Gas chromatographic enantioseparation of derivatized α-amino acids on chiral stationary phases—Past and present

Schurig, Volker

doi:10.1016/j.jchromb.2011.04.005

Cited by 79 publications

(40 citation statements)

References 217 publications

(295 reference statements)

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“…By indirect evidence, it is tempting to correlate the absolute configuration of the enantiomers of structurally related compounds (congeners, homologues) with their order of elution from a given CSP in enantioselective GC. Indeed, on L-valine diamide selectors, the derivatized Lenantiomers of all proteinogenic α-amino acids were found to elute as the second peak [4]. By coincidence, the same elution order was also observed for Chirasil-γ-Dex (Lipodex E, comprised of D-glucose moieties, anchored to polydimethylsiloxane [32], Fig.…”

Section: Determination Of Absolute Configurations In Enantioselective Gcmentioning

confidence: 55%

Salient Features of Enantioselective Gas Chromatography: The Enantiomeric Differentiation of Chiral Inhalation Anesthetics as a Representative Methodological Case in Point

Schurig

2013

Topics in Current Chemistry

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The enantiomeric differentiation of the volatile chiral inhalation anesthetics enflurane, isoflurane, and desflurane by analytical and preparative gas chromatography on various modified cyclodextrins is described. Very large enantioseparation factors α are obtained on the chiral selector octakis(3-O-butanoyl-2,6-di-O-pentyl)-γ-cyclodextrin (Lipodex E). The gas-chromatographically observed enantioselectivities are corroborated by NMR-spectroscopy using Lipodex E as chiral solvating agent and by various sensor devices using Lipodex E as sensitive chiral coating layer. The assignment of the absolute configuration of desflurane is clarified. Methods are described for the determination of the enantiomeric distribution of chiral inhalation anesthetics during narcosis in clinical trials. The quantitation of enantiomers in a sample by the method of enantiomeric labeling is outlined. Reliable thermodynamic parameters of enantioselectivity are determined by using the retention-increment R' approach for the enantiomeric differentiation of various chiral halocarbon selectands on diluted cyclodextrin selectors.

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Section: Determination Of Absolute Configurations In Enantioselective Gcmentioning

confidence: 55%

Salient Features of Enantioselective Gas Chromatography: The Enantiomeric Differentiation of Chiral Inhalation Anesthetics as a Representative Methodological Case in Point

Schurig

2013

Topics in Current Chemistry

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“…Various chromatographic techniques like TLC, HPLC, and GC are frequently used for chiral separation and analysis of AAs [27][28][29][30][31]. Schurig [28] reviewed historical development of enantioseparation of derivatized α-AAs by highresolution capillary gas chromatography on chiral stationary phases derived from α-AA derivatives and modified cyclodextrins along with the pioneering work emerging from Emanuel Gil-Av and his associates at the Weizmann Institute of Science, Israel; nevertheless, GC has limitations, well known now.…”

Section: Methods For Direct Enantioseparationmentioning

confidence: 99%

“…A review on gas chromatographic enantioseparation of derivatized α-AAs on chiral stationary phases has been summarized by Schurig [28]. Advances in chromatographic techniques improved sensitivity in AA analysis which further revealed the presence of d-AAs in food, plants and higher animals [113].…”

Section: Gc and D-amino Acidsmentioning

confidence: 99%

Enantioresolution of Amino Acids: A Decade’s Perspective, Prospects and Challenges

Tanwar

Bhushan

2015

Chromatographia

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“…Among the possible methods used for the enantioselective separation/determination of AAs in different matrices, gas chromatography (GC), micellar electrokinetic chromatography (MEKC), and high-or ultra-performance liquid chromatography (HPLC, UPLC) mostly prevail [6][7][8][9][10][11][12]. Other methods are used less frequently.…”

Section: D/l Amino Acid Ratio As a Tool For The Determination Of Age mentioning

confidence: 99%

Enantiomeric Ratio of Amino Acids as a Tool for Determination of Aging and Disease Diagnostics by Chromatographic Measurement

2016

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Abstract:Occurrence of D-amino acids in living organisms is a useful indicator of various changes, diseases, or disorders. Determination of amino acid enantiomers, namely the enantiomeric ratio of amino acids or excess of certain D-amino acids, represents a useful tool in the studies of aging processes or biomarkers in disease/disorder diagnosis in humans. The amount of D-amino acids is usually very low. Therefore, suitable sample pretreatment, often derivatization, and highly selective and sensitive separation methods are essential for D-amino acid analysis in this field. Chromatographic techniques offer appropriate choices for solving these tasks. This review covers the advances in methodology and development of improved instrumental chromatographic methods focused on D,L-amino acid separation and determination. New findings in the area of possible D-amino acid biomarkers are also included.

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Gas chromatographic enantioseparation of derivatized α-amino acids on chiral stationary phases—Past and present

Cited by 79 publications

References 217 publications

Salient Features of Enantioselective Gas Chromatography: The Enantiomeric Differentiation of Chiral Inhalation Anesthetics as a Representative Methodological Case in Point

Salient Features of Enantioselective Gas Chromatography: The Enantiomeric Differentiation of Chiral Inhalation Anesthetics as a Representative Methodological Case in Point

Enantioresolution of Amino Acids: A Decade’s Perspective, Prospects and Challenges

Enantiomeric Ratio of Amino Acids as a Tool for Determination of Aging and Disease Diagnostics by Chromatographic Measurement

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