Chiral separations by capillary electrochromatography on multiple-interaction based stationary phases

被引:6
|
作者
Honzátko, A
Aturki, Z
Flieger, M
Messina, A
Sinibaldi, M
机构
[1] Acad Sci Czech Republ, Inst Microbiol, Prague 14220 4, Czech Republic
[2] CNR, Ist Metodol Chim, Area Ric Roma 1, I-00016 Monterotondo, Italy
[3] Univ Roma La Sapienza, Dipartimento Chim, I-00100 Rome, Italy
[4] Charles Univ Prague, Fac Sci, Dept Analyt Chem, Prague, Czech Republic
关键词
capillary electrochromatography; multiple-interaction chiral stationary phases; enantioseparations; amino acid derivatives; amino alcohol derivatives;
D O I
10.1365/s10337-003-0050-6
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
The direct resolution of neutral amino acid and amino alcohol derivatives by pressurized capillary electrochromatography (p-CEC) is reported. Separations were performed on columns packed with multiple-interaction based chiral stationary phases (CSPs) in reversed-phase mode, using borate buffer/acetonitrile mixtures as the eluent. Two CSPs were used: 3,5-dinitrobenzoyl-(R)-phenylglycine (DNB-PGLY)- and 3,5-dinitrobenzoyl-(R)-naphthylglycine (DNB-NGLY)-silica bonded, respectively. Baseline separations of N-benzoyl-p-naphthylamide derivatives of phenylalanine and leucine were accomplished on DNB-PGLY-CSP in less than three minutes, and on DNB-NGLY-CSP within about 3.5 minutes, with a comparable efficiency of 160.000 plates per meter. As expected, DNB-NGLY-CSP showed higher selectivity for the compounds under study. The R-isomer eluted before the S-isomer on both CSPs. The effect of the buffer pH on the efficiency of the columns was also studied. With buffer pH over the values of 8-8.5, free residual gamma-aminopropyl groups on the silica particles seemed do affect neither selectivity nor resolution. At these mobile phase conditions calculated efficiency against electroosmotic flow plot is consistent with that generally obtained in CEC, providing a reduced plate height of about 1.8 at a linear velocity of 0.5 mm s(-1). With buffer pH values under 7.0, protonation of the free aminopropyl groups strongly affected the resolution with the result of higher retention and lower solute mass transfer.
引用
收藏
页码:271 / 275
页数:5
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