An inhibitor of bacterial DNA gyrase
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Oxolinic Acid

Item No. 16789

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-ethyl-5,8-dihydro-8-oxo-1,3-dioxolo[4,5-g]quinoline-7-carboxylic acid
CAS Number
14698-29-4
Synonyms
  • NSC 110364
  • Urinox
Molecular Formula
C13H11NO5
Formula Weight
261.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
0.5 M NaOH: 50 mg/ml
λmax
220, 260, 325, 335 nm
SMILES
CCN1C=C(C(O)=O)C(C2=CC3=C(OCO3)C=C21)=O
InChi Code
InChI=1S/C13H11NO5/c1-2-14-5-8(13(16)17)12(15)7-3-10-11(4-9(7)14)19-6-18-10/h3-5H,2,6H2,1H3,(H,16,17)
InChi Key
KYGZCKSPAKDVKC-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $36

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    5 g

    $86

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    10 g

    $153

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    25 g

    $336

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    Product Description

    Oxolinic acid is a quinolone antibiotic that inhibits bacterial DNA gyrase, but not eukaryotic topoisomerases, reversibly binding gyrase subunit A in gyrase-DNA complexes, blocking supercoiling activity and inhibiting DNA synthesis at 0.5-5 µg/ml.1,2,3 Oxolinic acid also blocks neuronal uptake of dopamine in mammals (IC50 = 4.3 µM), leading to an increase in locomotor activity.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Drlica, K., and Zhao, X. DNA gyrase, topoisomerase IV, and the 4-quinolones. Microbiol. Mol. Biol. Rev. 61(3), 377-392 (1997).

    2. Hays, J.B., and Boehmer, S. Antagonists of DNA gyrase inhibit repair and recombination of UV-irradiated phage λ. Proc. Natl. Acad. Sci. USA 75(9), 4125-4129 (1978).

    3. Engle, E.C., Manes, S.H., and Drlica, K. Differential effects of antibiotics inhibiting gyrase. J. Bacteriol. 149(1), 92-98 (1982).

    4. García de Mateos-Verchere, J., Vaugeois, J.M., Naudin, B., et al. Behavioural and neurochemical evidence that the antimicrobial agent oxolinic acid is a dopamine uptake inhibitor. Eur. Neuropsychopharmacol. 8(4), 255-259 (1998).