A novel water-soluble 1,8-naphthalimide as a fluorescent pH-probe and a molecular logic circuit

Georgiev, Nikolai I.; Dimitrova, M.; Krasteva, Paoleta V.; Bojinov, Vladimir B.

doi:10.1016/j.jlumin.2017.03.049

Cited by 28 publications

(11 citation statements)

References 74 publications

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“…The NMI-2 molecule exists in the monomeric form in THF, exhibiting an absorption band in the region of 240-350 nm due to π-π* transition along with an intense broad and structureless absorption band in the long wavelength region (360-475 nm) originating from intramolecular charge transfer (ICT) according to literature precedence. 82,83 Upon addition of F − anions from 0 to 25 molar equiv., a systematic hypochromic shift of all the major bands with a concomitant bathochromic shift was observed as suggested by the appearance of a new shoulder band at ca. 500 nm and three isosbestic points at ca.…”

Section: Resultsmentioning

confidence: 99%

Anion-assisted supramolecular polymerization of luminescent organic π-conjugated chromophores in a moderately polar solvent: tunable nanostructures and their corresponding effects on electronic properties

Molla¹,

Ali²,

Sk³

et al. 2023

Nanoscale

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Section: Resultsmentioning

confidence: 99%

Anion-assisted supramolecular polymerization of luminescent organic π-conjugated chromophores in a moderately polar solvent: tunable nanostructures and their corresponding effects on electronic properties

Molla¹,

Ali²,

Sk³

et al. 2023

Nanoscale

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“…However, the tertiary alkyamino containing PET probes showed a p K a value of about nine, which makes them inappropriate for the determination of pH fluctuations in a physiological range [ 93 , 94 ]. An approach to shifting these values in the physiological range was the use of morpholine or N -methylpiperazine as receptors, which, for instance, in PET probes 21 and 22 , resulted in pKa = 6.4 and pKa = 6.3, respectively ( Figure 23 ) [ 95 , 96 ].…”

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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“…[27] These captivating properties of the naphthalimide motif mark them as exceptional moiety for displaying wide application in the fields of biological and medical science, analytical chemistry, materials chemistry, bioorganic chemistry, etc. [29] and are employed as metal ion sensors, [30] pH sensors, [31,32] cellular imaging agents, [33] optoelectronic materials, [34] light emitting diodes [35] and as well as solar energy collectors. [36] The sensory features of 1,8naphthalimide-based derivatives are attributed to several processes, including Photoinduced Electronic Transfer (PET), [37] Intra-molecular Charge Transfer (ICT), [38] Foster-Resonance Energy Transfer (FRET), [39] and Aggregation Induced Emission/ Quenching (AIEE/AIEQ).…”

Section: Introductionmentioning

confidence: 99%

1,8‐Naphthalimide‐Based Chemosensors: A Promising Strategy for Detection of Metal Ions in Environmental and Biological Systems

Kaur,

Singh,

Tandon

et al. 2023

ChemistrySelect

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The advancement of optical chemosensors has achieved success with the advent of Supramolecular Chemistry. Unlike other scaffolds, the 1,8‐naphthalimide motif has emerged as an excellent fluorescent chemosensor due to its photophysical properties like thermostability, cytotoxicity, membrane permeability, selectivity, and sensitivity. The naphthalimide scaffold is distinctive in its ways of tracking biological analytes and diagnosing its role in various diseases. This review provides insight into current developments in the synthesis and designing of 1,8‐naphthalimide‐based chemosensors for the recognition of metal ions, its mechanistic approach for its sensitivity, selectivity, and practical applications in a real environment. We hope that this review will aid to develop a novel approach to sense toxic analytes in real water samples and improve real‐time applications.

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A novel water-soluble 1,8-naphthalimide as a fluorescent pH-probe and a molecular logic circuit

Cited by 28 publications

References 74 publications

Anion-assisted supramolecular polymerization of luminescent organic π-conjugated chromophores in a moderately polar solvent: tunable nanostructures and their corresponding effects on electronic properties

Anion-assisted supramolecular polymerization of luminescent organic π-conjugated chromophores in a moderately polar solvent: tunable nanostructures and their corresponding effects on electronic properties

Fluorescent Probes as a Tool in Diagnostic and Drug Delivery Systems

1,8‐Naphthalimide‐Based Chemosensors: A Promising Strategy for Detection of Metal Ions in Environmental and Biological Systems

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