Naphthalimide-based optical turn-on sensor for monosaccharide recognition using boronic acid receptor

Seraj, Sanaz; Rouhani, Shohre; Faridbod, Farnoush

doi:10.1039/c9ra01757g

Cited by 11 publications

(6 citation statements)

References 47 publications

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“…Based on these results, the quenching mechanism can be followed by a dynamic pathway, which has no interaction between NDN2 and GO at the ground state. Our previous work obtained the same results for naphthalimide [21,22].…”

Section: Absorption Characteristics Of Ndn2 /Gosupporting

confidence: 76%

“…The design and development of novel platforms based on graphene as the energy acceptor have been a remarkable success in recent years. Our team is developing the design and application of fluorochrome dyes for probe applications [19][20][21][22]. Recently we worked on the effect of graphene oxide as a quencher on the different naphthalimide derivatives.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, Solvatochromism and Fluorescence Quenching Studies of Naphthalene Diimide Dye by Nano graphene oxide

2023

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A naphthalene diimide dye with two side amine arm was prepared. Uv-Vis and fluorescence spectroscopic techniques studied its photophysical and solvatochromic characteristics in different solvents. Its fluorescence quenching mechanism has been carried out as a fluorescence probe model with graphene oxide as an efficient quencher. The results indicated that graphene plays an effective quencher against the naphthalene diimide molecule. The Stern-Volmer analysis results show a combination of two static and dynamic quenching mechanisms via an energy transfer process.

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Section: Absorption Characteristics Of Ndn2 /Gosupporting

confidence: 76%

Section: Introductionmentioning

confidence: 99%

Synthesis, Solvatochromism and Fluorescence Quenching Studies of Naphthalene Diimide Dye by Nano graphene oxide

2023

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“…The photoinduced electron transfer (PET) process became one of the most popular approaches for the construction of chemosensing probes, since the works by A.P. de Silva who developed the “ fluorophore – spacer – receptor ” model as rational design of fluorescent sensing systems [ 88 , 89 , 90 , 91 , 92 ]. This model was distinguished by simple construction and easier and more predictable communication between the receptor (recognition part) and the fluorophore (signaling part).…”

Section: Fluorescent Probes Based On Photoinduced Electron Transfer (...mentioning

confidence: 99%

Fluorescent Probes as a Tool in Diagnostic and Drug Delivery Systems

et al. 2023

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Over the last few years, the development of fluorescent probes has received considerable attention. Fluorescence signaling allows noninvasive and harmless real-time imaging with great spectral resolution in living objects, which is extremely useful for modern biomedical applications. This review presents the basic photophysical principles and strategies for the rational design of fluorescent probes as visualization agents in medical diagnosis and drug delivery systems. Common photophysical phenomena, such as Intramolecular Charge Transfer (ICT), Twisted Intramolecular Charge Transfer (TICT), Photoinduced Electron Transfer (PET), Excited-State Intramolecular Proton Transfer (ESIPT), Fluorescent Resonance Energy Transfer (FRET), and Aggregation-Induced Emission (AIE), are described as platforms for fluorescence sensing and imaging in vivo and in vitro. The presented examples are focused on the visualization of pH, biologically important cations and anions, reactive oxygen species (ROS), viscosity, biomolecules, and enzymes that find application for diagnostic purposes. The general strategies regarding fluorescence probes as molecular logic devices and fluorescence–drug conjugates for theranostic and drug delivery systems are discussed. This work could be of help for researchers working in the field of fluorescence sensing compounds, molecular logic gates, and drug delivery.

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“…The used approaches were based on intramolecular charge transfer (ICT), photoinduced electron transfer (PET), twisted intramolecular charge transfer (TICT), fluorescence resonance energy transfer (FRET), excited-state intramolecular proton transfer (ESIPT), and aggregation-induced emission [16][17][18][19][20][21][22][23][24]. Notably, the PET using the "fluorophore-spacer-receptor" format was recognized as the most popular platform for the design of fluorescence chemosensing probes [25][26][27][28]. This model was distinguished by simple construction and easier and predictable communication between the receptor (recognition part) and the fluorophore (signaling part).…”

Section: Introductionmentioning

confidence: 99%

A Highly Water-Soluble and Solid State Emissive 1,8-Naphthalimide as a Fluorescent PET Probe for Determination of pHs, Acid/Base Vapors, and Water Content in Organic Solvents

et al. 2022

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A new highly water-soluble 1,8-naphthalimide fluorophore designed on the “fluorophore-spacer-receptor1-receptor2” model has been synthesized. Due to the unusually high solubility in water, the novel compound proved to be a selective PET-based probe for the determination of pHs in aqueous solutions and rapid detection of water content in organic solvents. Based on the pH dependence of the probe and its high water solubility, the INH logic gate was achieved using NaOH and water as chemical inputs, where NaOH is the disabler and the water is an enabler. In addition, the probe showed effective fluorescence “off-on” reversibility on glass support after exposure to acid and base vapors, which defines it as a promising platform for rapid detection of acid/base vapors in the solid-state, thus extending the molecular sensing concept from solution to the solid support.

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Naphthalimide-based optical turn-on sensor for monosaccharide recognition using boronic acid receptor

Abstract: A fluorogenic receptor/GO nano-platform. PET developed using a new designed functional gives amplified (OFF–ON) fructose sensing with a 35-fold response. Enhancement takes place during a fast selective GO desorption.

Cited by 11 publications

References 47 publications

Synthesis, Solvatochromism and Fluorescence Quenching Studies of Naphthalene Diimide Dye by Nano graphene oxide

Synthesis, Solvatochromism and Fluorescence Quenching Studies of Naphthalene Diimide Dye by Nano graphene oxide

Fluorescent Probes as a Tool in Diagnostic and Drug Delivery Systems

A Highly Water-Soluble and Solid State Emissive 1,8-Naphthalimide as a Fluorescent PET Probe for Determination of pHs, Acid/Base Vapors, and Water Content in Organic Solvents

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