Please use this identifier to cite or link to this item: https://doi.org/10.1021/acs.analchem.6b04974
Title: Rational Design of a Red-Emissive Fluorophore with AIE and ESIPT Characteristics and Its Application in Light-Up Sensing of Esterase
Authors: Peng, Lu
XU SHIDANG 
Zheng, Xiaokun
Cheng, Xiamin
ZHANG RUOYU 
Liu, Jie
LIU BIN 
Tong, Aijun
Keywords: Science & Technology
Physical Sciences
Chemistry, Analytical
Chemistry
AGGREGATION-INDUCED-EMISSION
ON FLUORESCENT-PROBE
LIVING CELLS
FAR-RED
EMITTING-DIODES
CHARGE-TRANSFER
STRATEGY
VISUALIZATION
CHEMOSENSOR
INHIBITORS
Issue Date: 7-Mar-2017
Publisher: American Chemical Society
Citation: Peng, Lu, XU SHIDANG, Zheng, Xiaokun, Cheng, Xiamin, ZHANG RUOYU, Liu, Jie, LIU BIN, Tong, Aijun (2017-03-07). Rational Design of a Red-Emissive Fluorophore with AIE and ESIPT Characteristics and Its Application in Light-Up Sensing of Esterase. Analytical Chemistr 89 (5) : 3162-3168. ScholarBank@NUS Repository. https://doi.org/10.1021/acs.analchem.6b04974
Abstract: The development of red fluorophores with efficient solid-state emission is still challenging. Herein, a red fluorophore 1 with aggregation-induced emission (AIE) and excited-state intramolecular proton transfer (ESIPT) characteristics is rationally designed and facilely synthesized by attaching an electron-donor diethylamine and an electron-acceptor maleonitrile group to salicyladazine. In contrast to many red fluorophores which undergo serious aggregation-caused quenching (ACQ), compound 1 emits bright red fluorescence (em = 650 nm, F = 24.3%) in the solid state with a large Stokes shift of 174 nm. Interestingly, control compounds 2 and 3, which have similar structures as 1, exhibit obvious aggregation-caused quenching (ACQ) characteristics. The difference in the crystal structures of 1, 2, and 3 reveals that the interplanar spacing among molecules plays a decisive role in realizing the AIE characteristics of 1. Moreover, when the hydroxyl group of 1 was substituted by an esterase reactive acetoxyl, a fluorescence light-up probe 4 was developed for sensing of esterase based on the selective reaction between 4 and esterase to generate the AIE and ESIPT active molecule 1. The linear range for in vitro quantification of esterase is 0.01-0.15 U/mL with a detection limit of 0.005 U/mL. Probe 4 was also successfully applied to image esterase in mitochondria of living cells.
Source Title: Analytical Chemistr
URI: https://scholarbank.nus.edu.sg/handle/10635/169785
ISSN: 0003-2700
1520-6882
DOI: 10.1021/acs.analchem.6b04974
Appears in Collections:Staff Publications
Elements

Show full item record
Files in This Item:
File Description SizeFormatAccess SettingsVersion 
peng lu.docAccepted version3.32 MBMicrosoft Word

OPEN

Post-printView/Download

Google ScholarTM

Check

Altmetric


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.