HIGHLY ENANTIOSELECTIVE CAPILLARY ELECTROPHORETIC SEPARATIONS WITH DILUTE-SOLUTIONS OF THE MACROCYCLIC ANTIBIOTIC RISTOCETIN-A
HIGHLY ENANTIOSELECTIVE CAPILLARY ELECTROPHORETIC SEPARATIONS WITH DILUTE-SOLUTIONS OF THE MACROCYCLIC ANTIBIOTIC RISTOCETIN-A
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DOI：
10.1016/0021-9673(94)00875-a
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发表时间：
1995-01-13
影响因子：
4.1
通讯作者：
RUNDLETT, KL
中科院分区：
文献类型：
--
作者：
ARMSTRONG, DW;GASPER, MP;RUNDLETT, KL
Ristoclavin A是一系列结构相关的两性、糖肽、大环抗生素之一。这些化合物具有使它们作为手性选择剂具有吸引力的几个特征。这些包括已知提供有助于对映体识别的相互作用类型的空间取向的官能团，可以提供疏水相互作用位点的稍微刚性的“口袋"和极性的柔性臂（即，侧链糖部分），其可以旋转成氢键并以其它方式与多种手性分析物相互作用。此外，这些化合物在毛细管电泳（CE）中常用的水、水性缓冲液和水性有机溶剂中充分溶解。讨论了Ristoclavin A作为手性选择剂在毛细管电泳中的应用和优化。拆分了超过120种外消旋体，包括各种N-封闭氨基酸、非甾体抗炎化合物和大量含有羧酸基团的生物学重要化合物（例如，扁桃酸衍生物、乳酸衍生物、亚叶酸、托品酸）。
Ristocetin A is one of a series of structurally related amphoteric, glycopeptide, macrocyclic antibiotics. These compounds have several features that make them attractive as chiral selectors. These include spatially oriented functional groups that are known to provide the types of interactions that are conducive to enantio-recognition, a somewhat rigid ''pocket'' that can provide a site for hydrophobic interactions and polar, flexible arms (i.e., pendent sugar moieties) that can rotate to hydrogen bond and otherwise interact with a variety of chiral analytes. In addition, these compounds are sufficiently soluble in water, aqueous buffers and aqueous-organic solvents that are commonly used in capillary electrophoresis (CE). The use and optimization of ristocetin A as a chiral selector in CE is discussed. Over 120 racemates are resolved including a variety of N-blocked amino acids, non-steroidal anti-inflammatory compounds and a large number of biologically important compounds containing carboxylic acid groups (e.g., mandelic acid derivatives, lactic acid derivatives, folinic acid, tropic acid).