Electron Paramagnetic Resonance Imaging and Spectroscopy of Polydopamine Radicals

Mrówczyński, Radosław; Coy, L.E.; Scheibe, Błażej; Czechowski, Tomasz; Augustyniak-Jabłokow, M. A.; Jurga, Stefan; Tadyszak, Krzysztof

doi:10.1021/acs.jpcb.5b01524

Cited by 41 publications

(44 citation statements)

References 52 publications

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“…The radical property enables PDA to act as a radical trap [62] and makes it interesting as therapeutic antioxidants as well as for EPR spatial 2D imaging. [63] PDA-films obtained by vapor deposition show electrical conductivity [64a] as dopa-melanins do. [9d] PDA has often been used as coatings for electrodes.…”

Section: Physical Propertiesmentioning

confidence: 99%

Chemistry of Polydopamine – Scope, Variation, and Limitation

2019

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Polydopamine (PDA) is a polymer easily obtained by oxidation of dopamine. It is composed of indole and dopamine units in various oxidation states and to a lesser extent of pyrroles. It adheres to all type of surfaces even under water due to its abundant catechol moieties assisted by amino groups. This property together with a widespread reactivity to nucleophiles and electrophiles allowing linkage of a variety of entities renders PDA extremely interesting for various applications in biology, biomedicine, membranes, catalysis, materials and water purification. The field of PDA is violently developing. The present review gives an overview about the chemistry and properties of PDA and its analogues with the focus on recent publications. Their widespread applications are occasionally touched. Analogues are obtained by two strategies: post‐modification of PDA and oxidative polymerization of dopamine analogues. Scope and limitations of these strategies are worked out giving impulses for future research in the field.

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Section: Physical Propertiesmentioning

confidence: 99%

Chemistry of Polydopamine – Scope, Variation, and Limitation

2019

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“…36 The radical nature of PDA was utilized in electron paramagnetic resonance imaging. 38 For eumelanin, an irregular crosslinked polymer network with mixed bonding arrangements was suggested based on the results of investigations of the radical character. 8 The mechanism of PDA formation as depicted in Scheme 2 is likely to occur also if PDANA is formed via routes 2 and route 3 Scheme 2.…”

Section: Polydopamine -Structural and Synthetic Aspectsmentioning

confidence: 99%

Chemistry of polydopamine analogues

Mrówczyński

Markiewicz

Liebscher

2016

Polymer International

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Polydopamine analogues (PDANAs) extend the prospering field of polydopamine (PDA) considerably. They include additional functional groups providing altered properties interesting for various applications. PDANAs can be obtained by post functionalization of PDA, by oxidative polymerization of dopamine derivatives or by copolymerization of dopamine with dopamine derivatives, other monomers or reactive polymers. This review covers the state of the art and gives insight into the huge potential of the field to be explored in the future. © 2016 Society of Chemical Industry

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“…These properties come about because eumelanins, and related polydopamine, exist in different oxidation states featuring both catechol and quinone groups and can act as either electron acceptors or as electron donors . Further, the macromolecular structure stabilizes otherwise unstable redox forms (semiquinone and quinone) with catechol, which has profound effect on optical, physical spin, paramagnetic, and electrophysical properties …”

Section: Catecholamine Polymers: Chemistry and Structurementioning

confidence: 99%

Versatile Surface Modification Using Polydopamine and Related Polycatecholamines: Chemistry, Structure, and Applications

Barclay

Hegab

Clarke

et al. 2017

Adv Materials Inter

300

223

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Almost ten years ago, Lee et al. [13] formulated a universal adhesive coating based on observation of the strong attachment by mussels through their byssal threads to virtually all types of inorganic and organic surfaces. The amino acid compositions of the mussel foot proteins that generate the attachment are rich in catechol and amine groups. [13][14][15] These groups associate under marine conditions, forming strong covalent and noncovalent interactions with substrates. [13] This led to the idea that both catechol and amine groups were crucial in forming robust, wide spectrum adhesive nanolayers [16,17] and consequently dopamine was conceived as a powerful building block for spontaneous deposition of thin polymer films. The dopamine monomer is deposited onto unadulterated surfaces through self-assembly and oxidative cross-linking from mild pH aqueous solution in a rapid reaction. This results in a durable, nanoscale, conformal, and hydrophilic coating that can be readily modified to introduce specific surface chemistries for a particular application. [18][19][20][21][22] These bioinspired, polydopamine materials are chemically and structurally indistinguishable from eumelanins found in the human body, [23,24] providing excellent biocompatibility. Additionally, polydopamine has broad electromagnetic absorption and excellent photothermal energy conversion [25] as well as having ionic-electronic hybrid conductivity. [26] Along with the excellent coating performance, these properties provide a vast array of potential applications for polydopamine materials.In this article, we explain what is known about polydopamine and related catecholamine coatings; their formation, the adhesion mechanism, and their physicochemical properties and we also review the applications of these materials (Figure 1). Since 2011, there have been a number of reviews on this subject matter, including general reviews on the physicochemical properties of polydopamine coatings [11,20,[27][28][29] and their applications. [20,27,30] There are also a number of more specific reviews on the chemical synthesis and modulation of polycatecholamine coatings, [31] the biomedical applications of these coatings, [8,[32][33][34] their electronic properties, [26,35] the use of polydopamine to make films at fluid interfaces, [36] in hierarchically constructed particles, [33] and capsules, [30] exploitation of polycatecholamine coatings in membrane filtration, [37] polydopamine-derived carbon materials, [38] and the use of coordination chemistry in catechol-based materials. [39] Nonetheless, this area of research is growing so rapidly [25,27] that many recent Polydopamine and related polycatecholamines can be easily deposited onto almost any surface from mild, aqueous solution. This results in durable, nanoscale coatings that exhibit high biocompatibility and have useful chemical and electronic properties. Additionally, these materials can be readily chemically and physically modified, and consequently, they are used extensively for surface modification. This ...

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Electron Paramagnetic Resonance Imaging and Spectroscopy of Polydopamine Radicals

Cited by 41 publications

References 52 publications

Chemistry of Polydopamine – Scope, Variation, and Limitation

Chemistry of Polydopamine – Scope, Variation, and Limitation

Chemistry of polydopamine analogues

Versatile Surface Modification Using Polydopamine and Related Polycatecholamines: Chemistry, Structure, and Applications

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