Abstract
2,2’,3,5’,6-Pentachlorobiphenyl (PCB-95) is an environmentally significant chiral PCB, of which enantioselective toxicity, biodegradation and chiral stability studies have been limited to date, as no commercially available enantiomers exist for PCB-95 and due to the lack of an efficient preparatory chiral separation method. A selective, sensitive, and rapid high-performance liquid chromatography with UV detection (HPLC-UV) method has been developed and validated for the chromatographic separation and quantitation of PCB-95 enantiomers. In this study, we resolved enantiomers of PCB-95 using a cellulose tris (4-methylbenzoate) Chiralcel OJ- H column. After evaluating mobile phase compositions and temperatures, optimum separation and detection were obtained with isocratic 100% n-hexane as the mobile phase, a column temperature of 20°C, a flow rate of 1 mL/min, and a detection wavelength of 280 nm. The total run time was 8 minutes. Enantiomer purity was confirmed using enantioselective gas capillary chromatography-electron capture detection. The developed method was validated as per International Conference on Harmonization (ICH) guidelines with respect to limit of detection, limit of quantification, precision, linearity, robustness and ruggedness.
Highlights
Despite sharing identical molecular formula and structure, enantiomers have different three-dimensional arrangement of chemical substituents at each of their chiral centers
We report a rapid and reliable HPLC-based chiral resolution of the enantiomers of Polychlorinated biphenyls (PCBs)-95 using a polysaccharide based chiral stationary phases (CSPs) column, Chiralcel OJ-H, with short retention times
Method validation techniques such as linearity, limit of detection (LOD), limit of quantification (LOQ), precision, robustness and ruggedness were applied in this study
Summary
Despite sharing identical molecular formula and structure, enantiomers have different three-dimensional arrangement of chemical substituents at each of their chiral centers. Some molecules display axial-chirality and do not possess a chiral center Instead, they have an axis with a set of substituents in a particular spatial arrangement leading to atropisomers, which are not superimposable. They have an axis with a set of substituents in a particular spatial arrangement leading to atropisomers, which are not superimposable These enantiomers and atropisomers retain the same physicochemical properties but different biochemical properties that interact differently with macromolecules such as enzymes, receptors and transporters [1]. There are several other sources such as agriculture and chemical industries that produce chiral compounds that are worth studying for their potential for enantioselectivity in biodegradation and toxicity for organisms and ecosystem health, especially if they are released to the environment in large quantities
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