A GFP Inspired 8-Methoxyquinoline-Derived Fluorescent Molecular Sensor for the Detection of Zn2+ by Two-Photon Microscopy

被引:2
|
作者
Csomos, Attila [1 ,2 ]
Madarasz, Miklos [3 ]
Turczel, Gabor [4 ]
Cseri, Levente [3 ,5 ]
Bodor, Andrea [6 ]
Matuscsak, Anett [7 ]
Katona, Gergely [8 ]
Kovacs, Ervin [8 ,9 ]
Rozsa, Balazs [3 ,7 ,8 ]
Mucsi, Zoltan [1 ,3 ,10 ]
机构
[1] Femtonics Ltd, Tuzolto Utca 59, H-1094 Budapest, Hungary
[2] Eotvos Lorand Univ, Hevesy Gyorgy PhD Sch Chem, Pazmany Peter Setany 1-A, H-1117 Budapest, Hungary
[3] BrainVisionCenter, Liliom Utca 43-45, H-1094 Budapest, Hungary
[4] HUN REN Res Ctr Nat Sci, NMR Res Lab, Magyar Tudosok Korutja 2, H-1117 Budapest, Hungary
[5] Budapest Univ Technol & Econ, Dept Organ Chem & Technol, Muegyetem Rakpart 3, H-1111 Budapest, Hungary
[6] Eotvos Lorand Univ, Inst Chem, Analyt & BioNMR Lab, Pazmany Peter Setany 1-A, H-1117 Budapest, Hungary
[7] HUN REN Inst Expt Med, Lab Funct Network & Dendrit Imaging 3D, Szigony Utca 43, H-1083 Budapest, Hungary
[8] Pazmany Peter Catholic Univ, Photon Measurement Technol Res Grp 2, Prater Utca 50-A, H-1083 Budapest, Hungary
[9] HUN REN Res Ctr Nat Sci, Polymer Chem & Phys Res Grp, Magyar Tudosok Korutja 2, H-1117 Budapest, Hungary
[10] Univ Miskolc, Fac Mat & Chem Sci, H-3515 Miskolc, Hungary
关键词
zinc-ion; two-photon; chemosensor; fluorescence; 8-methoxyquinoline; ZINC IONS; PROBE; ZN(II); TISSUE; CELLS;
D O I
10.1002/chem.202400009
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An effective, GFP-inspired fluorescent Zn2+ sensor is developed for two-photon microscopy and related biological application that features an 8-methoxyquinoline moiety. Excellent photophysical characteristics including a 37-fold fluorescence enhancement with excitation and emission maxima at 440 nm and 505 nm, respectively, as well as a high two-photon cross-section of 73 GM at 880 nm are reported. Based on the experimental data, the relationship between the structure and properties was elucidated and explained backed up by DFT calculations, particularly the observed PeT phenomenon for the turn-on process. Biological validation and detailed experimental and theoretical characterization of the free and the zinc-bound compounds are presented.
引用
收藏
页数:6
相关论文
共 50 条
  • [21] A small-molecule and resumable two-photon fluorescent probe for Zn2+ based on a coumarin Schiff-base
    Qin, Jing-can
    Fan, Long
    Yang, Zheng-yin
    SENSORS AND ACTUATORS B-CHEMICAL, 2016, 228 : 156 - 161
  • [22] A BODIPY-Derived Zn2+ Fluorescent Sensor: the Enhanced ICT Effect
    Qiu Lin
    Ji Yi-Fan
    Zhu Cheng-Cheng
    Chen Yun-Cong
    He Wei-Jiang
    Guo Zi-Jian
    CHINESE JOURNAL OF INORGANIC CHEMISTRY, 2014, 30 (01) : 169 - 178
  • [23] Styryl Dyes as Two-Photon Excited Fluorescent Probes for DNA Detection and Two-Photon Laser Scanning Fluorescence Microscopy of Living Cells
    Valentyna P. Tokar
    Mykhaylo Yu. Losytskyy
    Tymish Y. Ohulchanskyy
    Dmytro V. Kryvorotenko
    Vladyslava B. Kovalska
    Anatoliy O. Balanda
    Igor M. Dmytruk
    Vadym M. Prokopets
    Sergiy M. Yarmoluk
    Valeriy M. Yashchuk
    Journal of Fluorescence, 2010, 20 : 865 - 872
  • [24] Styryl Dyes as Two-Photon Excited Fluorescent Probes for DNA Detection and Two-Photon Laser Scanning Fluorescence Microscopy of Living Cells
    Tokar, Valentyna P.
    Losytskyy, Mykhaylo Yu.
    Ohulchanskyy, Tymish Y.
    Kryvorotenko, Dmytro V.
    Kovalska, Vladyslava B.
    Balanda, Anatoliy O.
    Dmytruk, Igor M.
    Prokopets, Vadym M.
    Yarmoluk, Sergiy M.
    Yashchuk, Valeriy M.
    JOURNAL OF FLUORESCENCE, 2010, 20 (04) : 865 - 872
  • [25] In vivo detection of cancer cells with immunoconjugated fluorescent probes by macro zoom microscopy and two-photon microscopy
    Koga, Shigehiro
    Oshima, Yusuke
    Hikita, Atsuhiko
    Sato, Koichi
    Yoshida, Motohira
    Yamamoto, Yuji
    Iimura, Tadahiro
    Watanabe, Yuji
    Imamura, Takeshi
    REPORTERS, MARKERS, DYES, NANOPARTICLES, AND MOLECULAR PROBES FOR BIOMEDICAL APPLICATIONS VII, 2015, 9339
  • [26] A pyrene-based fluorescent sensor for Zn2+ ions: a molecular 'butterfly'
    Manandhar, Erendra
    Broome, J. Hugh
    Myrick, Jalin
    Lagrone, Whitney
    Cragg, Peter J.
    Wallace, Karl J.
    CHEMICAL COMMUNICATIONS, 2011, 47 (31) : 8796 - 8798
  • [27] Ratiometric and selective two-photon fluorescent probe based on PET-ICT for imaging Zn2+ in living cells and tissues
    Wu, Shang
    Wei, Ya-Jun
    Wang, Yan-Bin
    Su, Qiong
    Wu, Lan
    Zhang, Hong
    Yin, Fen-Ping
    Yuan, Pei-Lin
    CHINESE CHEMICAL LETTERS, 2014, 25 (01) : 93 - 98
  • [28] Elucidating the Mechanism of Zn2+ Sensing by a Bipyridine Probe Based on Two-Photon Absorption
    Bednarska, Joanna
    Zalesny, Robert
    Murugan, N. Arul
    Bartkowiak, Wojciech
    Agren, Hans
    Odelius, Michael
    JOURNAL OF PHYSICAL CHEMISTRY B, 2016, 120 (34): : 9067 - 9075
  • [29] Two-Photon Fluorescent Probes of Biological Zn(II) Derived from 7-Hydroxyquinoline
    Chen, Xiao-Yun
    Shi, Jing
    Li, Yi-Ming
    Wang, Feng-Liang
    Wu, Xu
    Guo, Qing-Xiang
    Liu, Lei
    ORGANIC LETTERS, 2009, 11 (19) : 4426 - 4429
  • [30] Molecular two-photon sensor for metal ions derived from bis(2-pyridyl)amine
    Ahn, HC
    Yang, SK
    Kim, HM
    Li, SJ
    Jeon, SJ
    Cho, BR
    CHEMICAL PHYSICS LETTERS, 2005, 410 (4-6) : 312 - 315