A lipid droplet-targeted fluorescence probe for visualizing exogenous copper (II) based on LLCT and LMCT

Xia, Ying; Yu, Tingting; Li, Fēi; Zhu, Weiju; Ji, Yinggang; Kong, Shuai; Li, Chunxia; Huang, Bei; Zhang, Xuanjun; Tian, Yupeng; Zhou, Hongping

doi:10.1016/j.talanta.2018.05.080

Cited by 16 publications

(6 citation statements)

References 18 publications

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“…1132,1133 This behavior is in line with other reports where the presence of copper induces fluorescence quenching, in both biological 1134 and nonbiological systems, 1135 and is thought to be a result of energy transfer from the fluorescent energy donor to the nonfluorescent metal−ligand bonds, 1136 or charge-transfer type interactions. 1137 Less common copper-induced fluorescence enhancement, such as seen using host 23 (Figure 36), 350 can occur via copper-induced aggregation, in cases where such aggregates display aggregation-induced emission; 1138 copperinduced formation of a metal-to-ligand charge transfer band, for the right combination of copper salt and copper-chelating ligand; 1139 and copper-induced structural rigidification of an already existing fluorophore, resulting in potentially significant fluorescent enhancements. 1140 While other metal cations can display similar behaviors, the effects of copper on either fluorescence quenching or fluorescence enhancements are highly pronounced and can have potentially significant applications in biochemically relevant sensing schemes.…”

Section: Chemical Reviewsmentioning

confidence: 99%

Supramolecular Luminescent Sensors

2018

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There is great need for stand-alone luminescence-based chemosensors that exemplify selectivity, sensitivity, and applicability and that overcome the challenges that arise from complex, real-world media. Discussed herein are recent developments toward these goals in the field of supramolecular luminescent chemosensors, including macrocycles, polymers, and nanomaterials. Specific focus is placed on the development of new macrocycle hosts since 2010, coupled with considerations of the underlying principles of supramolecular chemistry as well as analytes of interest and common luminophores. State-of-the-art developments in the fields of polymer and nanomaterial sensors are also examined, and some remaining unsolved challenges in the area of chemosensors are discussed. CONTENTS 4.4. Explosives 4.5. Pharmaceutical Agents 4.6. Biologically Relevant 4.6.1. Adenosine Triphosphate (ATP)

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Section: Chemical Reviewsmentioning

confidence: 99%

Supramolecular Luminescent Sensors

2018

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“…The method has advantages of good bio-compatibility, convenient portability and easy operation in bio-sensors and bio-imaging processes [ 29 , 30 , 31 ]. Due to the development of economical probes at physiological pH values, the applications of Cu 2+ probes in biochemical analyses has been greatly developed [ 32 , 33 , 34 , 35 , 36 , 37 ]. Fluorescein as a type of luminescent material with good photophysical stability has attracted considerable attention [ 38 , 39 ].…”

Section: Introductionmentioning

confidence: 99%

Novel Fluorescence Probe toward Cu2+ Based on Fluorescein Derivatives and Its Bioimaging in Cells

Leng

Wei

et al. 2022

Biosensors

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Copper is an important trace element that plays a crucial role in various physiological and biochemical processes in the body. The level of copper content is significantly related to many diseases, so it is very important to establish effective and sensitive methods for copper detection in vitro and vivo. Copper-selective probes have attracted considerable interest in environmental testing and life-process research, but fewer investigations have focused on the luminescence mechanism and bioimaging for Cu2+ detection. In the current study, a novel fluorescein-based A5 fluorescence probe is synthesized and characterized, and the bioimaging performance of the probe is also tested. We observed that the A5 displayed extraordinary selectivity and sensitivity properties to Cu2+ in contrast to other cations in solution. The reaction between A5 and Cu2+ could accelerate the ring-opening process, resulting in a new band at 525 nm during a larger pH range. A good linearity between the fluorescence intensity and concentrations of Cu2+, ranging from 0.1 to 1.5 equivalent, was observed, and the limit detection of A5 to Cu2+ was 0.11 μM. In addition, the Job’s plot and mass spectrum showed that A5 complexed Cu2+ in a 1:1 manner. The apparent color change in the A5–Cu2+ complex under ultraviolet light at low molar concentrations revealed that A5 is a suitable probe for the detection of Cu2+. The biological test results show that the A5 probe has good biocompatibility and can be used for the cell imaging of Cu2+.

