Separation and enantioseparation of derivatized amino acids and biogenic amines by high-performance liquid chromatography with reversed and chiral stationary phases

Шпигун, О. А.; Shapovalova, E. N.; Ananieva, Irina A.; Пирогов, А. В.

doi:10.1016/s0021-9673(02)01468-1

Cited by 17 publications

(8 citation statements)

References 13 publications

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“…Their stereoisomers can differ markedly in physiological effects. Chiral separation of these substances is a great analytical challenge in several research areas, such as asymmetric syntheses in organic chemistry, biochemistry of amino acids, pharmaceutics, the dating of archaeological materials and the study of food processes in human body (SHPIGUN et al, 2002). The recent direct HPLC separations of amino acid stereoisomers and related compounds are summarized in Table 1.…”

Section: Introductionmentioning

confidence: 99%

HIGH – PERFORMANCE LIQUID CHROMATOGRAPHIC METHOD FOR ENANTIOSEPARATION OF UNDERIVATIZED Α-Amino ACIDS USING CYCLOFRUCTAN – BASED CHIRAL STATIONARY PHASES

Moravčík¹,

Hroboňová²

2013

Nova Biotechnologica Et Chimica

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Chromatographic columns with chiral stationary phases based on chemically -bonded derivatized cyclofructans were evaluated for HPLC enantioresolution of underivatized α-amino acids. The analytical study of chiral separation of these analytes was focused on the selection of suitable chiral stationary phase and mobile phase. Using isopropyl carbamate cyclofructan 6 as a chiral stationary phase, α-amino acid optical isomers were separated. The retention and enantioseparation of chiral amino acids were also influenced by a mobile phase composition. The mixture methanol/acetonitrile/acetic acid/triethylamine (75/25/0.3/0.2 v/v/v/v) was found to be the most effective mobile phase for HPLC separation of studied compounds. HPLC enantioresolution of chiral amino acids was thermodynamically studied. Based on the enthalpy and entropy contribution values calculated from the van´t Hoff equation, HPLC enantioseparation under chosen chromatographic conditions was found to be an enthalpically driven.

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Section: Introductionmentioning

confidence: 99%

HIGH – PERFORMANCE LIQUID CHROMATOGRAPHIC METHOD FOR ENANTIOSEPARATION OF UNDERIVATIZED Α-Amino ACIDS USING CYCLOFRUCTAN – BASED CHIRAL STATIONARY PHASES

Moravčík¹,

Hroboňová²

2013

Nova Biotechnologica Et Chimica

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“…The conclusive evaluation of the comparative contribution and kinetics of the drug degradation pathways requires well‐characterized analytical methods that provide enantiomeric separation and reliable quantification. Examples of such methods based on chiral liquid chromatography have recently been published 8,12,13…”

Section: Introductionmentioning

confidence: 99%

Long‐term stability study of L‐adrenaline injections: Kinetics of sulfonation and racemization pathways of drug degradation

Stepensky

Chorny

Dabour

et al. 2004

Journal of Pharmaceutical Sciences

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“…Acetylated cyclodextrin bonded to glycidoxypropyl silica (Cyclobond I 2000 Ac) 55:45 methanol / 10mM citrate triethylamine buffer (pH 6.3)…”

Section: R-x-h + :Y-r'⇄ R-x-h … Y-r'mentioning

confidence: 99%

Chiral Separation for Enantiomeric Determination in the Pharmaceutical Industry

Grinberg¹,

Pan²

2012

Physico-Chemical Methods in Drug Discovery and Development

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Separation and enantioseparation of derivatized amino acids and biogenic amines by high-performance liquid chromatography with reversed and chiral stationary phases

Cited by 17 publications

References 13 publications

HIGH – PERFORMANCE LIQUID CHROMATOGRAPHIC METHOD FOR ENANTIOSEPARATION OF UNDERIVATIZED Α-Amino ACIDS USING CYCLOFRUCTAN – BASED CHIRAL STATIONARY PHASES

HIGH – PERFORMANCE LIQUID CHROMATOGRAPHIC METHOD FOR ENANTIOSEPARATION OF UNDERIVATIZED Α-Amino ACIDS USING CYCLOFRUCTAN – BASED CHIRAL STATIONARY PHASES

Long‐term stability study of L‐adrenaline injections: Kinetics of sulfonation and racemization pathways of drug degradation

Chiral Separation for Enantiomeric Determination in the Pharmaceutical Industry

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