A naphthalimide–rhodamine two-photon fluorescent turn-on probe for hypochlorous acid by desulfurization-cyclization and fluorescence resonance energy transfer

•Two-photon fluorescent turn-on probe for hypochlorous acid by desulfurization-cyclization reaction.•In presence of HClO, RHSDN exhibits high sensitivity, selectivity toward HClO at trace levels over other anions/ROS based FRET.•The detection of HClO with fast response time, low detection limit of 9...

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Bibliographic Details
Published in:Sensors and actuators. B, Chemical Chemical, 2017-11, Vol.252, p.877-885
Main Authors: Yao, Shan-kun, Qian, Ying
Format: Article
Language:English
Subjects:
Amides
Atoms & subatomic particles
Desulfurization-cyclization reaction
Desulfurizing
Fluorescence
Fluorescence resonance energy transfer
Hypochlorous acid sensor
Naphthalimide-rhodamine
Pulsed lasers
Response time
Rhodamine
Sapphire
Sensitivity
Sensors
Time dependence
Two-photon excited fluorescence
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Summary:•Two-photon fluorescent turn-on probe for hypochlorous acid by desulfurization-cyclization reaction.•In presence of HClO, RHSDN exhibits high sensitivity, selectivity toward HClO at trace levels over other anions/ROS based FRET.•The detection of HClO with fast response time, low detection limit of 9.6×10−8M and works excellently within a wide pH range of 4–11. A new ratiometric naphthalimide-rhodamine two-photon fluorescent turn-on probe RHSDN with a ‘naked-eye’ recognition capability for hypochlorous acid has been rationally designed, in which rhodamine-thiosemicarbazide and pyridine-naphthalimide were connected by phenyl spacer. In presence of HClO, RHSDN exhibits high sensitivity, selectivity toward HClO at trace levels over other anions/ROS based on hypochlorous acid-triggered intramolecular desulfurization-cyclization of rhodamine-thiosemicarbazide. Under the Ti:sapphire pulsed laser’s 800nm irradiation, rhodamine spirolactam closed-ring of RHSDN toward hypochlorous acid affords an OFF–ON signal response with an appearance and drastic enhancement of fluorescence emission peak at 600nm accompanied by a dramatic color change from colorless to brightly pink after treatment with hypochlorous acid. Besides, the chemodosimeter RHSDN for the detection of HClO with fast response time, high sensitivity with low detection limit of 9.6×10−8M and works excellently within a wide pH range of 4–11, addressing the existing time and pH dependency issue. Moreover, RHSDN has been employed for the imaging of artificially loaded HClO with satisfying results, which further displayed its valuable applications in biological systems.
ISSN:0925-4005
1873-3077
DOI:10.1016/j.snb.2017.06.091