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用于检测汞离子和活细胞的增强荧光化学传感器——二肽模拟异氰基萘的设计与合成

Design and Synthesis of Dipeptidomimetic Isocyanonaphthalene as Enhanced-Fluorescent Chemodosimeter for Sensing Mercury Ion and Living Cells.

作者信息

Wang Xiao-Juan, Li Gao-Wei, Cheng Yi-Peng, Sun Qiu-Ling, Hao Yuan-Qiang, Wang Chen-Hong, Liu Lan-Tao

机构信息

College of Chemistry and Chemical Engineering, Henan Engineering Laboratory of Green Synthesis for Pharmaceuticals, and Henan Key Laboratory of Biomolecular Recognition and Sensing, Shangqiu Normal University, Shangqiu, China.

出版信息

Front Chem. 2022 Mar 4;10:813108. doi: 10.3389/fchem.2022.813108. eCollection 2022.

DOI:10.3389/fchem.2022.813108
PMID:35317003
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8934403/
Abstract

A novel valine-based isocyanonaphthalene () was designed and synthesized by using an easy method and enabled the selective fluorescence detection of Hg. The chemodosimeter can display an immediate turn-on fluorescence response (500-fold) towards target metal ions upon the Hg-mediated conversion of isocyano to amino within . Based on this specific reaction, the fluorescence-enhancement probe revealed a high sensitivity toward Hg over other common metal ions and exhibited excellent aqueous solubility, good antijamming capability, high sensitivity (detection limit: 14.2 nM), and real-time detection. The response mechanism of was supported by NMR spectroscopy, MS analysis and DFT theoretical calculation using various techniques. Moreover, a dipeptidomimetic probe was successfully applied to visualize intracellular Hg in living cells and monitor Hg in real water samples with good recoveries and small relative standard deviations.

摘要

通过一种简便方法设计并合成了一种新型的基于缬氨酸的异氰基萘（），该物质能够实现对汞的选择性荧光检测。这种化学计量器在汞介导的异氰基在 内转化为氨基后，能对目标金属离子立即产生开启型荧光响应（500 倍）。基于这一特定反应，该荧光增强探针相对于其他常见金属离子对汞具有高灵敏度，表现出优异的水溶性、良好的抗干扰能力、高灵敏度（检测限：14.2 nM）以及实时检测能力。通过多种技术的核磁共振光谱、质谱分析和密度泛函理论计算支持了 的响应机制。此外，一种二肽模拟物 探针成功应用于可视化活细胞内的汞，并以良好的回收率和较小的相对标准偏差监测实际水样中的汞。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd7b/8934403/92352f37fd6c/fchem-10-813108-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd7b/8934403/65adcdd820f3/fchem-10-813108-fx1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd7b/8934403/a024e0b0e1c5/fchem-10-813108-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd7b/8934403/1d5b5196417b/fchem-10-813108-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd7b/8934403/81703cf2bba9/fchem-10-813108-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd7b/8934403/a9036a60fc2c/fchem-10-813108-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd7b/8934403/8c8fdc1ec2ae/fchem-10-813108-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd7b/8934403/a0c86fb968ce/fchem-10-813108-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd7b/8934403/699da7d22db5/fchem-10-813108-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd7b/8934403/92352f37fd6c/fchem-10-813108-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd7b/8934403/65adcdd820f3/fchem-10-813108-fx1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd7b/8934403/a024e0b0e1c5/fchem-10-813108-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd7b/8934403/1d5b5196417b/fchem-10-813108-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd7b/8934403/81703cf2bba9/fchem-10-813108-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd7b/8934403/a9036a60fc2c/fchem-10-813108-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd7b/8934403/8c8fdc1ec2ae/fchem-10-813108-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd7b/8934403/a0c86fb968ce/fchem-10-813108-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd7b/8934403/699da7d22db5/fchem-10-813108-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fd7b/8934403/92352f37fd6c/fchem-10-813108-g007.jpg

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