Enantiomeric separation of non-protein amino acids by chiral ligand-exchange high-performance liquid chromatography

被引:19
作者
Miyazawa, T
Minowa, H
Imagawa, K
Yamada, T
机构
[1] Department of Chemistry, Faculty of Science, Konan University, Higashinada-ku
关键词
enantiomeric separation; non-protein amino acids; high-performance liquid chromatography; chiral ligand-exchange phase;
D O I
10.1080/00032719708006430
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
The enantiomeric separation by high-performance liquid chromatography of underivatized non-protein amino acids was investigated by using a column packed with octadecylsilanized silica coated with N,S-dioctyl-D-penicillamine as a chiral ligand-exchange phase (Sumichiral OA-5000). Excellent to good separations of enantiomers were achieved with a variety of non-protein amino acids carrying aliphatic or aromatic side-chains by optimizing the amount (0 - 20%, v/v) of the organic component (2-propanol) and the concentration (1 - 5 mM) of the complexing metal ion (Cu2+) in the hydro-organic eluent.
引用
收藏
页码:867 / 882
页数:16
相关论文
共 19 条
[1]  
Ahuja S., 1991, CHIRAL SEPARATIONS L
[2]  
Coppola G.M., 1987, ASYMMETRIC SYNTHESIS
[3]   LIGAND-EXCHANGE CHROMATOGRAPHY OF RACEMATES .15. RESOLUTION OF ALPHA-AMINO-ACIDS ON REVERSED-PHASE SILICA-GELS COATED WITH N-DECYL-L-HISTIDINE [J].
DAVANKOV, VA ;
BOCHKOV, AS ;
BELOV, YP .
JOURNAL OF CHROMATOGRAPHY, 1981, 218 (1-3) :547-551
[4]  
DAVANKOV VA, 1989, CHIRAL SEPARATIONS H, P446
[5]  
Hunt S., 1985, Chemistry and Biochemistry of the Amino Acids, P55, DOI DOI 10.1007/978-94-009-4832-7_4
[6]  
MIYAZAWA T, 1994, BIOTECHNOL LETT, V16, P373
[7]   PORCINE PANCREATIC LIPASE CATALYZED ENANTIOSELECTIVE HYDROLYSIS OF ESTERS OF N-PROTECTED UNUSUAL AMINO-ACIDS [J].
MIYAZAWA, T ;
IWANAGA, H ;
UEJI, S ;
YAMADA, T ;
KUWATA, S .
CHEMISTRY LETTERS, 1989, (12) :2219-2222
[8]   OPTICAL RESOLUTION OF UNUSUAL AMINO-ACIDS BY LIPASE-CATALYZED HYDROLYSIS [J].
MIYAZAWA, T ;
TAKITANI, T ;
UEJI, S ;
YAMADA, T ;
KUWATA, S .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (17) :1214-1215
[9]   ENANTIOMERIC SEPARATION OF N-PROTECTED NONPROTEIN AMINO-ACID ESTERS BY CHIRAL HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY [J].
MIYAZAWA, T ;
SHINDO, Y ;
YAMADA, T ;
KUWATA, S .
ANALYTICAL LETTERS, 1993, 26 (03) :457-473
[10]   OPTICAL RESOLUTION OF UNUSUAL AMINO-ACIDS USING MICROBIAL PROTEASES [J].
MIYAZAWA, T ;
IWANAGA, H ;
YAMADA, T ;
KUWATA, S .
CHIRALITY, 1992, 4 (07) :427-431