Evaluation and Comparison of a 3,5-Dimethylphenyl Isocyanate Teicoplanin with Phenyl Isocyanate Teicoplanin Chiral Stationary Phase Using RP-HPLC  

作　　者：沈报春 张大同 余小燕 郭伟 韩亚琼 徐秀珠 

机构地区：[1]School of Pharmaceutical Science,Kunming Medical University,Kunming,Yunnan 650500,China [2]Department of Chemistry,Zhejiang University,Hangzhou,Zhejiang 310027,China

出　　处：《Chinese Journal of Chemistry》2012年第1期157-162,共6页中国化学（英文版）

摘　　要：HPLC enantiomeric separations of 8 a-amino acids were achieved using two self-made chiral stationary phases （CSP）-henyl isocyanate teicoplanin （Phe-TE） and 3,5-dimethylphenyl isocyanate teicoplanin （DMP-TE）, using reversed phase mobile phases. The Phe-TE or the DMP-TE CSP was prepared from the TE using derivative agents, phenyl isocyanate or 3,5-dimethylphenyl isocyanate, respectively. The chromatographic results were given as the retention, selectivity, resolution factor and the enantioselective free energy difference corresponding to the separation of the two enantiomers. The effect of pH, organic modifier type and amount were discussed, and the stereose- lectivities for two TE-based CSPs were compared. The chiral selectivity factor for six a-amino acids on DMP-TE is somewhat bigger than that on Phe-TE CSP under reversed phase （RP） mode. Comparison of the enantiomeric separations using self-made Phe-TE and DMP-TE was conducted to gain a better understanding of the chiral recognition mechanism of the macrocyclic glycopeptide CSP.HPLC enantiomeric separations of 8 a-amino acids were achieved using two self-made chiral stationary phases （CSP）-henyl isocyanate teicoplanin （Phe-TE） and 3,5-dimethylphenyl isocyanate teicoplanin （DMP-TE）, using reversed phase mobile phases. The Phe-TE or the DMP-TE CSP was prepared from the TE using derivative agents, phenyl isocyanate or 3,5-dimethylphenyl isocyanate, respectively. The chromatographic results were given as the retention, selectivity, resolution factor and the enantioselective free energy difference corresponding to the separation of the two enantiomers. The effect of pH, organic modifier type and amount were discussed, and the stereose- lectivities for two TE-based CSPs were compared. The chiral selectivity factor for six a-amino acids on DMP-TE is somewhat bigger than that on Phe-TE CSP under reversed phase （RP） mode. Comparison of the enantiomeric separations using self-made Phe-TE and DMP-TE was conducted to gain a better understanding of the chiral recognition mechanism of the macrocyclic glycopeptide CSP.

关 键 词：chiral stationary phase phenylisocyanate teicoplanin 3 5-dimethylphenylisocyanate teicoplanin 

分 类 号：O657.72[理学—分析化学] TQ630.4[理学—化学]