Direct Enantioseparation of Nitrogen‐Heterocyclic Pesticides on Cellulose‐Based Chiral Column by High‐Performance Liquid Chromatography

Abstract

The enantiomeric separation of eight pesticides including bitertanol (), diclobutrazol (), fenbuconazole (), triticonazole (), imazalil (), triapenthenol (), ancymidol (), and carfentrazone-ethyl () was achieved, using normal-phase high-performance liquid chromatography on two cellulosed-based chiral columns. The effects of isopropanol composition from 2% to 30% in the mobile phase and column temperature from 5 to 40 °C were investigated. Satisfactory resolutions were obtained for bitertanol (), triticonazole (), imazalil () with the (+)-enantiomer eluted first and fenbuconazole () with the (-)-enantiomer eluted first on Lux Cellulose-2 and Lux Cellulose-3. (+)-Enantiomers of diclobutrazol () and triapenthenol () were first eluted on Lux Cellulose-2. (-)-Carfentrazone-ethyl () were eluted first on Lux Cellulose-2 and Lux Cellulose-3 with incomplete separation. Reversed elution orders were obtained for ancymidol (7). (+)-Ancymidol was first eluted on Lux Cellulose-2 while on Lux Cellulose-3 (-)-ancymidol was first eluted. The results of the elution order at different column temperatures suggested that column temperature did not affect the optical signals of the enantiomers. These results will be helpful to prepare and analyze individual enantiomers of chiral pesticides.

A multi-walled carbon nanotubes-poly(l-lysine) modified enantioselective immunosensor for ofloxacin by using multi-enzyme-labeled gold nanoflower as signal enhancer

“…Among these methods, electrochemical immunoassays, due to their intrinsic advantages such as good portability, low cost and high sensitivity, have been developed and extensively applied to the detection of various substance including tumor markers, food additives and environmental pollutants Scognamiglio et al, 2014). Numerous other selectors including cyclodextrins, crown ethers, macrocyclic antibiotics, proteins or cellulose are commonly used to obtain chiral stationary phases for high-performance liquid chromatography (Chai et al, 2015;Pang et al, 2014). As we know that the antibody can peculiarly bind with its corresponding antigen by electrostatic forces, hydrogen bonds and hydrophobic interaction (Izake, 2007), the development of the enantiomeric immunosensor can be constructed to detect enantiomers by its specific recognition capability.…”

Influence of Helical Structure on Chiral Recognition of Poly(phenylacetylene)s Bearing Phenylcarbamate Residues of L‐Phenylglycinol and Amide Linage as Pendants

“…To elucidate the role of the helical structure on the chiral recognition of PPA-1~4, the polymers were coated on aminopropyl silanized silica gel using DMF and THF as coating solvents. Chiral recognition abilities of PPA-1~4 with different helical structures induced by the coating solvents were evaluated as the CSPs for HPLC using 13 racemates (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13) shown in Fig. 4.…”

“…The chiral recognition ability of chiral stationary phases (CSPs) is one of the key points of this separation technique . Polysaccharide‐based CSPs, such as cellulose esters and phenylcarbamates of cellulose and amylose, are some of the most popular ones . Many kinds of synthetic polymers have also been prepared as the CSPs for HPLC, and some of them exhibit excellent chiral recognition abilities .…”

“…5 Polysaccharidebased CSPs, such as cellulose esters and phenylcarbamates of cellulose and amylose, are some of the most popular ones. [6][7][8][9][10][11] Many kinds of synthetic polymers have also been prepared as the CSPs for HPLC, and some of them exhibit excellent chiral recognition abilities. [12][13][14][15] Among these synthetic polymers, the helical poly(phenylacetylene) derivatives with stereoregular structures showed high chiral recognition abilities as CSPs.…”

Stereoselective bioactivity, toxicity and degradation of the chiral triazole fungicide bitertanol

“…[4][5][6] It contains two chiral carbon atoms with four different stereoisomers, and to separate these stereoisomers, high-performance liquid chromatography-tandem mass spectrometry (LC-MS/MS) and normal-phase HPLC with different chiral columns were used. 7,8 Eventually, X-ray diffraction was used to firm the absolute configuration of four stereoisomers. 9 Bitertanol is used world-wide as a foliage spray or seed treatment to control crops, vegetables, and fruits diseases.…”