In vitro and in vivo imaging application of a 1,8-naphthalimide-derived Zn2+ fluorescent sensor with nuclear envelope penetrability

Zhang, Changli; Liu, Zhipeng; Li, Yunling; He, Weijiang; Gao, Xiang; Guo, Zijian

doi:10.1039/c3cc46862c

Cited by 65 publications

(25 citation statements)

References 15 publications

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“…By conjugating a Zn 2+ chelator N,N 0 -bis(pyridin-2-ylmethyl)-ethane-1,2-diamine (BPEA) with a 1,8-naphthalimide (ANaph) fluorophore, we constructed a Zn 2+ imaging agent Naph-BPEA with nuclear envelope penetrability. 183 The nuclear envelope penetrability and nuclear Zn 2+ imaging ability of Naph-BPEA were confirmed by co-staining cells with Naph-BPEA and nucleus dye Hoechst 33342 using LSCM (Fig. 38).…”

Section: Nuclear Zn 2+ Imagingmentioning

confidence: 98%

Photoluminescence imaging of Zn²⁺in living systems

et al. 2015

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Zn(2+) plays essential roles in various physiological processes in living systems, and the investigation of Zn(2+) related physiology and pathology has attracted considerable interest. Because photoluminescence (PL) imaging possesses distinct advantages, such as high sensitivity and non-invasiveness, and excellent temporal and spatial resolution, it has become a powerful tool for the real time monitoring of Zn(2+) distribution, uptake, and trafficking. Over the last two decades, great efforts have been devoted to PL Zn(2+) imaging in living systems, which proved the Zn(2+) fluctuations in physiological processes and the temporal-spatial distribution of labile Zn(2+) as well as the localization of labile Zn(2+) pools. Advances in PL techniques, such as fluorescence microscopy, confocal fluorescence microscopy, two photon fluorescence microscopy, lifetime based techniques and luminescence optical imaging systems, have made remarkable contributions in tackling major challenges in Zn(2+) PL imaging. With the rational design and proper use of fluorescent sensors, Zn(2+) imaging in various cell lines, organelles, tissues, organs and living animals has been realized, which was shown to be crucial in elucidating the biological and physiological roles of labile Zn(2+).

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Section: Nuclear Zn 2+ Imagingmentioning

confidence: 98%

Photoluminescence imaging of Zn²⁺in living systems

et al. 2015

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“…( Figure 1A) This was then coupled with 1 an N-hydroxysuccinimide activated ester of propargylacetic acid (35), after purification by flash column chromatography compound 3 was isolated in a 96% yield. The fluorescent arm of the hydroxylamine-armed probe was prepared from 4-bromo-1,8naphthalic anhydride, following known literature procedures to give compound 4 (36). The two arms of the probe were then combined using copper click chemistry to produce compound 5 in 88% yield after flash chromatography.…”

Section: Synthesis Of Hydroxylamine-armed Fluorescent Probementioning

confidence: 99%

ExploringCryptococcus neoformanscapsule structure and assembly with a hydroxylamine-armed fluorescent probe

Crawford

Cordero

Guazzelli

et al. 2019

Preprint

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Chemical biology is an emerging field that allows the study and manipulation of biological systems using probes that inform on structure based on their reactivity. We report the synthesis of a hydroxylaminearmed fluorescent probe that reacts with reducing glycans and its application to study the architecture of the Cryptococcus neoformans capsule under a variety of conditions. The probe signal localized intracellularly and at the cell wall-membrane interface, implying the presence of reducing end glycans at this location where the capsule attachment to the cell body occurs. In contrast, there was no fluorescence signal in the body of the capsule. We observed vesiclelike structures containing the reducing-end probe, both intra-and extracellularly, consistent with the importance of vesicles in capsular assembly. Disrupting the capsule with DMSO, ultrasound, or mechanical shear-stress resulted in capsule alterations that affected the binding of the probe as

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“…313,314 However, because of closed-shell 3d 10 4s 0 electronic configuration and absence of redox activity, the exact roles, either structural or functional, of Zn 2+ in biological systems are not entirely clear. 318 Furthermore, detection of zinc is also important for environmental safety as it is widely employed in the electroplating industries and persistence as environmental pollutants where its toxicity has been found in both acute and chronic forms. 316 The standard instrumental analysis techniques for heavymetal ions detection often require sample preparation which may change oxidation states of the metal ions, leading to false positives.…”

Section: Zinc Ion Sensormentioning

confidence: 99%

Optical sensor: a promising strategy for environmental and biomedical monitoring of ionic species

2015

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There is fast growing research on designing and improving the metal recognition methodologies in the ecosystems and biological media. The fluorescent based techniques proved a mile stones for non-invasive metal sensation and quantification in the multichannel environment. Metals as the natural components of Earth's crust are generally present in trace concentrations in the environmental samples where the humic substances have complexation affinity toward them. Iron, zinc and copper are the 1 st , 2 nd and 3 rd adequate elements indispensable to the body in trace playing the crucial roles in many biological processes. However, the unregulated amounts either as excess or deficient may exacerbate deterioration to the vital organs and triggered the progression of complications. Beside these three essential elements, mercury is widely considered to be one of the most hazardous pollutants and highly dangerous elements due to its recognized accumulative and toxic characters in the environment and the ecosystem. In the current scenario, we have tried to summarize the maximum amount of recently developed fluorescent signaling materials for the Cu 2+ , Fe 2+ / Fe 3+ , Zn 2+ and Hg 2+ . The spectral shifting in the molecules on metal chelation, mode of complexation and stoichiometries of resulting adducts have been discussed in detail. Furthermore, the molecules which have been reported as intracellular metal detector via bioimaging are specifically highlighted that might be useful for the design and development of cell viable and membrane permeable molecular probes in the future perspective.

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In vitro and in vivo imaging application of a 1,8-naphthalimide-derived Zn2+ fluorescent sensor with nuclear envelope penetrability

Cited by 65 publications

References 15 publications

Photoluminescence imaging of Zn²⁺in living systems

Photoluminescence imaging of Zn²⁺in living systems

ExploringCryptococcus neoformanscapsule structure and assembly with a hydroxylamine-armed fluorescent probe

Optical sensor: a promising strategy for environmental and biomedical monitoring of ionic species

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In vitro and in vivo imaging application of a 1,8-naphthalimide-derived Zn2+ fluorescent sensor with nuclear envelope penetrability

Cited by 65 publications

References 15 publications

Photoluminescence imaging of Zn2+in living systems

Photoluminescence imaging of Zn2+in living systems

ExploringCryptococcus neoformanscapsule structure and assembly with a hydroxylamine-armed fluorescent probe

Optical sensor: a promising strategy for environmental and biomedical monitoring of ionic species

Contact Info

Product

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Photoluminescence imaging of Zn²⁺in living systems

Photoluminescence imaging of Zn²⁺in living systems