首页 | 本学科首页   官方微博 | 高级检索  
   检索      


Individual stereoisomers of phosphinic dipeptide inhibitor of leucine aminopeptidase
Authors:Mucha Artur  Lämmerhofer Michael  Lindner Wolfgang  Pawełczak Małgorzata  Kafarski Paweł
Institution:1. Department of Bioorganic Chemistry, Faculty of Chemistry, Wrocław University of Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland;2. Christian Doppler Laboratory for Molecular Recognition Materials, Department of Analytical Chemistry & Food Chemistry, University of Vienna, Währinger Strasse 38, A-1090 Vienna, Austria;3. Institute of Chemistry, University of Opole, Oleska 48, 45-052 Opole, Poland
Abstract:Individual stereoisomers of the phosphinic pseudodipeptide hPhepsiP(O)(OH)CH(2)]Phe were obtained by stereoselective liquid chromatographic separation as N- and C-terminally protected derivative on quinidine carbamate modified silica stationary phase. The stereoisomeric purity, exceeding 95% for each fraction, was determined before and after deprotection using two independent methods. The absolute configuration was rationally assigned by application of enantiomerically pure phosphinic acid substrates in the synthetic procedure and correlation with biological activity of the products. Substantial differences in inhibition of leucine aminopeptidase by the individual isomers revealed novel insights into potency of the recently developed and remarkably effective compound.
Keywords:
本文献已被 ScienceDirect PubMed 等数据库收录!
设为首页 | 免责声明 | 关于勤云 | 加入收藏

Copyright©北京勤云科技发展有限公司  京ICP备09084417号