Issue 17, 2019

Separation and detection of cyproconazole enantiomers and its stereospecific recognition with chiral stationary phase by high-performance liquid chromatography

Abstract

Cyproconazole, a chiral triazole fungicide, has been diffusely used and analyzed. The development of an effective analytical method for cyproconazole enantiomers can support their residual monitoring and risk assessment. In the present study, the absolute configuration of the cyproconazole enantiomers was confirmed by electronic circular dichroism and time-dependent density functional theory. The enantioseparation parameters were optimized by the response surface methodology using the Box–Behnken design on Lux Cellulose-2. The elution order of (2S,3R)-(+)-, (2S,3S)-(+)-, (2R,3S)-(−)-, and (2R,3R)-(−)-cyproconazole was simulated with molecular docking. The enantiomers were completely separated primarily via halogen bond and hydrogen bond interactions with the chiral stationary phases. The mean recoveries of the cyproconazole enantiomers in the four matrices were 71.8–102.0% with intraday relative standard deviations (RSDs) of 0.3–11.9% and interday RSDs of 0.9–10.6%. The results showed the chiral recognition mechanism clearly and confirmed that the method was accurate and convenient for the simultaneous detection of cyproconazole enantiomers in environmental and food matrices.

Graphical abstract: Separation and detection of cyproconazole enantiomers and its stereospecific recognition with chiral stationary phase by high-performance liquid chromatography

Supplementary files

Article information

Article type
Paper
Submitted
24 May 2019
Accepted
10 Jul 2019
First published
12 Jul 2019

Analyst, 2019,144, 5193-5200

Separation and detection of cyproconazole enantiomers and its stereospecific recognition with chiral stationary phase by high-performance liquid chromatography

Z. He, F. Wu, W. Xia, L. Li, K. Hu, A. E. Kaziem and M. Wang, Analyst, 2019, 144, 5193 DOI: 10.1039/C9AN00950G

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