Jiang Zhengjin, Kang Jingwu, Bischoff Daniel, Bister Bojan, Süssmuth Roderich D, Schurig Volker
Institute of Organic Chemistry, University of Tübingen, Tübingen, Germany.
Electrophoresis. 2004 Aug;25(16):2687-92. doi: 10.1002/elps.200405964.
The glycopeptide antibiotic balhimycin and its haloanalogue bromobalhimycin were evaluated as chiral selectors for enantioresolution by capillary electrophoresis. In order (i) to eliminate the adsorption of the glycopeptide antibiotics on the capillary wall, (ii) to shorten the separation time and (iii) to improve the detection sensitivity, a combined approach of the dynamic surface coating technique, the co-electroosmotic flow electrophoresis technique and the partial filling technique was employed for the enantioresolution of 16 acidic racemates. The effect of experimental parameters (plug length of the partial filling solution containing the chiral selector, selector concentration and buffer pH) on enantiorecognition was investigated. Furthermore, the enantiorecognition ability imparted by balhimycin, bromobalhimycin and vancomycin were compared. For most tested compounds, the highest enantiorecognition was obtained with balhimycin as chiral selector. Only in the case of the enantioresolution of tiaprofenic acid, vancomycin showed a superior enantiorecognition.
评估了糖肽抗生素巴利霉素及其卤代类似物溴巴利霉素作为毛细管电泳对映体拆分的手性选择剂。为了(i)消除糖肽抗生素在毛细管壁上的吸附,(ii)缩短分离时间,以及(iii)提高检测灵敏度,采用了动态表面涂层技术、共电渗流电泳技术和部分填充技术相结合的方法对16种酸性外消旋体进行对映体拆分。研究了实验参数(含手性选择剂的部分填充溶液的塞长度、选择剂浓度和缓冲液pH)对对映体识别的影响。此外,比较了巴利霉素、溴巴利霉素和万古霉素赋予的对映体识别能力。对于大多数测试化合物,以巴利霉素作为手性选择剂时获得了最高的对映体识别率。仅在噻洛芬酸对映体拆分的情况下,万古霉素表现出更好的对映体识别能力。