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β-氨基酸的直接和间接高效液相色谱对映体拆分

Direct and indirect high-performance liquid chromatographic enantioseparation of beta-amino acids.

作者信息

Péter Antal, Arki Anita, Vékes Erika, Tourwé Dirk, Lázár László, Fülöp Ferenc, Armstrong Daniel W

机构信息

Department of Inorganic and Analytical Chemistry, University of Szeged, Dóm tér 7, H-6720 Szeged, Hungary.

出版信息

J Chromatogr A. 2004 Mar 26;1031(1-2):171-8. doi: 10.1016/j.chroma.2003.08.070.

DOI:10.1016/j.chroma.2003.08.070
PMID:15058580
Abstract

Direct and indirect reversed-phase (RP) high-performance liquid chromatographic methods were developed for the separation of enantiomers of 18 unnatural beta-amino acids, including several beta-3-homo amino acids. The direct separations of the underivatized analytes were performed on chiral stationary phases (CSPs) containing macrocyclic glycopeptide antibiotic teicoplanin (Chirobiotic T column) and teicoplanin aglycone (Chirobiotic TAG column). The indirect method involved pre-column derivatization with a new chiral derivatizing agent (CDA), (S)-N-(4-nitrophenoxycarbonyl)phenylalanine methoxyethyl ester ((S)-NIFE), and subsequent separation of diastereomers on Discovery C18 and Hyperpep 300 C18 columns. The different methods were compared in systematic chromatographic examinations. The effects of organic modifier, mobile phase composition, pH and flow rate on the separation were investigated.

摘要

开发了直接和间接反相(RP)高效液相色谱法,用于分离18种非天然β-氨基酸的对映体,包括几种β-3-高氨基酸。在含有大环糖肽抗生素替考拉宁(手性生物T柱)和替考拉宁苷元(手性生物TAG柱)的手性固定相(CSP)上对未衍生化的分析物进行直接分离。间接方法包括用一种新的手性衍生化试剂(CDA),即(S)-N-(4-硝基苯氧基羰基)苯丙氨酸甲氧基乙酯((S)-NIFE)进行柱前衍生化,然后在Discovery C18和Hyperpep 300 C18柱上分离非对映体。在系统的色谱分析中对不同方法进行了比较。研究了有机改性剂、流动相组成、pH值和流速对分离的影响。

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Direct and indirect high-performance liquid chromatographic enantioseparation of beta-amino acids.β-氨基酸的直接和间接高效液相色谱对映体拆分
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Comparison of the separation efficiencies of chirobiotic T and TAG columns in the separation of unusual amino acids.手性生物T柱和TAG柱在分离稀有氨基酸时的分离效率比较。
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HPLC separation of enantiomers of some potential beta-blockers of the aryloxyaminopropanol type using macrocyclic antibiotic chiral stationary phases. Studies of the mechanism of enantioseparation, Part XI.使用大环抗生素手性固定相通过高效液相色谱法分离某些潜在的芳氧基氨基丙醇类β-阻滞剂对映体。对映体拆分机理的研究,第十一部分。
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引用本文的文献

1
Comparison of performance of Chirobiotic T, T2 and TAG columns in the separation of beta2- and beta3-homoamino acids.Chirobiotic T、T2和TAG柱在分离β2-和β3-高氨基酸方面的性能比较。
J Sep Sci. 2008 Dec;31(21):3688-97. doi: 10.1002/jssc.200800388.
2
Considerations on HILIC and polar organic solvent-based separations: use of cyclodextrin and macrocyclic glycopetide stationary phases.关于亲水作用色谱法和基于极性有机溶剂的分离的思考:环糊精和大环糖肽固定相的应用
J Sep Sci. 2008 Jun;31(11):1980-90. doi: 10.1002/jssc.200800174.