Novel nanosized water soluble fluorescent micelles with embedded perylene diimide fluorophores for potential biomedical applications: Cell permeability, localization and cytotoxicity

Bryaskova, Rayna; Georgiev, Nikolai I.; Dimov, Stefan; Tzoneva, Rumiana; Detrembleur, Christophe; Asiri, Abdullah M.; Alamry, Khalid A.; Bojinov, Vladimir B.

doi:10.1016/j.msec.2015.02.035

Cited by 19 publications

(5 citation statements)

References 49 publications

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“…Thus, excited electron transfers from ICT state to the ground state, which produces a change in D–A molecule emission . Based on the charge transfer, PET and ITC are common mechanisms for designing fluorescence switches . By using PET and ICT fluorescent probes 1,8‐naphthalimide as energy donor, a series FRET systems were realized .…”

Section: Resultsmentioning

confidence: 99%

Fluorescent Platforms Based on Organic Molecules for Chemical and Biological Detection

Wang

Liu

Zhu

et al. 2018

Physica Rapid Research Ltrs

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Fluorescent platforms based on organic molecules have attracted great attention in the field of chemical and biological detection because of their high detection efficiency and sensitivity. Strategies in fluorescent platform design with controlled luminescence properties based on Förster resonance energy transfer, excimer/exciplex formation, and metal‐enhanced fluorescence mechanisms are reviewed herein. Attention is focused on the photophysical processes of fluorescent molecules in their interactions with other components as well as with the target. Color‐ and intensity‐tunable luminescence from energy or electron transfer and the electronic structures of fluorescent molecules are discussed. On the basis of the photophysical properties of fluorescent molecules, their responsive fluorescence signals, which reflect specific inter‐ and intra‐molecular interactions, are particularly effective for chemical and biological detection.

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Section: Resultsmentioning

confidence: 99%

Fluorescent Platforms Based on Organic Molecules for Chemical and Biological Detection

Wang

Liu

Zhu

et al. 2018

Physica Rapid Research Ltrs

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“…Based on physiological differences between the normal tissue and the tumor tissue, one effective approach to improve the efficacy of cancer chemotherapy is to develop pH‐sensitive polymeric micellar delivery systems . A large number of organic dyes have been developed for bioimaging purposes to investigate the main processes at the tissue, cellular, and molecular levels . Fluorescent dyes applied for biological labeling have many advantages, such as fast detection speed, good repetitiveness, low dosage, and nonradiation .…”

Section: Introductionmentioning

confidence: 99%

Design and synthesis of fluorescent shell functionalized polymer micelles for biomedical application

Ismail

Bryaskova

Georgiev

et al. 2020

Polymers for Advanced Techs

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pH-sensitive polymers can be defined as polyelectrolytes that include in their structure weak acidic or basic groups that either accept or release protons in response to a change in the environmental pH. This work summarizes the design, synthesis, and potential applications of pH-responsive fluorescent copolymers in the biomedical field.This was achieved using atom transfer radical polymerization (ATRP) of tert-butyl acrylate using a CuBr/N,N,N 0 ,N 00 N 00 -pentamethyldiethylenetriamine catalyst system in conjunction with an alkyl bromide as the initiator. Well-defined macroinitiators based on poly(tert-butyl acrylate) with narrow molecular weight distributions were obtained by the addition of an appropriate solvent system in order to create a homogeneous catalytic system. The addition of n-butyl acrylate as a second building block in order to create well-defined poly(tert-butyl acrylate)-b-poly(n-butyl acrylate) block copolymers (PtBA-b-PnBA) followed by chemical modification of the block copolymers and functionalization with an appropriate fluorescent compound are the basis for the preparation of well-defined fluorescent pH-sensitive micelles. Thus, prepared water soluble nanosized pH-sensitive micelles consisting of hydrophobic poly(n-butyl acrylate) core and hydrophilic polyacrylic acid shell decorated with an appropriate fluorescent compound determined their potential applications of these systems in the field of biomedicine as biosensors, controlled drug delivery systems, and so on. In this respect, the cell viability and internalization of the polymer micelles were studied. K E Y W O R D S bioimaging, fluorescent nanosized micelles, personalized theranostic systems, pH-sensitive block copolymers 1 | INTRODUCTION These days, a wide range of compounds being developed are polymers, because of the variety of their chemical and physical properties and the possibility to be tailored towards many applications. In the last two decades, tremendous interest has been shown in polymeric materials that could reversibly or irreversibly change their physical and chemical properties under the influence of external stimuli, eg, pH, temperature, presence of specific ions, light radiation, mechanical forces, magnetic fields, electric fields, and bioactive molecules. 1 Among them, special attention is paid to the well-defined pH block copolymers, which at physiological pH (7.1-7.3) self-assemble into micellar structures and the acidification of the media lead to controlled micelle dissociation and triggered drug release. Several modern techniques can be applied for their synthesis as atom transfer radical polymerization (ATRP), reversible addition-fragmentation chain transfer (RAFT), and stable free radical polymerization (SFRP). 2 These techniques are based on a reversible activation/deactivation cycle of

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“…[1][2][3][4][5][6][7] Numerous perylene derivatives have been designed, synthesized and characterized till date to improve material properties based on the strong π-π interactions of perylene core. [1][2][3][4][5][6][7] Numerous perylene derivatives have been designed, synthesized and characterized till date to improve material properties based on the strong π-π interactions of perylene core.…”

Section: Introductionmentioning

confidence: 99%

Self-assembly, optical, thermal and electrochemical properties of bis-N-benzyl perylene diimide dye

Ozdal

Aydinlik

Bodapati

et al. 2017

Photochem Photobiol Sci

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Flexible methylene containing N,N'-bis-(benzyl)-3,4,9,10-perylenebis(dicarboximide) (1) was synthesized. Self-assembled microstructures (hollow tubes, average length and width: 7.7 and 0.8 μm) of 1 were also prepared (T-1). Comparative studies of the optical, thermal and electrochemical properties of 1 and T-1 have been extensively carried out. The T-1 hallow tubes have shown extremely broad absorption in the near-infrared (300-800 nm) region (NIR) even in solution and intensified conductivity in the solid-state compared to 1. Under daylight and a UV lamp (365 nm), the emission colors of 1 are uniform pink and fluorescent yellow, respectively. Under the same conditions the colors of T-1 change to deep brown and glowing red, respectively. Two different isopotential points obtained through CV scans for 1 indicate the presence of two interconvertible chromophores within the system. The results clearly indicate that the anodic and cathodic processes are extremely intensified in the self-assembled T-1 structure.

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Novel nanosized water soluble fluorescent micelles with embedded perylene diimide fluorophores for potential biomedical applications: Cell permeability, localization and cytotoxicity

Cited by 19 publications

References 49 publications

Fluorescent Platforms Based on Organic Molecules for Chemical and Biological Detection

Fluorescent Platforms Based on Organic Molecules for Chemical and Biological Detection

Design and synthesis of fluorescent shell functionalized polymer micelles for biomedical application

Self-assembly, optical, thermal and electrochemical properties of bis-N-benzyl perylene diimide dye

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