Tang Fei, Wu Kangkang, Nie Zhou, Ding Li, Liu Qian, Yuan Jinbin, Guo Manli, Yao Shouzhuo
College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China.
J Chromatogr A. 2008 Oct 24;1208(1-2):175-81. doi: 10.1016/j.chroma.2008.08.090. Epub 2008 Sep 2.
Amino acid ionic liquids (AAILs) containing imidazolium cations and amino acid (AA) anions, were synthesized and applied as task-specific ionic liquids. A sensitive and fast liquid chromatography-mass spectrometry (LC-MS) method was established for the quantitative analysis of 20 AAILs. Using ion pairing-reversed phase liquid chromatography technique, heptafluorobutyric acid was used as ion-pairing reagent to increase the retention of AAILs. Based on the zwitterionity of amino acid, this method was proposed to determine both the cation and the anion of AAILs simultaneously. The limit of detection of this method is down to 1-15ng/mL and the analysis time is less than 15min. According to the analytical data of seven selected AAILs, we found that the content of amino acid anion is always lower than that of butyl methyl imidazolium cation in AAILs. Moreover, the molar ratio of imidazolium cation to amino acid anion is dependent on the chemical property of the amino acid. These results supplied useful information on the interaction of imidazolium cation with acidic, basic, neutral and non-polar amino acids in AAILs.
合成了含有咪唑阳离子和氨基酸(AA)阴离子的氨基酸离子液体(AAILs),并将其用作特定任务离子液体。建立了一种灵敏、快速的液相色谱-质谱(LC-MS)方法用于定量分析20种AAILs。采用离子对反相液相色谱技术,以七氟丁酸作为离子对试剂来增加AAILs的保留。基于氨基酸的两性离子性质,提出了该方法同时测定AAILs的阳离子和阴离子。该方法的检测限低至1-15ng/mL,分析时间小于15分钟。根据七种选定AAILs的分析数据,我们发现AAILs中氨基酸阴离子的含量总是低于丁基甲基咪唑阳离子的含量。此外,咪唑阳离子与氨基酸阴离子的摩尔比取决于氨基酸的化学性质。这些结果为AAILs中咪唑阳离子与酸性、碱性、中性和非极性氨基酸的相互作用提供了有用信息。