CHIRAL RECOGNITION OF STRUCTURALLY RELATED AMINOALKYLPHOSPHONIC ACID-DERIVATIVES ON AN ACETYLATED BETA-CYCLODEXTRIN-BONDED PHASE

被引:24
作者
CAMILLERI, P
REID, CA
MANALLACK, DT
机构
[1] Smith Kline Beecham Pharmaceuticals, The Frythe, Welwyn, AL6 9AR, Herts
关键词
COLUMN LIQUID CHROMATOGRAPHY; CHIRAL RECOGNITION; AMINOALKYLPHOSPHONIC ACID DERIVATIVES; BETA-CYCLODEXTRIN BONDED PHASES;
D O I
10.1007/BF02269635
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
An acetylated beta-cyclodextrin column was used to analyse the enantiomeric resolution of a number of aminophosphonic acids. Effects of the structure of these compounds on the extent of separation was examined. Molecular modelling studies were also carried out in an attempt to relate any interaction between the amino and phosphonic acid groups to chiral recognition by the stationary phase.
引用
收藏
页码:771 / 775
页数:5
相关论文
共 6 条
[1]   MOLECULAR MODELING STUDIES AND THE CHROMATOGRAPHIC BEHAVIOR OF OXIRACETAM AND SOME CLOSELY RELATED MOLECULES [J].
CAMILLERI, P ;
MURPHY, JA ;
SAUNDERS, MR ;
THORPE, CJ .
JOURNAL OF COMPUTER-AIDED MOLECULAR DESIGN, 1991, 5 (04) :277-284
[2]   ARYL GROUP PI-FACIAL ELECTROSTATIC ASYMMETRY AS A CONTRIBUTING FACTOR TO CHIRAL RESOLUTION ON BETA-CYCLODEXTRIN HPLC PHASES [J].
CAMILLERI, P ;
EDWARDS, AJ ;
RZEPA, HS ;
GREEN, SM .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (16) :1122-1124
[3]  
Han SM, 1989, CHIRAL SEPARATIONS H, P208
[4]  
Hansch C., 1979, SUBSTITUENT CONSTANT
[5]   SYNTHESIS AND BIOLOGICAL EVALUATION OF 3-AMINO-2-(4-CHLOROPHENYL) 1,1-DIFLUOROPROPYL PHOSPHONIC ACID [J].
HOWSON, W ;
HILLS, JM ;
BLACKBURN, GM ;
BROEKMAN, M .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1991, 1 (10) :501-502
[6]   ENANTIOMERIC RESOLUTION AND CHIRAL RECOGNITION OF RACEMIC NICOTINE AND NICOTINE ANALOGS BY BETA-CYCLODEXTRIN COMPLEXATION - STRUCTURE-ENANTIOMERIC RESOLUTION RELATIONSHIPS IN HOST-GUEST INTERACTIONS [J].
SEEMAN, JI ;
SECOR, HV ;
ARMSTRONG, DW ;
TIMMONS, KD ;
WARD, TJ .
ANALYTICAL CHEMISTRY, 1988, 60 (19) :2120-2127