Recent progresses in protein-based chiral stationary phases for enantioseparations in liquid chromatography

Haginaka, Jun

doi:10.1016/j.jchromb.2008.05.022

Cited by 101 publications

(73 citation statements)

References 45 publications

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“…The direct method using chiral stationary phases (CSPs) has demonstrated many advantages and many applications [50,51]. Many types of CSPs are available, but Pirkle-type, polysaccharide derivatives, cyclodextrin (CD), protein, macrocyclic glycopeptides antibiotics-based, and polymeric-based [50,52,53] are mostly applied.…”

Section: Basic Concepts Of Chiralitymentioning

confidence: 99%

Occurrence of Chiral Bioactive Compounds in the Aquatic Environment: A Review

Ribeiro

Maia

et al. 2017

Symmetry

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Abstract:In recent decades, the presence of micropollutants in the environment has been extensively studied due to their high frequency of occurrence, persistence and possible adverse effects to exposed organisms. Concerning chiral micropollutants in the environment, enantiomers are frequently ignored and enantiomeric composition often neglected. However, enantioselective toxicity is well recognized, highlighting the need to include enantioselectivity in environmental risk assessment. Additionally, the information about enantiomeric fraction (EF) is crucial since it gives insights about: (i) environmental fate (i.e., occurrence, distribution, removal processes and (bio)degradation); (ii) illicit discharges; (iii) consumption pattern (e.g., illicit drugs, pharmaceuticals used as recreational drugs, illicit use of pesticides); and (iv) enantioselective toxicological effects. Thus, the purpose of this paper is to provide a comprehensive review about the enantioselective occurrence of chiral bioactive compounds in aquatic environmental matrices. These include pharmaceuticals, illicit drugs, pesticides, polychlorinated biphenyls (PCBs) and polycyclic musks (PCMs). Most frequently analytical methods used for separation of enantiomers were liquid chromatography and gas chromatography methodologies using both indirect (enantiomerically pure derivatizing reagents) and direct methods (chiral stationary phases). The occurrence of these chiral micropollutants in the environment is reviewed and future challenges are outlined.

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Section: Basic Concepts Of Chiralitymentioning

confidence: 99%

Occurrence of Chiral Bioactive Compounds in the Aquatic Environment: A Review

Ribeiro

Maia

et al. 2017

Symmetry

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“…The most important types of chiral selectors pointed to: Pirkle type, polysaccharide derivatives, cyclodextrin, protein, and macrocyclic glycopeptides antibiotics-based CSP [42,47,48]. Due the versatility and suitability for all elution modes, polysaccharides or macrocyclic antibiotics CSP are usually the first choice to start the trial-error challenge to achieve the desired separation of enantiomers [47,[49][50][51][52].…”

Section: Enantiomeric Separationmentioning

confidence: 99%

Enantiomeric Separation of Tramadol and Its Metabolites: Method Validation and Application to Environmental Samples

et al. 2017

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Abstract:The accurate assessment of racemic pharmaceuticals requires enantioselective analytical methods. This study presents the development and validation of an enantioselective liquid chromatography with a fluorescence detection method for the concomitant quantification of the enantiomers of tramadol and their metabolites, N-desmethyltramadol and O-desmethyltramadol, in wastewater samples. Optimized conditions were achieved using a Lux Cellulose-4 column 150 × 4.6 mm, 3 µm isocratic elution, and 0.1% diethylamine in hexane and ethanol (96:4, v/v) at 0.7 mL min −1 . The samples were extracted using 150 mg Oasis ® mixed-mode cation exchange (MCX) cartridges. The method was validated using a synthetic effluent of a laboratory-scale aerobic granular sludge sequencing batch reactor. The method demonstrated to be selective, accurate, and linear (r 2 > 0.99) over the range of 56 ng L −1 to 392 ng L −1 . The detection and the quantification limits of each enantiomer were 8 ng L −1 and 28 ng L −1 for tramadol and N-desmethyltramadol, and 20 ng L −1 and 56 ng L −1 for O-desmethyltramadol. The feasibility of the method was demonstrated in a screening study in influent and effluent samples from a wastewater treatment plant. The results demonstrated the occurrence of tramadol enantiomers up to 325.1 ng L −1 and 357.9 ng L −1 , in the effluent and influent samples, respectively. Both metabolites were detected in influents and effluents.

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“…Another item of a large market is chiral stationary phases on which many review articles have been published. [73][74][75][76][77][78][79] Chiral stationary phases bear a great importance in pharmaceutical fields. A variety of chiral ligand modified silica particles have been commercialized.…”

Section: Modification Of Silica Particlesmentioning

confidence: 99%

Porous Silica Particles As Chromatographic Separation Media: A Review

Cheong¹

2014

Bulletin of the Korean Chemical Society

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Porous silica particles are the most prevailing raw material for stationary phases of liquid chromatography. During a long period of time, various methodologies for production of porous silica particles have been proposed, such as crashing and sieving of xerogel, traditional dry or wet process preparation of conventional spherical particles, preparation of hierarchical mesoporous particles by template-mediated pore formation, repeated formation of a thin layer of porous silica upon nonporous silica core (core-shell particles), and formation of specific silica monolith followed by grinding and calcination. Recent developments and applications of useful porous silica particles will be covered in this review. Discussion on sub-3 µm silica particles including nonporous silica particles, carbon or metal oxide clad silica particles, and molecularly imprinted silica particles, will also be included. Next, the individual preparation methods and their feasibilities will be collectively and critically compared and evaluated, being followed by conclusive remarks and future perspectives.

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Recent progresses in protein-based chiral stationary phases for enantioseparations in liquid chromatography

Cited by 101 publications

References 45 publications

Occurrence of Chiral Bioactive Compounds in the Aquatic Environment: A Review

Occurrence of Chiral Bioactive Compounds in the Aquatic Environment: A Review

Enantiomeric Separation of Tramadol and Its Metabolites: Method Validation and Application to Environmental Samples

Porous Silica Particles As Chromatographic Separation Media: A Review

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