Constitutional Dynamic Materials—Toward Natural Selection of Function

Zhang, Yan; Barboiu, Mihail

doi:10.1021/acs.chemrev.5b00168

Cited by 115 publications

(69 citation statements)

References 159 publications

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“…The imine formation reaction, one of the most robust reversible reactions in biological applications, was employed. Therefore, the generation of dynamers was initiated by using: a) 1,3,5-benzene-trialdehyde, BTA(1)a st he core structure, b) linear amines of different lengths, from ethylenediamine (3) to 1,3-diaminopropane (4), to diethylene-triamine (5)o r branched tris (2-aminoethyl)amine(6)a nd the chiral (1R,2R)-(À)-1,2-diaminoc yclohexane (7)o r( 1 S,2S)-(+)-trans-1,2-diaminocyclo hexane (8)c omponents and c) the water-soluble linker poly(ethylene glycol)bis(3-aminopropyl)t erminated, EG (2,M n % 1500;S cheme 1a). The reactionw as performed in methanol at 60 8Cf or three days for equilibration.…”

Section: Resultsmentioning

confidence: 99%

“…Typical synthesis of dynamers: Benzene-1,3,5-tricarbaldehyde (1, 0.1 mmol) or isopthalaldehyde (0.1 mmol) was added into af lask with 0.1 mmol poly(ethylene glycol), bis(3-aminopropyl)-terminated (2,M n % 1500) and 5mLM eOH solvent, together with 0.1 mmol amino-containing component (3)(4)(5)(6)(7)(8). The reaction mixture was stirred at 60 8Cf or 3-4 days, and monitored by 1 HNMR spectroscopy until equilibrium was reached.…”

Section: Methodsmentioning

confidence: 99%

“…[5] Recently,w eh ave developed an ew straightforwards trategy to enhance enzyme catalytic activity by direct addition of dynamic polymers-dynamers-to enzymatic reactions in aqueous solutions. [6] Dynamers are dynamic polymerst hat are connected through reversible covalentr eactions, [7] thus they can be responsive to internalc onstitutionali nteractions, to various externals timuli, such as pH, temperature, pressure, ands oo n, or to specific interactions with biomolecules. [8] The use of interactive dynamers that can change their structure through dynamicr eversible reactions influencet he microenvironment aroundt he target enzymes and thus induce activation effects.…”

Section: Introductionmentioning

confidence: 99%

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Exponential Activation of Carbonic Anhydrase by Encapsulation in Dynameric Host Matrices with Chiral Discrimination

Zhang

Supuran

Barboiu

2017

Chemistry A European J

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Herein an unexpected exponential activation of bovine carbonic anhydrase (bCA) in aqueous solutions in the presence of dynameric host matrices is reported. Successive experiments confirmed the important role of dynamic imine exchange within the dynameric host structures for direct enzyme activation. This allows for optimal encapsulation of the guest enzyme, whereas the presence of external proton-sponge amino groups is less important. Non-exchanging polymeric sec-amine congeners formed from imine reduction of dynameric structures show no obvious activation on bCA. Although the dynamers synthesized from diamino chiral-pair precursors displayed similar activation constants toward bCA, different activation delay times were observed from these two dynamers of opposite optical activity. The circular dichroism (CD) spectra demonstrate selective structural changes in the secondary structure of bCA upon dynameric encapsulation in aqueous solution. The different interaction molds observed in CD spectra for the dynamers with opposite chirality explain the longer activation time required for one of the dynamers.

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Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Exponential Activation of Carbonic Anhydrase by Encapsulation in Dynameric Host Matrices with Chiral Discrimination

Zhang

Supuran

Barboiu

2017

Chemistry A European J

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“…We have limited ourselves to a discussion of DC bonds, not including supramolecular interactions. For a recent overview of the combination of DC and supramolecular bonds, jointly considered as constitutional dynamic chemistry , the reader is referred to excellent reviews by Lehn, and Zhang and Barboiu . While a distinction can be made between DC reactions relying on the formation of new bonds, or on exchange reactions, herein this distinction will not be explicitly used.…”

Section: Introductionmentioning

confidence: 99%

Dynamic covalent polymers

García

Smulders²

2016

J. Polym. Sci. Part A: Polym. Chem.

174

159

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This Highlight presents an overview of the rapidly growing field of dynamic covalent polymers. This class of polymers combines intrinsic reversibility with the robustness of covalent bonds, thus enabling formation of mechanically stable, polymer‐based materials that are responsive to external stimuli. It will be discussed how the inherent dynamic nature of the dynamic covalent bonds on the molecular level can be translated to the macroscopic level of the polymer, giving access to a range of applications, such as stimuli‐responsive or self‐healing materials. A primary distinction will be made based on the type of dynamic covalent bond employed, while a secondary distinction will be based on the consideration whether the dynamic covalent bond is used in the main chain of the polymer or whether it is used to allow side chain modification of the polymer. Emphasis will be on the chemistry of the dynamic covalent bonds present in the polymer, in particular in relation to how the specific (dynamic) features of the bond impart functionality to the polymer material, and to the conditions under which this dynamic behavior is manifested. © 2016 The Authors. Journal of Polymer Science Part A: Polymer Chemistry Published by Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2016, 54, 3551–3577.

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“…As a rapidly growing research topic in recent years, the design of stimuli-responsive dynamic materials is a major facet of constitutional chemistry, expanding their applications to various fields, including drug delivery, [1] biosensing, [2] luminescencent devices [3] and pollutant removal, [4] through different external stimuli, such as pH, light, temperature, pressure, etc. [5] Inherently featured with responsive character, dynamic polymersdynamers have emerged as a new class of polymer materials for applications of all scales, [6] from self-healing materials [7] to directional water transport membranes, [8] to microscale enzyme activation [9] and even nanoscale DNA recognition. [10] The dynamic character has featured them of new emerging properties, along with advantages such as facile synthetic routes, best optimised structures in equilibrium and fast adaptive functions.…”

Section: Introductionmentioning

confidence: 99%

Ligand Mediated Metal Cations Exchanges within Metallo‐Dynameric Solid Films

Zhang

Barboiu

2019

ChemistryOpen

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Dynameric solid films may be generated via the adequate imine‐bond connection between bis(pyridine‐2,6‐diimine) core centres, coordinated with different metal cations and diaminoPEG connectors. The adequate selection of metal cations leads to cross‐linked metallo‐dynameric films, allowing the fine modulation of their colour and mechanical property. The coordination of the metal cations and bis(pyridine‐2,6‐diimine), results in the formation of interlocked structures, leading to the most probably formation of interweaved structures with better mechanical properties than those formed in the absence of the metallic cations. Removal and addition of metal cations from solid films can be achieved via tris(2‐aminoethyl)amine (TREN) complexing agent, which strongly binds the metal cations, followed by subsequent insertion of other metallic cations. It allows a ligand‐modulated dynamic release of the metal cations from the solid films, together with colour transfer and change of mechanical strength at the interfaces between various solid films.

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Constitutional Dynamic Materials—Toward Natural Selection of Function

Cited by 115 publications

References 159 publications

Exponential Activation of Carbonic Anhydrase by Encapsulation in Dynameric Host Matrices with Chiral Discrimination

Exponential Activation of Carbonic Anhydrase by Encapsulation in Dynameric Host Matrices with Chiral Discrimination

Dynamic covalent polymers

Ligand Mediated Metal Cations Exchanges within Metallo‐Dynameric Solid Films

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