A mass spectrometry method for the determination of enantiomeric excess in mixtures of D,L-amino acids

A mass spectrometry method for the determination of enantiomeric excess in mixtures of D,L-amino acids
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DOI:
10.1021/ac000061f
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发表时间:
2000-09-15
影响因子:
7.4
通讯作者:
Lebrilla, CB
Lebrilla, CB
中科院分区:
化学1区
文献类型:
--
作者:
Grigorean, G;Ramirez, J;Lebrilla, CB

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阐述了一种基于离子/分子反应的质谱方法,用于确定氨基酸混合物中的对映体过量。使用电喷雾电离在气相中产生氨基酸与β-环糊精的质子化复合物。在N-丙胺的背景压力下,氨基酸被烷基胺取代。客体交换反应的速率随氨基酸的手性而变化。使用不同的 D- 和 L- 氨基酸混合物生成校准曲线,并测定测试混合物中 D 异构体的分数。将曲线的质量与反应的手性选择性进行比较。一般来说,最好的校准曲线是在具有最大选择性的系统中获得的。
A mass spectrometry method based on ion/molecule reactions for determining enantiomeric excess in mixtures of amino acids is illustrated. Protonated complexes of amino acids with beta-cyclodextrin are produced in the gas phase using electrospray ionization, Under a background pressure of N-propylamine, the amino acid is replaced by the alkylamine. The rates of the guest exchange reaction vary with the chirality of the amino acid. A calibration curve employing varying mixtures of D- and L-amino acids is produced and the fractions of the D isomer in the test mixtures are determined. The quality of the curve is compared to the chiral selectivity of the reaction. in general, the best calibration curves are obtained in systems with the greatest selectivity.