Adaptive synergy between catechol and lysine promotes wet adhesion by surface salt displacement

Mica is the substrate of choice for microscopic visualization of a wide variety of intricate nanostructures. Unfortunately, the lack of a facile strategy for its modification has prevented the on‐mica assembly of nanostructures. Herein, we disclose a convenient catechol‐based linker that enables various surface‐bound metal‐free click reactions, and an easy modification of mica with DNA nanostructures and a horseradish peroxidase mimicking hemin/G‐quadruplex DNAzyme.

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“…As shown by Butler et al 9. and Hwang et al.,11 mica‐adhesive molecules should likely contain both catechol and amino groups.…”

mentioning

confidence: 75%

“…Butler et al. recently showed that a pending amine functionality is central to binding 9. To demonstrate this, a symmetric trichrysobactin was synthesized that bears three 2,3‐dihydroxybenzoyl moieties and a lysine tail.…”

mentioning

confidence: 99%

Ultrathin Covalently Bound Organic Layers on Mica: Formation of Atomically Flat Biofunctionalizable Surfaces

et al. 2017

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“…[49,50]. Several catechol-containing adhesive materials have been compared to their phenol-containing analogs and the switch from the bidentate interaction of catechol to the monodentate interaction of phenol results in a significant decrease in measured adhesion forces [46,51]. According to Bell theory ( = !…”

Section: Iron Coordination By Biological Catechols Catechol Siderophoresmentioning

confidence: 99%

Siderophores and mussel foot proteins: the role of catechol, cations, and metal coordination in surface adhesion

Maier

Butler

2017

J Biol Inorg Chem

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Metal coordination, hydrogen bonding, redox reactions, and covalent crosslinking are seemingly disparate chemical and physicochemical processes that are all accomplished in natural materials by the catechol functional group. This review focuses on the reactivity of catechols in tris-2,3-dihydroxybenzoyl-containing microbial siderophores and synthetic analogs, as well as Dopa-(3,4-dihydroxyphenylalanine)-containing mussel foot proteins that adhere to surfaces in aqueous conditions.Mussel foot proteins with a high content of Dopa and cationic amino acids, Lys and Arg, adhere strongly to mica, an aluminosilicate mineral, in aqueous conditions. The siderophore cyclic trichrysobactin, tris-(2,3-dihydroxybenzoyl-D-Lys-L-Ser) and related synthetic analogs in which the tri-Ser macrolactone is replaced by Tren, tris-(2-aminoethyl)amine, also adheres strongly to mica. Variation in the nature of the catechol and cationic groups in synthetic analogs reveals a synergism between the cationic amino acid and the catechol, required for strong aqueous adhesion. Autoxidation and iron(III)-catalyzed oxidation of 2,3-dihydroxy and 3,4-dihydroxy catechols is also considered. These siderophore analogs provide a platform to understand catechol interactions and reactivity on surfaces, which may ultimately improve the design of synthetic materials that address diverse challenges in medicine, materials science, as well as other disciplines, in which surface adhesion in aqueous conditions is important.

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“…The self-assembly of these materials is driven by entropy, where the initial electrostatic attraction between oppositely-charged macro-ions results in the release of small, bound counter-ions and the restructuring of water molecules [1][2][3][4]. Complex coacervates have a long history of use in the food [5][6][7][8][9][10][11][12][13] and personal care [14,15] industries, and have found increasing utility as a platform for drug and gene delivery [1][2][3][4], as well as underwater adhesives [5][6][7][8][9][10][11][12][13][48][49][50][51][52][53][54][55][56][57][58][59][60][61][62]. Coacervation has also recently been implicated in the formation of various biological assemblies [1,[14][15][16]55,…”

Section: Introductionmentioning

confidence: 99%

Linear viscoelasticity of complex coacervates

Liu

Winter

Perry

2017

Advances in Colloid and Interface Science

128

163

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Rheology is a powerful method for materials characterization that can provide detailed information about the self-assembly, structure, and intermolecular interactions present in a material. Here, we review the use of linear viscoelastic measurements for the rheological characterization of complex coacervate-based materials. Complex coacervation is an electrostatically and entropically-driven associative liquid-liquid phase separation phenomenon that can result in the formation of bulk liquid phases, or the self-assembly of hierarchical, microphase separated materials. We discuss the need to link thermodynamic studies of coacervation phase behavior with characterization of material dynamics, and provide parallel examples of how parameters such as charge stoichiometry, ionic strength, and polymer chain length impact self-assembly and material dynamics. We conclude by highlighting key areas of need in the field, and specifically call for the development of a mechanistic understanding of how molecular-level interactions in complex coacervate-based materials affect both selfassembly and material dynamics.

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Adaptive synergy between catechol and lysine promotes wet adhesion by surface salt displacement

Cited by 609 publications

References 30 publications

Ultrathin Covalently Bound Organic Layers on Mica: Formation of Atomically Flat Biofunctionalizable Surfaces

Ultrathin Covalently Bound Organic Layers on Mica: Formation of Atomically Flat Biofunctionalizable Surfaces

Siderophores and mussel foot proteins: the role of catechol, cations, and metal coordination in surface adhesion

Linear viscoelasticity of complex coacervates

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