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An Optimized Two‐Photon Fluorescent Probe for Biological Sensing and Imaging of Catechol‐ O ‐Methyltransferase
Author(s) -
Wang Ping,
Xia YangLiu,
Zou LiWei,
Qian XingKai,
Dou TongYi,
Jin Qiang,
Li ShiYang,
Yu Yang,
Wang DanDan,
Luo Qun,
Ge GuangBo,
Yang Ling
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201701384
Subject(s) - fluorescence , catechol o methyl transferase , catechol , methyltransferase , endogeny , chemistry , biophysics , fluorescence lifetime imaging microscopy , molecular probe , biochemistry , biology , methylation , dna , optics , physics , allele , gene
A practical two‐photon fluorescent probe was developed for highly sensitive and selective sensing of the activities of catechol‐ O ‐methyltransferase (COMT) in complex biological samples. To this end, a series of 3‐substituted 7,8‐dihydroxycoumarins were designed and synthesized. Among them, 3‐BTD displayed the best combination of selectivity, sensitivity, reactivity, and fluorescence response following COMT‐catalyzed 8‐ O ‐methylation. The newly developed two‐photon fluorescent probe 3‐BTD can be used for determining the activities of COMT in complex biological samples and bio‐imaging of endogenous COMT in living cells and tissue slices with good cell permeability, low cytotoxicity, and high imaging resolution. All these findings suggest that 3‐BTD holds great promise for developing therapeutic molecules that target COMT, as well as for exploring COMT‐associated biological processes and its biological functions in living systems. Furthermore, the strategy also sheds new light on the development of fluorescent probes for other conjugative enzymes.