump with roles in autopoisoning resistance. J Biol Chem. 2018 Oct 5;293(40):15664-15677. doi: 10.1074/jbc.RA118.003194. Epub 2018 Aug 22. PMID: 30135204; PMCID: PMC6177581. 20: Petri J, Shimaki Y, Jiao W, Bridges HR, Russell ER, Parker EJ, Aragão D, Cook GM, Nakatani Y. Structure of the NDH-2 - HQNO inhibited complex provides molecular insight into quinone-binding site inhibitors. Biochim Biophys Acta Bioenerg. 2018 Jul;1859(7):482-490. doi: 10.1016/j.bbabio.2018.03.014. Epub 2018 Apr 3. PMID: 29621505; PMCID: PMC6167311.