Supercritical Fluid Chromatography for Chiral Analysis, Part 2: Applications

Roskam, Gerry; Velde, Bas van de; Gargano, Andrea; Köhler, Isabelle

doi:10.56530/lcgc.eu.fn8374q5

Cited by 3 publications

(1 citation statement)

References 67 publications

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“…SFC has become a powerful technique in the pharmaceutical industry, mainly for the enantioseparation of chiral compounds [ 12 , 13 , 14 , 15 , 16 ]. In contrast to LC, low viscosity and high diffusivity of the mobile phase (MP) enable the performance of effective separations at a higher flow rate with a smaller pressure drop [ 17 , 18 ].…”

Section: Introductionmentioning

confidence: 99%

The Enantioselective Potential of NicoShell and TeicoShell Columns for Basic Pharmaceuticals and Forensic Drugs in Sub/Supercritical Fluid Chromatography

et al. 2023

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The enantioselective potential of two macrocyclic glycopeptide-based chiral stationary phases for analysis of 28 structurally diverse biologically active compounds such as derivatives of pyrovalerone, ketamine, cathinone, and other representatives of psychostimulants and antidepressants was evaluated in sub/supercritical fluid chromatography. The chiral selectors immobilized on 2.7 μm superficially porous particles were teicoplanin (TeicoShell column) and modified macrocyclic glycopeptide (NicoShell column). The influence of the organic modifier and different mobile phase additives on the retention and enantioresolution were investigated. The obtained results confirmed that the mobile phase additives, especially water as a single additive or in combination with basic and acidic additives, improve peak shape and enhance enantioresolution. In addition, the effect of temperature was evaluated to optimize the enantioseparation process. Both columns exhibited comparable enantioselectivity, approximately 90% of the compounds tested were enantioseparated, and 30% out of them were baseline enantioresolved under the tested conditions. The complementary enantioselectivity of the macrocyclic glycopeptide-based chiral stationary phases was emphasized. This work can be useful for the method development for the enantioseparation of basic biologically active compounds of interest.

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Section: Introductionmentioning

confidence: 99%

The Enantioselective Potential of NicoShell and TeicoShell Columns for Basic Pharmaceuticals and Forensic Drugs in Sub/Supercritical Fluid Chromatography

et al. 2023

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Qualitative and Quantitative Analyses of the Enantiomers of Nicotine and Nornicotine Employing Chiral Supercritical Fluid Chromatography

Ashraf‐Khorassani

Perfetti²,

Dube

et al. 2023

Journal of Chromatographic Science

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An optimized method employing chiral supercritical fluid chromatography with diode array UV–VIS detection has been developed for the quantitative analysis of nicotine and nornicotine enantiomer distributions. The method parameters that were optimized included: column type (stationary phases, Chiralpak IG-3), column temperature (40°C), modifier types and concentration (isopropyl alcohol, 10%), additive types and concentrations (diethylamine, 0.2%), elution times (<6 min, flow rate 3 mL/min) and resolution factor (>1.2). These optimized conditions led to nicotine and nornicotine enantiomer detection limits of ~5 ng/μL with accompanying %RSD values of <2% from the analyses of commercially available nicotine-containing formulations.

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Qualitative and Quantitative Analyses of the Enantiomers of Nicotine and Related Alkaloids Employing Chiral Supercritical Fluid Chromatography in Commercial Nicotine Samples and in E-Cigarette Products

Perfetti¹,

Ashraf‐Khorassani

Coleman

et al. 2023

Contributions to Tobacco &Amp; Nicotine Research

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Summary Several commercial sources of tobacco-derived nicotine (TDN) and synthetic nicotine (SyN) and a variety of e-cigarette liquids employing either TDN or SyN have been evaluated to determine the enantiomer distributions of R- and S-nicotine and R- and S-nornicotine by chiral supercritical fluid chromatography (chiral-SFC) with UV diode array detection (DAD-UV). The data generated are used to test the mismatched vs. matched hypothesis of Cheetham et al. as a means to distinguish products containing TDN from products with SyN. Two sets of experiments were conducted in this study. The first experiment was conducted on a series of 11 commercial nicotine samples (three characterized as tobacco-derived and eight characterized as synthetic nicotine). The commercial nicotine samples were either from a tobacco-derived nicotine (TDN) source or were synthetic nicotine (SyN). Some of the commercial nicotine samples were nicotine salts. The second experiment was conducted on e-liquids from a set of 11 e-cigarettes. The nicotine in the e-liquids was either from TDN or SyN. The e-liquid samples were differentiated based on the advertised information on the internet or from printed information on the e-cigarette packaging. None of the three commercial TDN samples in the first experiment could be unequivocally characterized as coming from a tobacco source. Five of the eight commercial SyN samples were correctly characterized as SyN based on the matched vs. mismatched nicotine and nornicotine hypothesis of Cheetham et al. In the second experiment, none of the e-liquids characterized as being from TDN sources could be unequivocally characterized as coming from a tobacco source. All of the e-liquids characterized as being from SyN sources were either characterized as equivocal or of uncertain origin based on the matched vs. mismatched nicotine and nornicotine hypothesis of Cheetham et al. These sets of experiments represent an excellent example of the difficulty that the United States Food and Drug Administration is having in trying to determine if TDN or SyN is being used in tobacco products. Even highly advanced chromatographic methods such as chiral-SFC were not able to unequivocally distinguish products with TDN from products with SyN 100% of the time. Other analytical methods such as 14C quantitation of nicotine samples by accelerator mass spectrometry offer a more reliable determinate of nicotine source (TDN vs. SyN) and can be used to identify misbranded products labelled as containing SyN, even though this methodology is more expensive and offered in limited locations.

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Supercritical Fluid Chromatography for Chiral Analysis, Part 2: Applications

Cited by 3 publications

References 67 publications

The Enantioselective Potential of NicoShell and TeicoShell Columns for Basic Pharmaceuticals and Forensic Drugs in Sub/Supercritical Fluid Chromatography

The Enantioselective Potential of NicoShell and TeicoShell Columns for Basic Pharmaceuticals and Forensic Drugs in Sub/Supercritical Fluid Chromatography

Qualitative and Quantitative Analyses of the Enantiomers of Nicotine and Nornicotine Employing Chiral Supercritical Fluid Chromatography

Qualitative and Quantitative Analyses of the Enantiomers of Nicotine and Related Alkaloids Employing Chiral Supercritical Fluid Chromatography in Commercial Nicotine Samples and in E-Cigarette Products

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