Comparison of the separation of aziridine isomers applying heptakis(2,3-di-O-methyl-6-sulfato)β-CD and heptakis(2,3-di-O-acetyl-6-sulfato)β-CD in aqueous and nonaqueous systems

被引:5
作者
Bitar, Y [1 ]
Degel, B [1 ]
Schirmeister, T [1 ]
Holzgrabe, U [1 ]
机构
[1] Univ Wurzburg, Inst Pharm & Food Chem, D-97074 Wurzburg, Germany
关键词
aziridines; cyclodextrin-modified capillary electrophoresis; nonaqueous capillary electrophoresis;
D O I
10.1002/elps.200500176
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Aziridines are attracting interest as protease inhibitors, which might be used, e.g., for treatment of parasitic diseases. Within the framework of greater projects dealing with the search of new selective protease inhibitors, a huge number of aziridines with two stereogenic centers will be synthesized. Thus, a fast and reliable screening method for the evaluation of the isomeric composition is needed. Robust baseline separations were obtained using heptakis(2,3-di-O-acetyl-6-sulfato)beta-CD (HDAS) in acidic methanol and sulfated beta-CD in acidic phosphate buffer. With HDAS the resolutions were higher and migration times shorter. Thus, the method will be used as a screening method for further isomeric mixtures of aziridines.
引用
收藏
页码:3897 / 3903
页数:7
相关论文
共 33 条
[31]   Dry look at the CHARM (charged resolving agent migration) model of enantiomer separations by capillary electrophoresis [J].
Williams, BA ;
Vigh, G .
JOURNAL OF CHROMATOGRAPHY A, 1997, 777 (02) :295-309
[32]   Regioselective and stereoselective nucleophilic ring opening reactions of a phenyl-substituted aziridine:: Enantioselective synthesis of β-substituted tryptophan, cysteine, and serine derivatives [J].
Xiong, CY ;
Wang, W ;
Cai, CZ ;
Hruby, VJ .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (04) :1399-1402
[33]   Synthetic potential of heteroatomic ring systems [J].
Zwanenburg, B .
PURE AND APPLIED CHEMISTRY, 1999, 71 (03) :423-430