A ratiometric fluorescent molecular probe with enhanced two-photon response upon Zn2+ binding for in vitro and in vivo bioimaging

被引:66
作者
Divya, Kizhmuri P. [1 ]
Sreejith, Sivaramapanicker [1 ,2 ]
Ashokkumar, Pichandi [3 ]
Yuzhan, Kang [4 ]
Peng, Qiwen [4 ]
Maji, Swarup Kumar [2 ]
Tong, Yan [5 ]
Yu, Hanry [4 ,6 ,7 ]
Zhao, Yanli [2 ]
Ramamurthy, Perumal [3 ]
Ajayaghosh, Ayyappanpillai [1 ]
机构
[1] CSIR NIIST, Chem Sci & Technol Div, Photosci & Photon Grp, Trivandrum 695019, Kerala, India
[2] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore
[3] Univ Madras, Natl Ctr Ultrafast Proc NCUFP, Madras 600113, Tamil Nadu, India
[4] Singapore MIT Alliance Res & Technol, Singapore 138602, Singapore
[5] Natl Univ Singapore, Ctr Bioimaging Sci CBIS, Singapore 117557, Singapore
[6] Natl Univ Hlth Syst, Yong Loo Lin Sch Med, Dept Physiol, Singapore 117597, Singapore
[7] MIT, Dept Biol Engn, Cambridge, MA 02139 USA
基金
新加坡国家研究基金会;
关键词
ABSORPTION CROSS-SECTIONS; ZINC IONS; PHOTODYNAMIC THERAPY; METAL-IONS; DESIGN; ZN(II); SENSOR; CHROMOPHORES; COMPLEXES;
D O I
10.1039/c4sc00736k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A bipyridine centered donor-acceptor-donor (D-pi-A-pi-D) type ratiometric fluorescent molecular probe exhibited an unprecedented enhancement in the two-photon absorption (2PA) cross section upon Zn2+ binding. Moreover, owing to the excited state charge-transfer of the fluorophore pi-backbone, a significant enhancement in the two-photon (2P) excited fluorescence intensity was observed upon Zn2+ binding, resulting in a 13-fold enhancement in the 2PA cross section and a 9-fold enhancement in fluorescence brightness at 620 nm when compared to the cation-free fluorophore. The large 2PA cross section of 1433 GM and 2P action cross section (860 GM), with an excellent 2P excited fluorescence variation from 517 to 620 nm upon Zn2+ binding, facilitated the ratiometric monitoring of free zinc ions in cells. The low cytotoxicity and good photostability of the fluorophore allowed two-photon Zn2+ imaging of HeLa cells. In addition, in vivo two-photon imaging of Zn2+ ions in hepatocytes of live rats illustrated the viability of the probe in tissue imaging and monitoring of free zinc ions in live cells.
引用
收藏
页码:3469 / 3474
页数:6
相关论文
共 55 条
[1]   A ratiometric fluorescence probe for selective visual sensing of Zn2+ [J].
Ajayaghosh, A ;
Carol, P ;
Sreejith, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (43) :14962-14963
[2]   Design of organic molecules with large two-photon absorption cross sections [J].
Albota, M ;
Beljonne, D ;
Brédas, JL ;
Ehrlich, JE ;
Fu, JY ;
Heikal, AA ;
Hess, SE ;
Kogej, T ;
Levin, MD ;
Marder, SR ;
McCord-Maughon, D ;
Perry, JW ;
Röckel, H ;
Rumi, M ;
Subramaniam, C ;
Webb, WW ;
Wu, XL ;
Xu, C .
SCIENCE, 1998, 281 (5383) :1653-1656
[3]   A highly sensitive two-photon fluorescent probe for mitochondrial zinc ions in living tissue [J].
Baek, Na Young ;
Heo, Cheol Ho ;
Lim, Chang Su ;
Masanta, Goutam ;
Cho, Bong Rae ;
Kim, Hwan Myung .
CHEMICAL COMMUNICATIONS, 2012, 48 (38) :4546-4548
[4]   Fluorene-Based Metal-Ion Sensing Probe with High Sensitivity to Zn2+ and Efficient Two-Photon Absorption [J].
Belfield, Kevin D. ;
Bondar, Mykhailo V. ;
Frazer, Andrew ;
Morales, Alma R. ;
Kachkovsky, Oleksiy D. ;
Mikhailov, Ivan A. ;
Masunov, Artem E. ;
Przhonska, Olga V. .
JOURNAL OF PHYSICAL CHEMISTRY B, 2010, 114 (28) :9313-9321
[5]   Zinc sensing via enhancement of two-photon excited fluorescence [J].
Bhaskar, Ajit ;
Ramakrishna, Guda ;
Twieg, Robert J. ;
Goodson, Theodore, III .
JOURNAL OF PHYSICAL CHEMISTRY C, 2007, 111 (40) :14607-14611
[6]   Investigation of two-photon absorption properties in branched alkene and alkyne chromophores [J].
Bhaskar, Ajit ;
Ramakrishna, Guda ;
Lu, Zhikuan ;
Twieg, Robert ;
Hales, Joel M. ;
Hagan, David J. ;
Van Stryland, Eric ;
Goodson, Theodore, III .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (36) :11840-11849
[7]   RAPID INDUCTION OF ALZHEIMER A-BETA AMYLOID FORMATION BY ZINC [J].
BUSH, AI ;
PETTINGELL, WH ;
MULTHAUP, G ;
PARADIS, MD ;
VONSATTEL, JP ;
GUSELLA, JF ;
BEYREUTHER, K ;
MASTERS, CL ;
TANZI, RE .
SCIENCE, 1994, 265 (5177) :1464-1467
[8]   Ratiometric and near-infrared molecular probes for the detection and imaging of zinc ions [J].
Carol, Priya ;
Sreejith, Sivaramapanicker ;
Ajayaghosh, Ayyappanpillai .
CHEMISTRY-AN ASIAN JOURNAL, 2007, 2 (03) :338-348
[9]   Photodynamic therapy and anti-tumour immunity [J].
Castano, Ana P. ;
Mroz, Pawel ;
Hamblin, Michael R. .
NATURE REVIEWS CANCER, 2006, 6 (07) :535-545
[10]   ZP8, a neuronal zinc sensor with improved dynamic range; Imaging zinc in hippocampal slices with two-photon microscopy [J].
Chang, CJ ;
Nolan, EM ;
Jaworski, J ;
Okamoto, KI ;
Hayashi, Y ;
Sheng, M ;
Lippard, SJ .
INORGANIC CHEMISTRY, 2004, 43 (21) :6774-6779