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“…24–32 Although a number of fluorescence probes or chemical sensors for Cu 2+ , Cys, and His have been reported, it is not enough because there are still many performances that need to be improved for application requirements. 33–47…”

Section: Introductionmentioning

confidence: 99%

“…[24][25][26][27][28][29][30][31][32] Although a number of fluorescence probes or chemical sensors for Cu 2þ , Cys, and His have been reported, it is not enough because there are still many performances that need to be improved for application requirements. [33][34][35][36][37][38][39][40][41][42][43][44][45][46][47] Herein, we designed a small molecule with an on-off-on characteristic by the action of Cu 2þ , Cys, and His. As shown in Scheme 1, Cu 2þ prefers a coordination sphere containing N, S, and O as donor atoms, and can prompt the intersystem crossing (ISC) of the excited electrons from the excited singlet states to the excited triplet states because of the paramagnetic nature, which results in the significant fluorescence quenching of probe L. 48,49 Cys and His could despoil Cu 2þ ions from L-Cu 2þ ensemble because of good combination ability and lead to the fluorescence recovery of probe L.…”

Section: Introductionmentioning

confidence: 99%

An On–Off–On Fluorescence Probe Based on Coumarin for Cu²⁺, Cysteine, and Histidine Detections

Xie

Yan

2019

Appl Spectrosc

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A simple coumarin-based Schiff base (probe L) was successfully developed. It showed strong green fluorescence emission at 527 nm with a 70.3% of fluorescence quantum efficiency (ΦF). However, after the addition of common metal ions, probe L can only combine with Cu2+ ions and displayed significant fluorescence quenching of > 96.2% (ΦF = 2.7%) due to the paramagnetic quenching action from Cu2+. Conversely, by the coordination action of cysteine (Cys) and histidine (His), the quenching fluorescence of the complex (L-Cu2+) between probe L and Cu2+ ions was recovered mostly because the Cys and His can usurp Cu2+ of L-Cu2+ and led to the liberation of probe L. Based on the fluorescence changes of probe L with the actions of Cu2+, Cys, and His, an on–off–on reversible fluorescence probe for sensitive and specific monitoring Cu2+, Cys, and His has been prepared. More importantly, the probe L and L-Cu2+ ensemble can be used, respectively, to test Cu2+ and Cys/His in live cells and human urine samples with great reliability.

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A lipid droplet-targeted fluorescence probe for visualizing exogenous copper (II) based on LLCT and LMCT

Cited by 16 publications

References 18 publications

Supramolecular Luminescent Sensors

Supramolecular Luminescent Sensors

Novel Fluorescence Probe toward Cu2+ Based on Fluorescein Derivatives and Its Bioimaging in Cells

An On–Off–On Fluorescence Probe Based on Coumarin for Cu²⁺, Cysteine, and Histidine Detections

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A lipid droplet-targeted fluorescence probe for visualizing exogenous copper (II) based on LLCT and LMCT

Cited by 16 publications

References 18 publications

Supramolecular Luminescent Sensors

Supramolecular Luminescent Sensors

Novel Fluorescence Probe toward Cu2+ Based on Fluorescein Derivatives and Its Bioimaging in Cells

An On–Off–On Fluorescence Probe Based on Coumarin for Cu2+, Cysteine, and Histidine Detections

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Product

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An On–Off–On Fluorescence Probe Based on Coumarin for Cu²⁺, Cysteine, and Histidine Detections