Abstract

In this paper, the fluorescence spectra of Enrofloxacin (ENR) in different pH conditions was studied in order to determine its structural changes due to protonation with pH changes. The ENR two-step dissociation constant is calculated and the fluorescence quantum yield under acidic conditions is measured. In the strong acidic conditions, ENR exists of H3L 2+ form of which maximum emission wavelength is at 450 nm. At the condition of pH 2.45 to 4.23, ENR exists of H 2 L + form with strong and steady fluorescence. The maximum emission wavelength is still 450 nm. At the condition of pH more than 4.23, the maximum emission wavelengths are gradually blue shifted to 445 nm and the fluorescence intensity decrease with the increase of pH which shows that H 2 L + loses one proton with the increase of pH and exists in the form of bipolar ion HL. When the pH is more than 12.28, the fluorescence intensity are weakened to nearly disappear with the increase of pH value, indicating that HL gradually loses the proton with the conversion to the anion of L - which is weaker fluorescence. In the buffer solution of pH 3.00, with quinine sulfate as reference, the fluorescence quantum yield of ENR at excitation wavelength of 274 nm is 0.125.

Highlights

  • Enrofloxacin (ENR) is a broad spectrum of fluoroquinolone (FQ) antibiotic with high physiological activity and among the most consumed quinolones on livestock in China [1, 2]

  • ENR molecules contain a carboxyl group and a piperazinyl amine group and could exist as cationic, zwitterionic, and anionic species in solution depending on pH values [5], which emission is closely related to the degree of protonation [6, 7]

  • The Au and As values were recorded at a specified wavelength, the fluorescence spectra of ENR and quinine sulfate solutions were scanned at different excitation wavelengths to calculate integrated fluorescence intensity

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Summary

Introduction

Enrofloxacin (ENR) is a broad spectrum of fluoroquinolone (FQ) antibiotic with high physiological activity and among the most consumed quinolones on livestock in China [1, 2]. As quinolones can be synthesized by chemical methods, modifying the structure of these drugs can significantly improve its shortcomings. Quantitative and qualitative study of quinolones has a great significance. ENR molecules contain a carboxyl group and a piperazinyl amine group and could exist as cationic, zwitterionic, and anionic species in solution depending on pH values [5], which emission is closely related to the degree of protonation [6, 7]. The fluorescence spectra of ENR under different pH conditions were investigated to determine the structural changes. The dissociation constants were calculated and the fluorescence quantum yields were measured by using quinine sulfate as reference solution. Chemical structure of ENR is shown as Figure 1

Experimental
Procedures
Fluorescence Spectra of ENR under Near-Neutral or Weakly Acidic Conditions
Fluorescence Spectra of ENR in the Acidic Conditions
Fluorescence Spectra of ENR in Alkaline Conditions
Dissociation Constant of ENR
The Fluorescence Quantum Yield of ENR Measurement
Conclusion

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