Ditopic boronic acid and imine-based naphthalimide fluorescence sensor for copper(II)†

作者: Meng Li , Haobo Ge , Rory L. Arrowsmith , Vincenzo Mirabello , Stanley W. Botchway

DOI: 10.1039/C4CC03453H

关键词: Boronic acidChemistryDerivative (chemistry)IminePhotochemistryAdductFluorescenceFluorescence-lifetime imaging microscopyCopperFluorescence microscope

摘要: Copper ions are essential for many biological processes. However, high concentrations of copper can be detrimental to the cell or organism. A novel naphthalimide derivative bearing a monoboronic acid group (BNP) was investigated as Cu2+ selective fluorescent sensor in living cells. This is one rare examples reversible chemosensors which uses boronic binding site. Moreover, adduct BNP–Cu2+ displays fluorescence enhancement with fructose. The uptake this compound HeLa cancer cells imaged using confocal microscopy techniques including two-photon lifetime imaging microscopy.

参考文章(30)
Single molecule dynamics in life science Wiley-VCH Verlag GmbH & Co. KGaA. ,(2008) , 10.1002/9783527626137
Peter G Bush, David L Wokosin, Andrew C Hall, Two-versus one photon excitation laser scanning microscopy : Critical importance of excitation wavelength Frontiers in Bioscience. ,vol. 12, pp. 2646- 2657 ,(2007) , 10.2741/2261
Ping Li, Xia Duan, Zhenzhen Chen, Ying Liu, Ting Xie, Libo Fang, Xiaorui Li, Miao Yin, Bo Tang, A near-infrared fluorescent probe for detecting copper(ii) with high selectivity and sensitivity and its biological imaging applications Chemical Communications. ,vol. 47, pp. 7755- 7757 ,(2011) , 10.1039/C1CC11885D
Sook Kyung Kim, K.M.K. Swamy, So-Young Chung, Ha Na Kim, Min Jung Kim, Yongsuk Jeong, Juyoung Yoon, New fluorescent and colorimetric chemosensors based on the rhodamine and boronic acid groups for the detection of Hg2 Tetrahedron Letters. ,vol. 51, pp. 3286- 3289 ,(2010) , 10.1016/J.TETLET.2010.04.067
Zhijun Chen, Limin Wang, Gang Zou, Xiaoming Cao, Yue Wu, Peijun Hu, A retrievable and highly selective fluorescent probe for monitoring dihydrogen phosphate ions based on a naphthalimide framework Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. ,vol. 114, pp. 323- 329 ,(2013) , 10.1016/J.SAA.2013.05.072
K. M. K. Swamy, Sung-Kyun Ko, Soo Kyung Kwon, Ha Na Lee, Chun Mao, Joung-Min Kim, Keun-Hyeung Lee, Jinheung Kim, Injae Shin, Juyoung Yoon, Boronic acid-linked fluorescent and colorimetric probes for copper ions Chemical Communications. pp. 5915- 5917 ,(2008) , 10.1039/B814167C
Yun Hak Lee, Nayoung Park, Young Bin Park, Yu Jeong Hwang, Chulhun Kang, Jong Seung Kim, Organelle-selective fluorescent Cu2+ ion probes: revealing the endoplasmic reticulum as a reservoir for Cu-overloading. Chemical Communications. ,vol. 50, pp. 3197- 3200 ,(2014) , 10.1039/C4CC00091A
Bryan J. McCranor, Henryk Szmacinski, Hui Hui Zeng, Andrea K. Stoddard, Tamiika Hurst, Carol A. Fierke, J. R. Lakowicz, Richard B. Thompson, Fluorescence lifetime imaging of physiological free Cu(II) levels in live cells with a Cu(II)-selective carbonic anhydrase-based biosensor Metallomics. ,vol. 6, pp. 1034- 1042 ,(2014) , 10.1039/C3MT00305A