Well-defined Conjugated Macromolecules in Sensing

Krywko‐Cendrowska, Agata; Szweda, Dawid; Szweda, Róża

doi:10.20944/preprints202004.0148.v1

Cited by 4 publications

(1 citation statement)

References 86 publications

(133 reference statements)

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“…[8] Thus, sequence-defined, uniform oligomers are particularly interesting for the investigation of structure-property relationships and allow fine-tuning for specific applications. [8][9][10] Among many uniform macromolecules, oligo(phenylene ethynylene)s (OPEs) gained significant interest, as they are extensively 𝜋-conjugated, stiff oligomers that are suitable for applications as molecular wires, [11][12][13][14][15][16][17] in biosensing, [18,19] or photovoltaics [20] as well as for optoelectronic applications, [21][22][23] because of their highly fluorescent nature and molecular conductance. [16,18,24] Sequence-defined OPEs can be synthesized using different iterative synthesis approaches.…”

Section: Introductionmentioning

confidence: 99%

Solution Self‐Assembly of Branched Macromolecules Obtained via Iterative OPE Synthesis and the Passerini Three‐Component Reaction

Wegelin,

Meier

2023

Macro Chemistry & Physics

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In the last decade, isocyanide‐based multicomponent reactions, like the Passerini three‐component reaction (P‐3CR), have gained significant interest in the synthesis of sequence‐defined macromolecules due to their high efficiency and straightforward one‐pot procedures. The P‐3CR results in unique product structures that are particularly interesting for the synthesis of uniform, branched macromolecules, as they enable the direct introduction of a new branching point into the molecule. In this work, the synthesis of uniform first‐generation dendrons is performed via the P‐3CR using a divergent approach, utilizing three uniform and poorly soluble oligo(phenylene ethynylene)s (OPEs) of varying lengths as a focal moiety. Self‐assembly of the dendrons in cyclohexane solution is confirmed by fluorescence spectroscopy and diffusion‐ordered NMR (DOSY NMR) spectroscopy, highlighting the utility of DOSY NMR spectroscopy for the investigation of solution self‐assembly. Diffusion coefficients for the dendrons and their aggregates are determined and compared for different lengths of the OPE focal moiety. The successful synthesis of the dendrons in good yields and the selective branching introduced on the OPEs by the P‐3CR emphasize the high efficiency and synthetic advantages of multicomponent reactions for the preparation of uniform, branched macromolecules.

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Section: Introductionmentioning

confidence: 99%

Solution Self‐Assembly of Branched Macromolecules Obtained via Iterative OPE Synthesis and the Passerini Three‐Component Reaction

Wegelin,

Meier

2023

Macro Chemistry & Physics

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A Portrait of the OPE as a Biological Agent

2021

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Oligophenylene ethynylenes, known as OPEs, are a sequence of aromatic rings linked by triple bonds, the properties of which can be modulated by varying the length of the rigid main chain or/and the nature and position of the substituents on the aromatic units. They are luminescent molecules with high quantum yields and can be designed to enter a cell and act as antimicrobial and antiviral compounds, as biocompatible fluorescent probes directed towards target organelles in living cells, as labelling agents, as selective sensors for the detection of fibrillar and prefibrillar amyloid in the proteic field and in a fluorescence turn-on system for the detection of saccharides, as photosensitizers in photodynamic therapy (due to their capacity to highly induce toxicity after light activation), and as drug delivery systems. The antibacterial properties of OPEs have been the most studied against very popular and resistant pathogens, and in this paper the achievements of these studies are reviewed, together with almost all the other roles held by such oligomers. In the recent decade, their antifungal and antiviral effects have attracted the attention of researchers who believe OPEs to be possible biocides of the future. The review describes, for instance, the preliminary results obtained with OPEs against severe acute respiratory syndrome coronavirus 2, the virus responsible for the COVID-19 pandemic.

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Shaping Macromolecules for Sensing Applications—From Polymer Hydrogels to Foldamers

et al. 2022

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Sensors are tools for detecting, recognizing, and recording signals from the surrounding environment. They provide measurable information on chemical or physical changes, and thus are widely used in diagnosis, environment monitoring, food quality checks, or process control. Polymers are versatile materials that find a broad range of applications in sensory devices for the biomedical sector and beyond. Sensory materials are expected to exhibit a measurable change of properties in the presence of an analyte or a stimulus, characterized by high sensitivity and selectivity of the signal. Signal parameters can be tuned by material features connected with the restriction of macromolecule shape by crosslinking or folding. Gels are crosslinked, three-dimensional networks that can form cavities of different sizes and forms, which can be adapted to trap particular analytes. A higher level of structural control can be achieved by foldamers, which are macromolecules that can attain well-defined conformation in solution. By increasing control over the three-dimensional structure, we can improve the selectivity of polymer materials, which is one of the crucial requirements for sensors. Here, we discuss various examples of polymer gels and foldamer-based sensor systems. We have classified and described applied polymer materials and used sensing techniques. Finally, we deliberated the necessity and potential of further exploration of the field towards the increased selectivity of sensory devices.

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Well-defined Conjugated Macromolecules in Sensing

Cited by 4 publications

References 86 publications

Solution Self‐Assembly of Branched Macromolecules Obtained via Iterative OPE Synthesis and the Passerini Three‐Component Reaction

Solution Self‐Assembly of Branched Macromolecules Obtained via Iterative OPE Synthesis and the Passerini Three‐Component Reaction

A Portrait of the OPE as a Biological Agent

Shaping Macromolecules for Sensing Applications—From Polymer Hydrogels to Foldamers

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