Chiral separation of homocysteine by derivatization with 4-aminosulfonyl-7-fluoro-2,1,3-benzoxadiazole followed by capillary electrophoresis using γ-cyclodextrin

被引:22
作者
Kim, IJ [1 ]
Park, SJ [1 ]
Kim, HJ [1 ]
机构
[1] Seoul Natl Univ, Sch Chem & Mol Engn, Seoul 151742, South Korea
关键词
enantiomer separation; derivatization; electrophoresis; homocysteine; aminosulfonylfluorobenzoxadiazole; cyclodextrins; amino acids;
D O I
10.1016/S0021-9673(00)00222-3
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Homocysteine was derivatized with 4-aminosulfonyl-7-fluoro-2,1,3-benzoxadiazole (ABD-F) to form an inclusion complex with cyclodextrin and to facilitate UV detection. ABD-homocysteine showed interaction with beta- and gamma-cyclodextrin in capillary electrophoresis at pH 2.25 as indicated by the decreased migration time. However, chiral separation of D,L-ABD-homocysteine was observed using gamma-CD only. Optimal separation was obtained at pH 2.25, 50 mM gamma-CD concentration, and 20 kV applied voltage. L-ABD-Homocysteine migrated faster than the D-isomer as demonstrated by a spiking experiment using dithiothreitol-reduced L-homocystine. (C) 2000 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:217 / 223
页数:7
相关论文
共 21 条
[1]   DETERMINATION OF FREE AND TOTAL HOMOCYSTEINE IN HUMAN-PLASMA BY HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY WITH FLUORESCENCE DETECTION [J].
ARAKI, A ;
SAKO, Y .
JOURNAL OF CHROMATOGRAPHY-BIOMEDICAL APPLICATIONS, 1987, 422 :43-52
[2]  
BUDAVARI S, 1989, MERCK INDEX, P748
[3]  
Caussé E, 1999, CLIN CHEM, V45, P412
[4]   1,1'-[ethenylidenebis(sulfonyl)]bis-benzene: A useful pre-chromatographic derivatization reagent for HPLC analyses of thiol drugs [J].
Cavrini, V ;
Gotti, R ;
Andrisano, V ;
Gatti, R .
CHROMATOGRAPHIA, 1996, 42 (9-10) :515-520
[5]   Determination of pharmaceutical thiols by liquid chromatography with electrochemical detection: Use of an electrode with a conductive carbon cement matrix, chemically modified with cobalt phthalocyanine [J].
Favaro, G ;
Fiorani, M .
ANALYTICA CHIMICA ACTA, 1996, 332 (2-3) :249-255
[6]   High-performance liquid chromatographic method for measuring total plasma homocysteine levels [J].
Fermo, I ;
Arcelloni, C ;
Mazzola, G ;
D'Angelo, A ;
Paroni, R .
JOURNAL OF CHROMATOGRAPHY B, 1998, 719 (1-2) :31-36
[7]   Analytical study of penicillamine in pharmaceuticals by capillary zone electrophoresis [J].
Gotti, R ;
Pomponio, R ;
Andrisano, V ;
Cavrini, V .
JOURNAL OF CHROMATOGRAPHY A, 1999, 844 (1-2) :361-369
[8]   USE OF COMPLEXING AGENTS FOR SELECTIVE SEPARATION IN HIGH-PERFORMANCE CAPILLARY ELECTROPHORESIS - CHIRAL RESOLUTION VIA CYCLODEXTRINS INCORPORATED WITHIN POLYACRYLAMIDE-GEL COLUMNS [J].
GUTTMAN, A ;
PAULUS, A ;
COHEN, AS ;
GRINBERG, N ;
KARGER, BL .
JOURNAL OF CHROMATOGRAPHY, 1988, 448 (01) :41-53
[9]   Amperometric detection of organic thiols at a tungsten wire electrode following their separation by liquid chromatography [J].
Hidayat, A ;
Hibbert, DB ;
Alexander, PW .
JOURNAL OF CHROMATOGRAPHY B, 1997, 693 (01) :139-146
[10]  
Kang SH, 1997, J PHARMACEUT BIOMED, V15, P1435, DOI 10.1016/S0731-7085(96)02051-1