Cancer-Specific hNQO1-Responsive Biocompatible Naphthalimides Providing a Rapid Fluorescent Turn-On with an Enhanced Enzyme Affinity

Human NAD(P)H:quinone oxidoreductase 1 (hNQO1) is overexpressed in cancer cells and associated with the drug resistance factor of cancer. The objective of this work is the development of fluorescent probes for the efficient detection of hNQO1 activity in cancer cells, which can be employed for the cancer diagnosis and therapeutic agent development. Herein, we report naphthalimide-based fluorescent probes 1 and 2 that can detect hNQO1. For hNQO1 activity, the probes showed a significant fluorescence increase at 540 nm. In addition, probe 1, the naphthalimide containing a triphenylphosphonium salt, showed an enhanced enzyme efficiency and rapid detection under a physiological condition. The detection ability of probe 1 was superior to that of other previously reported probes. Moreover, probe 1 was less cytotoxic during the cancer cell imaging and readily provided a strong fluorescence in hNQO1-overexpressed cancer cells (A549). We proposed that probe 1 can be used to detect hNQO1 expression in live cells and it will be applied to develop the diagnosis and customized treatment of hNQO1-related disease.

Download Full-text

Two highly sensitive and selective coumarin-based fluorometric probes for the detection of ClO− and cell imaging

Analytical Methods ◽

10.1039/c9ay00105k ◽

2019 ◽

Vol 11 (14) ◽

pp. 1916-1922 ◽

Cited By ~ 5

Author(s):

Lei Jin ◽

Xiaoxue Tan ◽

Cong Zhao ◽

Qingming Wang

Keyword(s):

Fluorescent Probes ◽

Cell Imaging ◽

Detection Limits ◽

Oxidative Cleavage ◽

Turn On ◽

Efficient Detection ◽

Highly Sensitive

Two new coumarin-based fluorescent probes were synthesized and successfully applied for the efficient detection of ClO− as turn-on fluorescence chemosensors by the oxidative cleavage of C–O and CN, the detection limits (LOD) for the two probes are 154 nM and 32 nM, respectively.

Download Full-text

A single probe to sense Al(iii) colorimetrically and Cd(ii) by turn-on fluorescence in physiological conditions and live cells, corroborated by X-ray crystallographic and theoretical studies

Dalton Transactions ◽

10.1039/c4dt01433b ◽

2015 ◽

Vol 44 (9) ◽

pp. 4123-4132 ◽

Cited By ~ 35

Author(s):

Chirantan Kar ◽

Soham Samanta ◽

Sudeep Goswami ◽

Aiyagari Ramesh ◽

Gopal Das

Keyword(s):

Live Cell Imaging ◽

Cell Imaging ◽

Selective Recognition ◽

Live Cells ◽

Paper Strip ◽

Theoretical Studies ◽

X Ray ◽

Physiological Conditions ◽

Turn On ◽

Single Probe

Selective recognition of Al3+and Cd2+by UV-Vis and fluorescence based techniques using a cinnamaldehyde functionalized conjugated ligand, and its applications in paper strip and live cell imaging.

Download Full-text

Turn-on visible and ratiometric near-infrared fluorescent probes for distinction endogenous esterases and chymotrypsins in live cells

Sensors and Actuators B Chemical ◽

10.1016/j.snb.2019.127567 ◽

2020 ◽

Vol 306 ◽

pp. 127567 ◽

Cited By ~ 4

Author(s):

Jiemin Wang ◽

Zhidong Teng ◽

Ting Cao ◽

Jing Qian ◽

Lei Zheng ◽

...

Keyword(s):

Fluorescent Probes ◽

Near Infrared ◽

Live Cells ◽

Turn On

Download Full-text

Boranil dye based “turn-on” fluorescent probes for detection of hydrogen peroxide and their cell imaging application

RSC Advances ◽

10.1039/c6ra17863d ◽

2016 ◽

Vol 6 (89) ◽

pp. 85838-85843 ◽

Cited By ~ 34

Author(s):

Jayabalan Shanmugapriya ◽

Kandasamy Rajaguru ◽

Gandhi Sivaraman ◽

Shanmugam Muthusubramanian ◽

Nattamai Bhuvanesh

Keyword(s):

Hydrogen Peroxide ◽

Fluorescent Probes ◽

Hela Cells ◽

Cell Imaging ◽

Physiological Conditions ◽

Turn On ◽

Imaging Application

The synthesis of boranil dye fluorescent probes for the detection of hydrogen peroxide has been described. The probes have been successfully applied for imaging of H2O2 in HeLa cells under physiological conditions.

