Brightness of fluorescent organic nanomaterials

Ashoka, Anila Hoskere; Aparin, Ilya O.; Reisch, Andreas; Klymchenko, Andrey S.

doi:10.1039/d2cs00464j

Cited by 36 publications

(20 citation statements)

References 161 publications

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“…This is close to the highest B/V values reported for fluorescent nanoparticles in water (6600 M À 1 cm À 1 nm À 3 by Flood, Laursen, and co-workers; 19100 M À 1 cm À 1 nm À 3 by Klymchenko, and co-workers). [31] This corresponds to a Cy5 local concentration of 210 mM, which further highlights the remarkable capability of our supramolecular strategy to inhibit undesired ACQ of Cy5, and suggests that Supra-Cy5 may have significant advantages over other fluorescent nanoparticles for biological imaging applications.…”

Section: Angewandte Chemiementioning

confidence: 68%

“…Strategies have been developed to minimize ACQ with the help of supramolecular isolators, including bulky fluorinated counterions, and small-molecule ionic isolation lattices. [31][32][33][34][35][36][37] Cyclic peptides, consisting of an even number of alternating D-and L-amino acids, exhibit a tendency to selfassemble into nanotubular structures. [38][39] This phenomenon can be attributed to the robust multiple hydrogen bonding interactions between the flattened ring structures.…”

Section: Introductionmentioning

confidence: 99%

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Supra‐Cyanines: Ultrabright Cyanine‐Based Fluorescent Supramolecular Materials in Solution and in the Solid State

Lu,

Wang,

Hill

et al. 2023

Angew Chem Int Ed

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Fluorescent materials with high brightness play a crucial role in the advancement of various technologies such as bioimaging, photonics, and OLEDs. While significant efforts are dedicated to designing new organic dyes with improved performance, enhancing the brightness of existing dyes holds equal importance. In this study, we present a simple supramolecular strategy to develop ultrabright cyanine‐based fluorescent materials by addressing long‐standing challenges associated with cyanine dyes, including undesired cis–trans photoisomerization and aggregation‐caused quenching. Supra‐cyanines are obtained by incorporating cyanine moieties in a cyclic peptide‐based supramolecular scaffold, exhibiting high fluorescence quantum yield (up to 50%) in both solution and solid states. These findings offer a versatile approach for constructing highly emissive cyanine‐based supramolecular materials.

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Section: Angewandte Chemiementioning

confidence: 68%

Section: Introductionmentioning

confidence: 99%

Supra‐Cyanines: Ultrabright Cyanine‐Based Fluorescent Supramolecular Materials in Solution and in the Solid State

Lu,

Wang,

Hill

et al. 2023

Angew Chem Int Ed

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“…The influence (or absence of influence) of mixing on the encapsulation of the load was monitored here through the absorbance and fluorescence measurements and notably the fluorescence QY. Decreasing QY can be linked to increasing aggregation of the dye molecules, leading notably to the formation of dye clusters within the polymer matrix, characterized by lower QY. ,, Here, in the case of the polyester systems prepared using slower manual mixing that showed lower QY, notably PLGA and PLGA–PEG, the relative absorbance at the shoulder (530 nm) was higher than those prepared using fast microfluidic mixing. Such a spectroscopic signature has been linked to increasing dye aggregation .…”

Section: Discussionmentioning

confidence: 90%

Mixing versus Polymer Chemistry in the Synthesis of Loaded Polymer Nanoparticles through Nanoprecipitation

Combes,

Rieb,

Haye

et al. 2023

Langmuir

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Polymer nanoparticles (NPs) loaded with drugs and contrast agents have become key tools in the advancement of nanomedicine, requiring robust technologies for their synthesis. Nanoprecipitation is a particularly interesting technique for the assembly of loaded polymer NPs, which is well-known to proceed under kinetic control, with a strong influence of the assembly conditions. On the other hand, the nature of the used polymer also influences the outcome of nanoprecipitation. Here, we investigated systematically the relative effects of mixing of the organic and aqueous phases and polymer chemistry on the formation of polymer nanocarriers. For this, two mixing schemes, manual mixing and microfluidic mixing using an impact-jet micromixer, were first evaluated, showing mixing times of several tens of milliseconds and a few milliseconds, respectively. Copolymers of ethyl methacrylate with charged and hydrophilic groups and different polyesters (poly(D-L-lactide-co-glycolide) and poly(lactic acid)) were combined with a fluorescent dye salt and tested for particle assembly using these "slow" and "fast" mixing methods. Our results showed that in the case of the most hydrophobic polymers, the speed of mixing had no significant influence on the size and loading of the formed NPs. In contrast, in the case of less hydrophobic polymers, faster mixing led to smaller NPs with better encapsulation. The switch between mixing and polymer-controlled assembly was directly correlated to the solubility limit of the polymers in acetonitrile−water mixtures, with a critical point for solubility limits between 15 and 20 vol % of water. Our results provide simple guidelines on how to evaluate the possible influence of polymer chemistry and mixing on the formation of loaded NPs, opening the way to fine-tune their properties and optimize their large-scale production.

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“…Meanwhile, loading a high concentration of cyanine dyes in nanoparticles requires effective spatial separation of each dye molecule, which otherwise would cause severe ACQ. Strategies have been developed to minimize ACQ with the help of supramolecular isolators, including bulky fluorinated counterions, and small‐molecule ionic isolation lattices [31–37] …”

Section: Introductionmentioning

confidence: 99%

Supra‐Cyanines: Ultrabright Cyanine‐Based Fluorescent Supramolecular Materials in Solution and in the Solid State

Lu,

Wang,

Hill

et al. 2023

Angewandte Chemie

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Brightness of fluorescent organic nanomaterials

Abstract: We introduce and analyse brightness of fluorescent organic nanomaterials as an essential characteristic for biosensing and bioimaging applications.

Cited by 36 publications

References 161 publications

Supra‐Cyanines: Ultrabright Cyanine‐Based Fluorescent Supramolecular Materials in Solution and in the Solid State

Supra‐Cyanines: Ultrabright Cyanine‐Based Fluorescent Supramolecular Materials in Solution and in the Solid State

Mixing versus Polymer Chemistry in the Synthesis of Loaded Polymer Nanoparticles through Nanoprecipitation

Supra‐Cyanines: Ultrabright Cyanine‐Based Fluorescent Supramolecular Materials in Solution and in the Solid State

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