Use of MDL63246 (Hepta-Tyr) antibiotic in capillary zone electrophoresis -: II.: Chiral resolution of α-hydroxy acids

被引:24
作者
Fanali, S
Aturki, Z
Desiderio, C
Righetti, PG
机构
[1] CNR, Ist Cromatog, I-00016 Monterotondo Scalo, Rome, Italy
[2] Univ Verona, Dept Agr & Ind Biotechnol, I-37100 Verona, Italy
关键词
enantiomer separation; chiral selectors; MDL; 63; 246; Hepta-Tyr; antibiotics; mandelic acids; phenyllactic acids; hydroxymandelic acids;
D O I
10.1016/S0021-9673(99)00119-3
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
The glycopeptide antibiotic MDL 63 246 (Hepta-Tyr), belonging to the teicoplanin family, has been adopted for the separation of several cr-hydroxy acid enantiomers by capillary zone electrophoresis (CZE). A polyacrylamide coated capillary was employed for the electrophoretic runs in order to suppress/minimize both the electroosmotic flow (EOF) and the antibiotic adsorption. The experiments were carried out using a background electrolyte (BGE) (aqueous-organic buffer) in the pH range 1-6 that allowed the analytes to reach the detector, as negatively charged species, in a relatively short time while the antibiotic moved in the opposite direction (positively charged). The chiral selector, dissolved in the BGE at relatively low concentration, filled only part of the capillary (partial filling-counter current method) allowing the detection of analytes with good sensitivity and short analysis time (5-8 min). Experimental parameters influencing the enantioresolution such as antibiotic concentration, buffer pH, organic modifier type and concentration and capillary temperature were investigated. Hepta-Tyr antibiotic exhibited a high enantiorecognition capability towards mandelic acid and their hydroxy and chloro derivatives even at very low concentration (1 mg/ml) using a background electrolyte (BGE) at pH 4 containing 20% (v/v) of methanol. On the other hand 2- and 3-phenyllactic acids were baseline resolved in their enantiomers with the same BGE containing acetonitrile and 4 mg/ml of chiral selector. (C) 1999 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:223 / 235
页数:13
相关论文
共 28 条
[1]   USE OF A MACROCYCLIC ANTIBIOTIC, RIFAMYCIN-B, AND INDIRECT DETECTION FOR THE RESOLUTION OF RACEMIC AMINO-ALCOHOLS BY CE [J].
ARMSTRONG, DW ;
RUNDLETT, K ;
REID, GL .
ANALYTICAL CHEMISTRY, 1994, 66 (10) :1690-1695
[2]   CHROMATOGRAPHIC RESOLUTION OF CHIRAL DRUGS ON POLYAMIDES AND CELLULOSE TRIACETATE [J].
BLASCHKE, G .
JOURNAL OF LIQUID CHROMATOGRAPHY, 1986, 9 (2-3) :341-368
[3]   Purification of glycopeptide antibiotics by isoelectric focusing in multicompartment electrolyzers with Immobiline membranes [J].
Bossi, A ;
Righetti, PG ;
Riva, E ;
Zerilli, L .
ELECTROPHORESIS, 1996, 17 (07) :1234-1241
[4]   RESOLUTION OF SOME CHIRAL MANDELIC-ACID DERIVATIVES INTO ENANTIOMERS BY REVERSED-PHASE HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY VIA ALPHA-CYCLODEXTRIN AND BETA-CYCLODEXTRIN INCLUSION COMPLEXES [J].
DEBOWSKI, J ;
JURCZAK, J ;
SYBILSKA, D .
JOURNAL OF CHROMATOGRAPHY, 1983, 282 (DEC) :83-88
[5]   Chiral analysis by capillary electrophoresis using antibiotics as chiral selector [J].
Desiderio, C ;
Fanali, S .
JOURNAL OF CHROMATOGRAPHY A, 1998, 807 (01) :37-56
[6]   Chiral capillary electrophoresis electrospray mass spectrometry coupling using vancomycin as chiral selector [J].
Fanali, S ;
Desiderio, C ;
Schulte, G ;
Heitmeier, S ;
Strickmann, D ;
Chankvetadze, B ;
Blaschke, G .
JOURNAL OF CHROMATOGRAPHY A, 1998, 800 (01) :69-76
[7]   Enantiomeric resolution study by capillary electrophoresis - Selection of the appropriate chiral selector [J].
Fanali, S ;
Desiderio, C ;
Aturki, Z .
JOURNAL OF CHROMATOGRAPHY A, 1997, 772 (1-2) :185-194
[8]   Use of a Hepta-tyr glycopeptide antibiotic as chiral selector in capillary electrophoresis [J].
Fanali, S ;
Aturki, Z ;
Desiderio, C ;
Bossi, A ;
Righetti, PG .
ELECTROPHORESIS, 1998, 19 (10) :1742-1751
[9]   Controlling enantioselectivity in chiral capillary electrophoresis with inclusion-complexation [J].
Fanali, S .
JOURNAL OF CHROMATOGRAPHY A, 1997, 792 (1-2) :227-267
[10]  
Fanali S, 1996, J HIGH RES CHROMATOG, V19, P322