De novo design and synthesis of a novel colorimetric fluorescent probe based on naphthalenone scaffold for selective detection of hypochlorite and its application in living cells

摘要

is extremely important and necessary to develop a highly sensitive and excellent selective fluorescence probe for detection of ClO- in living systems because the excess production of ClO- was related to a series of diseases. Herein, a novel turn-on colorimetric fluorescent probe ADT-MAM based on naphthalenone scaffold was successfully designed and synthesized for highly selective and sensitive detection of ClO- with fast response time, a large Stokes shift, low limit of detection and wide pH range in applications. Meanwhile, probe ADT-MAM allowed colorimetric detection of ClO- by naked eyes. Fluorescence titration experiments showed that the probe has an excellent linear relationship (R-2 = 0.9949) and a low detection limit of 0.15 mu M. HOMO-LUMO energy based on density functional theory (DFT) has been calculated in order to provide a better understanding of optical property for ADT-MAM and DTC. Moreover, the probe could be applied to sense exogenous imaging of ClO- in HeLa cells and A549 cells with negligible cytotoxicity, cell membrane permeability and good biocompatibility. The success of subcellular imaging suggested that such a novel probe ADT-MAM could be applied to further reveal essential biological functions and pathological roles of ClO- in extensive biological systems. (c) 2018 Elsevier B.V. All rights reserved.