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Chiral carbon quantum dots as fluorescent probe for rapid chiral recognition of isoleucine enantiomers
Analytica Chimica Acta ( IF 5.7 ) Pub Date : 2021-09-01 , DOI: 10.1016/j.aca.2021.339012
Xiudan Hou 1 , Jiying Song 2 , Qi Wu 2 , Haitao Lv 2
Affiliation  

Chiral recognition is always a significant and challenging work in analytical chemistry. A fluorescent chiral recognition method based on chiral carbon quantum dots (CCQDs) towards isoleucine (Ile) enantiomers was developed in this work. CCQDs were synthesized by one-step hydrothermal method using l-cysteine as chiral source. The fluorescence intensity of CCQDs enhanced obviously in the presence of L-Ile, but had no observable change in the presence of D-Ile. The response speed of this chiral sensing system is fast, Ile enantiomers can be discriminated by CCQDs within 5 min, the enantioselectivity (IL/ID) can reach up to 2.2. Good linearity for detecting L-Ile was obtained over the concentration range from 0 to 30 mM with a LOD of 0.29 mM. The fluorescence intensity also increased linearly with the enantiomeric percentages of L-Ile in the mixture of Ile enantiomers. Thus, the developed method not only can achieve quantitative detection of L-Ile but also can determine the enantiomeric percentage in racemates. The chiral recognition mechanism can be explained by the difference in binding energy and interaction types between D-Ile and L-Ile with CCQDs by molecular modeling. The current method was applied in detecting L-Ile in real samples of functional drinks, the detection results were in consistent with the results obtained from high performance liquid chromatography, and the recoveries of standard addition were also satisfactory, which verified the reliability of the developed method.



中文翻译:

手性碳量子点作为荧光探针用于异亮氨酸对映体的快速手性识别

手性识别一直是分析化学中一项重要且具有挑战性的工作。在这项工作中开发了一种基于手性碳量子点 (CCQD) 对异亮氨酸 (Ile) 对映体的荧光手性识别方法。CCQDs 是通过一步水热法合成的,使用l-半胱氨酸作为手性源。CCQDs的荧光强度在L-Ile的存在下明显增强,但在D-Ile的存在下没有明显变化。该手性传感系统响应速度快,CCQDs可在5分钟内区分Ile对映异构体,对映选择性(I L / I D) 最高可达 2.2。在 0 到 30 mM 的浓度范围内获得了用于检测 L-Ile 的良好线性,LOD 为 0.29 mM。荧光强度也随着 Ile 对映异构体混合物中 L-Ile 的对映异构百分比线性增加。因此,所开发的方法不仅可以实现 L-Ile 的定量检测,还可以确定外消旋体中的对映体百分比。手性识别机制可以通过分子建模通过 D-Ile 和 L-Ile 与 CCQD 之间结合能和相互作用类型的差异来解释。将该方法应用于功能性饮料实际样品中L-Ile的检测,检测结果与高效液相色谱法检测结果一致,加标回收率也令人满意,

更新日期:2021-09-10
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