Armstrong D W, Rundlett K L, Chen J R
Department of Chemistry, University of Missouri-Rolla, Rolla 65401-0249.
Chirality. 1994;6(6):496-509. doi: 10.1002/chir.530060609.
Vancomycin is one of a family of related macrocyclic glycopeptide antibiotics that were discovered by scientists at the Eli Lilly Company in the 1950s. It has been used to treat severe staphylococcal infections, particularly when bacterial resistance to other antibiotics has developed. Vancomycin is a naturally occurring chiral compound and has a number of stereogenic centers. Furthermore, it contains a variety of functionalities that are known to be useful for enantioselective interactions (e.g., hydrogen bonding groups, hydrophobic pockets, aromatic groups, amide linkages, etc.). The physiochemical properties of vancomycin, including its stability in solution, are discussed as they pertain to capillary electrophoresis. Over 100 racemates were resolved including many nonsteroidal antiinflammatory drugs, antineoplastic compounds and N-derivatized amino acids. Many of these compounds had very high resolution factors. Optimization and the effect of different experimental parameters on the enantioselective separations are discussed.
万古霉素是一类相关的大环糖肽抗生素中的一种,由礼来公司的科学家在20世纪50年代发现。它已被用于治疗严重的葡萄球菌感染,特别是在细菌对其他抗生素产生耐药性时。万古霉素是一种天然存在的手性化合物,有多个立体中心。此外,它含有多种已知可用于对映选择性相互作用的官能团(如氢键基团、疏水口袋、芳香基团、酰胺键等)。讨论了万古霉素的物理化学性质,包括其在溶液中的稳定性,以及它们与毛细管电泳的关系。已拆分了100多种外消旋体,包括许多非甾体抗炎药、抗肿瘤化合物和N-衍生氨基酸。其中许多化合物具有非常高的分离度因子。讨论了不同实验参数对映选择性分离的优化及影响。