Enantiomeric separation of chiral amines in biological samples by liquid chromatography with chiral fluorous derivatization
Enantiomeric separation of chiral amines in biological samples by liquid chromatography with chiral fluorous derivatization
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手性氟衍生液相色谱法分离生物样品中的手性胺
DOI：
10.1002/sscp.202200069
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发表时间：
2022
影响因子：
1.1
通讯作者：
Nohta Hitoshi
中科院分区：
文献类型：
--
作者：
Sakaguchi Yohei;Yamada Hajime;Ishibashi Yukiko;Nakatake Itsuki;Kawasue Shimba;Koga Reiko;Yoshida Hideyuki;Nohta Hitoshi
以全氟烷基羧酸(C5F11COOH、C7F15COOH或C9F19COOH)、L-脯氨酸、N-羟基琥珀酰亚胺为原料合成了N-(全氟烷基)-L-脯氨酸琥珀酰亚胺酯，建立了一种结合氟分离技术的手性衍生化液相色谱分析方法。在本研究中，含有全氟烷基的手性化合物与对映体氨基分析物反应生成非对映异构体，它们可以在常规的液相色谱柱上手性分离。此外，通过使用氟相液相色谱柱，由于氟的亲和力，衍生物被强烈保留，并可以从基质中的污染组分中分离出来。本研究以氨基为衍生化目标，以(R，S)-1-苯乙胺为模型化合物。考察了手性试剂的全氟烷基链长度对手性拆分的影响，确定了最佳的全氟烷基链长度。(R，S)-1-苯乙胺被添加到人的血清和尿样中，以确认与污染物分离。从而实现了无污染物检测的手性分离。
A novel chiral derivatization liquid chromatography method, combined with fluorous separation technology, was developed in this study.N‐(Perfluoroalkylcarbonyl)‐l‐proline succinimidyl ester, synthesized from perfluoroalkylcarboxylic acids (C5F11COOH, C7F15COOH, or C9F19COOH),L‐proline, andN‐hydroxysuccinimide, was used as the chiral derivatization reagent. In this study, chiral compounds containing perfluoroalkyl groups were reacted with enantiomeric amino analytes to form diastereomeric derivatives, which can be chirally separated on a conventional liquid chromatography column. Furthermore, by using a fluorous‐phase liquid chromatography column, the derivatives were strongly retained owing to the fluorous affinity and could be separated from the contaminating components in the matrix. In this study, amino groups were selected as derivatization targets, and (R,S)‐1‐phenylethylamine was used as the model compound. The effect of the perfluoroalkyl chain length of the chiral reagent on enantiomeric separation was investigated using fluorous‐phase and reversed‐phase liquid chromatography columns and the optimal perfluoroalkyl chain length was determined. (R,S)‐1‐Phenylethylamine was added to human serum and urine samples to confirm separation from the contaminants. Consequently, chiral separation was achieved without contaminant detection.
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使用丹磺酰-L-脯氨酸柱前衍生化和反相液相色谱法拆分胺对映体
DOI：
--
发表时间：
1991
期刊：
影响因子：
--
作者：
K. Gamoh;Hiromichi Sawamoto
通讯作者：
Hiromichi Sawamoto
影响因子：
3.4
作者：
Huijie Lv;Siqi Luo;Ruochen Tian;Wenhua Zhang;Baoshan Sun;Yan Cui
通讯作者：
Huijie Lv;Siqi Luo;Ruochen Tian;Wenhua Zhang;Baoshan Sun;Yan Cui
影响因子：
7.4
作者：
CLARK, CR;BARKSDALE, JM
通讯作者：
BARKSDALE, JM
4-(N,N-二甲基氨基磺酰基)-7-(2-氯甲酰吡咯烷-1-基)-2,1,3-苯并恶二唑：新型荧光手性衍生试剂，用于高效液相色谱法拆分醇对映体
DOI：
--
发表时间：
1993
期刊：
影响因子：
--
作者：
T. Toyo′oka;M. Ishibashi;T. Terao;K. Imai
通讯作者：
K. Imai
新型异硫氰酸酯的合成及手性衍生剂在手性氨基醇和胺间接拆分中的应用
影响因子：
4.1
作者：
O. P. Kleidernigg;K. Posch;W. Lindner
通讯作者：
W. Lindner