Super/subcritical fluid chromatography chiral separations with macrocyclic glycopeptide stationary phases
Super/subcritical fluid chromatography chiral separations with macrocyclic glycopeptide stationary phases
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DOI：
10.1016/s0021-9673(02)01356-0
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发表时间：
2002-11-29
影响因子：
4.1
通讯作者：
Armstrong, DW
中科院分区：
文献类型：
--
作者：
Liu, Y;Berthod, A;Armstrong, DW
使用超临界和亚临界流体流动相评估了三种大环糖肽手性选择剂，即替考拉宁 (Chirobiotic T)、其苷元 (Chirobiotic TAG) 和瑞斯托菌素 (Chirobiotic R) 的手性识别能力。在三个手性固定相 (CSP) 上分离了一组 111 种手性化合物，包括杂环化合物、镇痛剂（非甾体抗炎化合物）、β-受体阻滞剂、亚砜、N-保护氨基酸和天然氨基酸。所有分离均在出口压力调节为 100 巴、31 摄氏度和 4 毫升/分钟的情况下完成。将7％至67％(v/v)的各种量的甲醇与少量(0.1％至0.5％，v/v)的三乙胺和/或三氟乙酸一起添加到二氧化碳中。 Chirobiotic TAG CSP 是最有效的，紧随其后的是 Chirobiotic T 柱。两个色谱柱都能够部分或完全分离化合物组中 92% 的对映体。瑞斯托菌素手性选择剂只能部分或基线解析 60% 的测试对映体。所有分离均在 15 分钟内完成，70% 在 4 分钟内完成。与正相 HPLC 相比，分离速度是使用 SFC 的主要优势。此外，SFC 有利于制备分离，易于溶质回收和溶剂处理。 (C) 2002 Elsevier Science B.V. 保留所有权利。
The chiral recognition capabilities of three macrocyclic glycopeptide chiral selectors, namely teicoplanin (Chirobiotic T), its aglycone (Chirobiotic TAG) and ristocetin (Chirobiotic R), were evaluated with supercritical and subcritical fluid mobile phases. A set of 111 chiral compounds including heterocycles, analgesics (nonsteroidal antiinflamatory compounds), beta-blockers, sulfoxides, N-protected amino acids and native amino acids was separated on the three chiral stationary phases (CSPs). All separations were done with an outlet pressure regulated at 100 bar, 31 degreesC and at 4 ml/min. Various amounts of methanol ranging from 7 to 67% (v/v) were added to the carbon dioxide along with small amounts (0.1 to 0.5%, v/v) of triethylamine and/or trifluoroacetic acid. The Chirobiotic TAG CSP was the most effective closely followed by the Chirobiotic T column. Both columns were able to separate, partially or fully, 92% of the enantiomers of the compound set. The ristocetin chiral selector could partially or baseline resolve only 60% of the enantiomers tested. All separations were done in less than 15 min and 70% were done in less than 4 min. The speed of the separations is the main advantage of the use of SFC compared to normal-phase HPLC. In addition, SFC is advantageous for preparative separations with easy solute recovery and solvent disposal. (C) 2002 Elsevier Science B.V. All rights reserved.