Download Full-text

An ESIPT based chromogenic and fluorescent ratiometric probe for Zn2+ with imaging in live cells and tissues

New Journal of Chemistry ◽

10.1039/c8nj04695f ◽

2019 ◽

Vol 43 (4) ◽

pp. 1857-1863 ◽

Cited By ~ 6

Author(s):

Saswati Gharami ◽

Krishnendu Aich ◽

Deblina Sarkar ◽

Paramita Ghosh ◽

Nabendu Murmu ◽

...

Keyword(s):

Breast Cancer ◽

Cancer Cells ◽

Potential Application ◽

Human Breast Cancer ◽

Breast Cancer Cells ◽

Live Cells ◽

Human Breast Cancer Cells ◽

Human Breast ◽

Efficient Detection ◽

Ratiometric Probe

A benzothiazole based fluorescent probe for selective and efficient detection of Zn2+ showing potential application in human breast cancer cells.

Download Full-text

Pyrano[3,2-c]julolidin-2-ones: a novel class of fluorescent probes for ratiometric detection and imaging of Hg2+ in live cancer cells

Journal of Materials Chemistry B ◽

10.1039/c6tb01413e ◽

2016 ◽

Vol 4 (28) ◽

pp. 4934-4940 ◽

Cited By ~ 14

Author(s):

Ajay Kumar Jha ◽

Shahida Umar ◽

Rakesh Kumar Arya ◽

Dipak Datta ◽

Atul Goel

Keyword(s):

Cancer Cells ◽

Fluorescent Probes ◽

Live Cells ◽

Molecular Rotor ◽

Ratiometric Detection

A novel pyrano[3,2-c]julolidin-2-one based fluorescent molecular rotor PYJO4 has been designed and developed for selective ratiometric detection, quantification and imaging of intracellular Hg2+ in live cells.

Download Full-text

A fluorescent turn-on probe for visualizing lysosomes in hypoxic tumor cells

The Analyst ◽

10.1039/c6an00369a ◽

2016 ◽

Vol 141 (10) ◽

pp. 2879-2882 ◽

Cited By ~ 21

Author(s):

Sihang Luo ◽

Yingchao Liu ◽

Feiyi Wang ◽

Qiang Fei ◽

Ben Shi ◽

...

Keyword(s):

Cancer Cells ◽

Tumor Cells ◽

Fluorescent Probe ◽

Reductive Cleavage ◽

Strong Fluorescence ◽

Turn On ◽

Hypoxic Tumor

A fluorescent probe localized in lysosomes after reductive cleavage with azoreductase gave strong fluorescence, providing specificity for imaging lysosomes in hypoxic cancer cells.

Download Full-text

Reaction-based turn-on fluorescent probes with magnetic responses for Fe2+ detection in live cells

Dalton Transactions ◽

10.1039/c4dt03792h ◽

2015 ◽

Vol 44 (19) ◽

pp. 8942-8949 ◽

Cited By ~ 31

Author(s):

Siddhartha Maiti ◽

Ziya Aydin ◽

Yi Zhang ◽

Maolin Guo

Keyword(s):

Fluorescent Probes ◽

Fluorescent Sensor ◽

Live Cells ◽

Turn On ◽

Selective Reaction

A highly selective reaction-based “turn-on” fluorescent sensor is capable of detecting Fe2+ in mitochondria with distinct EPR responses.

Download Full-text

Two-photon fluorescent turn-on probes for highly efficient detection and profiling of thiols in live cells and tissues

Biological Chemistry ◽

10.1515/hsz-2021-0189 ◽

2021 ◽

Vol 0 (0) ◽

Author(s):

Congzhen Shen ◽

Duoteng Zhang ◽

Fang Xu ◽

Yang Yang ◽

Yi Tan ◽

...

Keyword(s):

Live Cells ◽

Dual Purpose ◽

Two Photon ◽

Simultaneous Imaging ◽

Turn On ◽

Efficient Detection ◽

Tumor Tissues ◽

Cancer Diagnosis And Therapy

Abstract Thiols are important units in amino acids such as cysteine and peptides like glutathione. Development of chemical sensors capable of precise detection of thiols is important in cancer diagnosis and therapy. We have developed novel two-photon fluorescent turn-on probes for selective detection of thiols. The probes displayed excellent sensitivity and low detection limits. The dual-purpose probes have been demonstrated to be suitable for simultaneous imaging and proteome profiling in live cells and tumor tissues. The unique turn-on design endows the probes with excellent selectivity toward thiols in vitro and in situ, and can be further developed to support a thiol-quantification assay.

Download Full-text