DERIVATIZATION OF DL-AMINO ACIDS BY URETHANE-PROTECTED ALPHA-AMINO-ACID N-CARBOXYANHYDRIDES FOR SEPARATION BY LC

被引:11
|
作者
BRUCKNER, H
LUPKE, M
机构
[1] Institute of Food Technology, University of Hohenheim, Stuttgart
关键词
COLUMN LIQUID CHROMATOGRAPHY; AMINO ACID ANALYSIS; CHIRALITY; DIASTEREOISOMERS; DIPEPTIDES;
D O I
10.1007/BF02290275
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Using a robotic autosampler, free DL-amino acids were derivatized with highly reactive, urethane-protected, L-alpha-amino acid N-carboxyanhydrides (NCAs) with structures: Boc-Phe-NCA, Boc-Asn(Trt)-NCA, Fmoc-Lys(Boc)-NCA, Fmoc-Met-NCA, Fmoc-Ala-NCA, Z-Ala-NCA, Z-Val-NCA and Z-Leu-NCA (Boc = tert-butyloxycarbonyl, Trt = trityl, Fmoc = 9-(fluor-enyl-methyl)oxycarbonyl, Z = benzyloxycarbonyl). Using sodium berate buffer and acetonitrile solvent, derivatization was complete in 3.5 min at room temperature. By selection of an appropriate reagent, the resulting diastereomeric, N-protected dipeptides were separated on an octylsilica stationary phase using mixtures of sodium acetate buffer and acetonitrile as eluents.
引用
收藏
页码:601 / 606
页数:6
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