Using enantioselective indicator displacement assays to determine the enantiomeric excess of α-amino acids

被引:126
作者
Leung, Diana [1 ]
Folmer-Andersen, J. Frantz [2 ]
Lynch, Vincent M. [1 ]
Anslyn, Eric V. [1 ]
机构
[1] Univ Texas Austin, Dept Chem & Biochem, Austin, TX 78712 USA
[2] Inst Sci Ingn Supramol, F-67083 Strasbourg, France
基金
美国国家卫生研究院;
关键词
D O I
10.1021/ja803806c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Enantioselective indicator displacement assays (eIDAs) were used for the determination of enantiomeric excess (ee) of alpha-amino acids as an alternative to the labor-intensive technique of chromatography. In this study, eIDAs were implemented by the use of two chiral receptors [(Cu-II(1)](2+), [Cu-II(2)](2+)) in conjunction with the indicator chrome azurol S. The two receptors were able to enantioselectively discriminate 13 of the 17 analyzed alpha-amino acids. Enantiomeric excess calibration curves were made using both receptors and then used to analyze true test samples to check the system's ability to determine ee accurately. The proposed method uses a conventional UV-vis spectrophotometer to monitor the colorimetric signal, which allows for a potential high-throughput screening (HTS) method for determining ee. The techniques created consistently produced results accurate enough for rapid preliminary determination of ee.
引用
收藏
页码:12318 / 12327
页数:10
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