Synthetic Fluorophores for Visualizing Biomolecules in Living Systems

Martynov, Vladimir I.; Пахомов, А. А.; Popova, N. V.; Deyev, I. E.; Petrenko, Alexander G.

doi:10.32607/20758251-2016-8-4-33-46

Cited by 48 publications

(31 citation statements)

References 119 publications

(138 reference statements)

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“…[92,93] 7.2. NBD derivatives 4-Nitrobenz-2-oxa-1,3-diazole (NBD,F igure 8a)a nd its analogue 4-amino-7-sulfamoyl-benzo[c]- [1,2,5]oxadiazole (SBD,F igure 8b)a re green emitting fluorophores and their derivatives have been previously used in probe design for the sensing of biomolecules [94] and for cellular labelling, [28] but their use in targeted sensors is limited. In 2012, Liu et al reported Mito-ST (Figure 8c), am itochondrial zinc sensor based on SBD.…”

Section: Naphthalene Derivativesmentioning

confidence: 99%

Dual‐Functionalisation of Fluorophores for the Preparation of Targeted and Selective Probes

2020

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A key current challenge in biological research is the elucidation of the that roles chemicals and chemical reactions play in cellular function and dysfunction. Of the available cellular imaging techniques, fluorescence imaging offers a balance between sensitivity and resolution, enabling the cost‐effective and rapid visualisation of model biological systems. Importantly, the use of responsive fluorescent probes in conjunction with ever‐advancing microscopy and flow cytometry techniques enables the visualisation, with high spatiotemporal resolution, of both specific chemical species and chemical reactions in living cells. Ideal responsive fluorescent probes are those that contain a fluorophore tethered to both a sensing unit, to ensure selectivity of response, and a targeting group, to control the sub‐cellular localisation of the probe. To date, probes that are both targeted and selective are relatively rare and most localised probes are discovered serendipitously rather than by design. A challenge in this field is therefore the identification of suitable fluorophore scaffolds that can be readily attached to both sensing and targeting groups. Here we review current strategies for dual‐functionalisation of fluorophores, highlighting key examples of targeted, responsive probes.

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Section: Naphthalene Derivativesmentioning

confidence: 99%

Dual‐Functionalisation of Fluorophores for the Preparation of Targeted and Selective Probes

2020

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“…Незамещенный, кумарин не флуоресцирует -он имеет нижнее возбужденное синглетное состояние nπ*-типа с энергией 3,4 эВ [20]. Введение в 7 положение сильных электронодонорных заместителей приводит к появлению флуоресценции, в частности 7-гидрокси-4метилкумарин характеризуется следующими фотофизическими константами: λ abs = 360 нм, λ em = 450 нм, ε = 1,7•10 3 М -1 см -1 , Φ = 0,63 [21].…”

Section: таблица 2 фотофизические характеристики 57-дигидрокси-2h-1-unclassified

Spectral-Luminescent Properties of Some New Dihydroxy-2h-1-Benzopyran-2-Ones Synthesized Based on 2,4,6-Trihydroxytoluene

Kuznetsov¹,

Кобраков²,

Bobylev³

2020

IVKKT

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2,4,6-trihydroxytoluene (methylphloroglucinol) is a promising reagent in organic synthesis, after development out getting it from 2,4,6-trinitrotoluene. We previously synthesized of derivatives of 5,7-dihydroxy-2H-1-benzopyran-2-ones by the interaction of 2,4,6-trihydroxytoluene and 2,4,6 -trihydroxy-3-methylbenzoic acid with polyfunctional carbonyl compounds. The first time, a detailed analysis of the electronic absorption and fluorescence spectra of derivatives of 5,7-dihydroxy-2H-1-benzopyran-2-ones is carried out. In the electronic absorption spectra of the studied compounds, the absorption in the long-wavelength region of the spectrum is determined by electronic transitions with intramolecular charge carry. The possibility of controlling the bathochromic or hypsochromic shift of the long-wavelength absorption band by introducing substituents of various electronic nature into the molecule has been revealed. It was shown that some of the studied compounds have pronounced luminescence in the blue-green region of the spectrum (390–508 nm) with a quantum yield of 9–40%. The highest quantum yield (38%) was achieved when the 5,7-dihydroxy-2H-1-benzopyran-2-one carboxyl group was introduced into position 6. The bromination of this compound leads to a decrease in the quantum yield to 9.5 % The introduction into the 3 position of 5,7-dihydroxy-4,8-dimethylchromen-2-one phenyl substituted fragment along with O-acylation leads to a sharp decrease in the quantum yield. It is concluded that the studied objects are promising as basic structures for the search for new biosensors.

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“…[92,93] 7.2. NBD-Derivate 4-Nitrobenz-2-oxa-1,3-diazol (NBD,A bbildung 8a)u nd das analoge 4-amino-7-sulfamoyl-benzo[c]- [1,2,5]oxadiazol (SBD,A bbildung 8b)s ind Fluorophore,d ie im grünen Wellenlängenbereich emittieren und in der Detektion von Biomolekülen, [94] als auch zur Markierung von Zellen verwendet worden sind. [28] Ihr Einsatz zur Konstruktion von zielgerichteten Sensoren ist jedoch relativ unerforscht.…”

Section: Naphthalin-derivateunclassified

Duale Funktionalisierung von Fluorophoren für die Konstruktion zielgerichteter und selektiver Fluoreszenz‐Sensoren

Trinh¹,

Jolliffe

New

2020

Angewandte Chemie

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Synthetic Fluorophores for Visualizing Biomolecules in Living Systems

Cited by 48 publications

References 119 publications

Dual‐Functionalisation of Fluorophores for the Preparation of Targeted and Selective Probes

Dual‐Functionalisation of Fluorophores for the Preparation of Targeted and Selective Probes

Spectral-Luminescent Properties of Some New Dihydroxy-2h-1-Benzopyran-2-Ones Synthesized Based on 2,4,6-Trihydroxytoluene

Duale Funktionalisierung von Fluorophoren für die Konstruktion zielgerichteter und selektiver Fluoreszenz‐Sensoren

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