An electron transport inhibitor
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Isomer(s)
90026992-nonyl-3-hydroxy-4-Quinolone
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2-Nonyl-4-hydroxyquinoline N-oxide

Item No. 45204

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-nonyl-4-quinolinol 1-oxide
CAS Number
316-66-5
Synonyms
  • NoHOQnO
  • NQNO
Molecular Formula
C18H25NO2
Formula Weight
287.4
Purity
≥98%
Formulation (Request formulation change)
A solid
SMILES
[O-][N+](C(C=CC=C1)=C1C(O)=C2)=C2CCCCCCCCC
InChi Code
InChI=1S/C18H25NO2/c1-2-3-4-5-6-7-8-11-15-14-18(20)16-12-9-10-13-17(16)19(15)21/h9-10,12-14,20H,2-8,11H2,1H3
InChi Key
LMBFBUICIQJLPK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    2-Nonyl-4-hydroxyquinoline N-oxide (NQNO) is an electron transport inhibitor.1,2 It inhibits electron transport in plants and bacteria by inhibiting the reduction of endogenous quinones by binding at the Qn-site of the photosynthetic cytochrome b6f complex. NQNO has been used to study electron transfer mechanisms in biological systems. It has also been isolated from P. aeruginosa swarms after exposure to tobramycin (Item Nos. 14596 | 41453).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jones, R.W., and Whitmarsh, J. Inhibition of electron transfer and the electrogenic reaction in the cytochrome b/f complex by 2-n-nonyl-4-hydroxyquinoline N-oxide (NQNO) and 2,5-dibromo-3-methyl-6-isopropyl-p-benzoquinone (DBMIB). Biochimica et Biophysica Acta 933, 258-268 (1988).

    2. Hasan, S.S., Yamashita, E., Baniulis, D., et al. Quinone-dependent proton transfer pathways in the photosynthetic cytochrome b6f complex. Proc. Natl. Acad. Sci. USA 110(11), 4297-4302 (2013).

    3. Morales-Soto, N., Dunham, S.J.B., Baig, N.F., et al. Spatially dependent alkyl quinolone signaling responses to antibiotics in Pseudomonas aeruginosa swarms. The Journal of Biological Chemisty 293(24), 9544-9552 (2018).