Selective Selenol Fluorescent Probes: Design, Synthesis, Structural Determinants, and Biological Applications

Biological applications of fluorescent probes are rapidly increasing in the supramolecular chemistry research field. Several organic dyes are being utilized currently in developing and advancing this attractive research area, of which diketopyrrolopyrrole (DPP) organic dyes show an exceptional photophysical features (high-fluorescence quantum yield (FQY), good photochemical and thermal stability) that are essential properties for biological applications. Great efforts have been made in recent years towards developing novel fluorescent DPPs by different chemists for such applications, and some positive results have been reported. As a result, this review article gives an account of the progress that has so far been made very recently, mainly within the last decade, in that we selectively focus on and discuss more from 2015 to present on some recent scholarly achievements of fluorescent DPPs: quantum yield, aggregation-induced emission (AIE), solid-state emission, bio-imaging, cancer/tumor therapy, mitochondria staining and some polymeric fluorescent DPPs. Finally, this review article highlights researchers working on luminescent DPPs and the future prospects in some key areas towards designing DPP-based fluorescent probes in order to boost their photophysical and biological applications more effectively.

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Design, synthesis and biological applications of glycopolypeptides

Advanced Drug Delivery Reviews ◽

10.1016/j.addr.2020.12.009 ◽

2021 ◽

Vol 169 ◽

pp. 152-167

Author(s):

Zachary S. Clauss ◽

Jessica R. Kramer

Keyword(s):

Biological Applications ◽

Design Synthesis

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Research Progress in Design, Synthesis and Application of Benzothiazole-Based Fluorescent Probes

Chinese Journal of Organic Chemistry ◽

10.6023/cjoc201703041 ◽

2017 ◽

Vol 37 (9) ◽

pp. 2221 ◽

Cited By ~ 8

Author(s):

Kai Jiang ◽

Liang Cao ◽

Zhifeng Hao ◽

Meiyan Chen ◽

Jieluan Cheng ◽

...

Keyword(s):

Fluorescent Probes ◽

Research Progress ◽

Design Synthesis

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Design, Synthesis and Evaluation of Enzyme-Responsive Fluorogenic Probes Based on Pyridine-Flanked Diketopyrrolopyrrole Dyes

10.26434/chemrxiv.13008524 ◽

2020 ◽

Author(s):

Sébastien Jenni ◽

Flavien Ponsot ◽

Pierre Baroux ◽

Lucille Collard ◽

Takayuki Ikeno ◽

...

Keyword(s):

Charge State ◽

Systematic Study ◽

Fluorescent Probes ◽

Penicillin G ◽

Redox Enzymes ◽

Design Synthesis ◽

Rapid Construction ◽

Fluorogenic Dyes ◽

Fluorogenic Probes ◽

Scope Of Application

The ever-growing demand for fluorogenic dyes usable in the rapid construction of analyte-responsive fluorescent probes, has recently contributed to a revival of interest in the chemistry of diketopyrrolopyrrole (DPP) pigments. In this context, we have explored the potential of symmetrical and unsymmetrical DPP derivatives bearing two or one 4-pyridyl substituents acting as optically tunable group(s). The unique fluorogenic behavior of these molecules, closely linked to N-substitution/charge state of their pyridine unit (i.e., neutral pyridine or cationic pyridinium), has been used to design DPP-based fluorescent probes for detection of hypoxia-related redox enzymes and penicillin G acylase (PGA). In this paper, we describe synthesis, spectral characterization and bioanalytical validations of these probes. Dramatic differences in terms of aqueous stability and enzymatic fluorescence activation were observed. This systematic study enables to delineate the scope of application of pyridine-flanked DPP fluorophores in the field of enzyme biosensing.

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Design, synthesis and evaluation of curcumin-based fluorescent probes to detect Aβ fibrils

Bioorganic & Medicinal Chemistry Letters ◽

10.1016/j.bmcl.2018.10.002 ◽

2018 ◽

Vol 28 (22) ◽

pp. 3520-3525 ◽

Cited By ~ 7

Author(s):

Taki Sato ◽

Mayumi Hotsumi ◽

Koki Makabe ◽

Hiroyuki Konno

Keyword(s):

Fluorescent Probes ◽

Design Synthesis ◽

Aβ Fibrils

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Rational design of small molecule fluorescent probes for biological applications

Organic & Biomolecular Chemistry ◽

10.1039/d0ob01131b ◽

2020 ◽

Vol 18 (30) ◽

pp. 5747-5763 ◽

Cited By ~ 5

Author(s):

Joomyung V. Jun ◽

David M. Chenoweth ◽

E. James Petersson

Keyword(s):

Energy Transfer ◽

Small Molecule ◽

Fluorescent Probes ◽

Rational Design ◽

Biological Systems ◽

Biological Applications

Guidelines based on photophysical tuning, reactivity, isomerization, and energy transfer for rational design of synthetic fluorescent probes for biological systems.

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