Advances in Click Chemistry for Single-Chain  Nanoparticle Construction

Sanchez‐Sanchez, Ana; Perez-Baena, Irma; Pomposo, José A.

doi:10.3390/molecules18033339

Cited by 120 publications

(151 citation statements)

References 62 publications

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“…22 To date, copper-mediated azide-alkyne cycloaddition, 8,[34][35][36] thiol-ene addition, 37,63 and amine-isocyanate addition 32 click reactions have been used as cross-linking methods for SCNP fabrication. 22 To date, copper-mediated azide-alkyne cycloaddition, 8,[34][35][36] thiol-ene addition, 37,63 and amine-isocyanate addition 32 click reactions have been used as cross-linking methods for SCNP fabrication.…”

Section: Rhodium Coordination 61mentioning

confidence: 99%

A brief user's guide to single-chain nanoparticles

et al. 2015

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In this review we outline the various methods that have been explored to synthesize architecturally defined nanoparticles from discrete polymer chains, summarize the methods of characterization that are required to prove their formation and probe their morphology, and introduce a number of potential applications that are being explored currently. Given the small size of the nanostructures produced by these methods and the relative ease with which they can be tailored to specific end use applications it is likely such efforts will intensify in the coming years. So far, simple chemistry has been utilized and high-level characterization and modeling studies have been applied to understand the process by which these particles form and how they behave, both in the bulk and in solution. Although impossible to predict where this work will lead, we hope this "user's guide" will prove useful to the community as research on singlechain nanoparticles continues to evolve.From left to right:

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Section: Rhodium Coordination 61mentioning

confidence: 99%

A brief user's guide to single-chain nanoparticles

et al. 2015

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“…Supramolecular folding of polymer chains into single chain polymeric nanoparticles (SCPNs) is an attractive alternative to prepare compartmentalized, water-soluble, nanometersized particles with a hydrophobic interior. [29][30][31][32] Notably, the benzene-1,3,5-tricarboxamide (BTA) is an attractive unit to form SCPNs with well-defined, conformationally adaptable, three-dimensional structures as a result of the hydrogenbond-driven, helical self-assembly of the BTA units. 31 Detailed scattering studies revealed that water-soluble copolymers based on oligo(ethylene glycol) methacrylate (oEGMA) and benzene-1,3,5-tricarboxamide methacrylate (BTAMA) fold in water into compact conformations Additional Supporting Information may be found in the online version of this article.…”

Section: Introductionmentioning

confidence: 99%

Understanding the catalytic activity of single‐chain polymeric nanoparticles in water

Artar

Terashima

Sawamoto

et al. 2013

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

110

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ABSTRACT:The structuring role of benzene-1,3,5-tricarboxamide (BTA) groups for the catalytic activity of single chain polymeric nanoparticles in water was investigated in the transfer hydrogenation of ketones. To this end, a set of segmented, amphiphilic copolymers was prepared, which comprised oligo (ethylene glycol) side chains to impart water solubility, BTA and/or lauryl side chains to induce hydrophobicity and diphenylphosphinostyrene (SDP) units in the middle part as a ligand to bind a ruthenium catalyst. All copolymers were obtained by reversible addition-fragmentation chain transfer (RAFT) polymerization and showed low dispersities (M w /M n 5 1.23-1.38) and controlled molecular weights (M n 5 44-28 kDa). A combination of circular dichroism (CD) spectroscopy and dynamic light scattering (DLS) showed that all copolymers fold into a single chain polymeric nanoparticles (SCPNs) as a result of the helical selfassembly of the pendant BTA units and/or hydrophilic-hydrophobic phase separation. To create catalytic sites, RuCl 2 (PPh 3 ) 3 was incorporated into the copolymers. The Cotton effects of the copolymers before and after Ru(II) loading were identical, indicating that the helical self-assembly of the BTA units and the complexation of SDP ligands and Ru(II) occurs in an orthogonal manner. DLS revealed that after Ru(II) loading, SDP-bearing copolymers retained their single chain character in water, while copolymers lacking SDP units clustered into larger aggregates. The Ru(II) loaded SCPNs were tested in the transfer hydrogenation of cyclohexanone. This study reveals that BTA induced stack formation is not crucial for SCPN formation and catalytic activity; SDP-bearing copolymers folded by Ru(II) complexation and hydrophobic pendants suffice to provide hydrophobic, isolated reaction pockets around Ru(II) complexes. V C 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52,[12][13][14][15][16][17][18][19][20]

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“…[1][2][3][4][5][6] SCNPs based on self-collapsed individual chains mimic the structure of folded biomacromolecules although in a rough, primitive manner. [7][8][9][10][11][12][13][14] Recently, we have demonstrated a very efficient strategy for the construction of transient binding disordered protein-mimic nano-objects based on SCNPs. 15 Small angle neutron scattering (SANS) and molecular dynamics (MD) simulation results undoubtedly showed that the form factor of these SCNPs in solution resembles that of intrinsically disordered proteins (IDPs).…”

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confidence: 99%

Endowing Single-Chain Polymer Nanoparticles with Enzyme-Mimetic Activity

et al. 2013

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ABSTRACT:The development of simple, efficient and robust strategies affording the facile construction of biomimetic organocatalytic nano-objects is currently a subject of great interest. Herein, a new pathway to artificial organocatalysts based on partially collapsed individual soft nano-objects displaying useful and diverse biomimetic catalytic functions is reported. Single-chain polymer nanoparticles endowed with enzyme-mimetic activity synthesized following this new route display: i) a relatively extended morphology under good solvent conditions, as revealed by small angle neutron scattering and coarse-grained molecular dynamics simulation results, ii) multiple, compartmentalized and accessible catalytic sites in which borane catalytic units are retained via B ... O interactions, and iii) unprecedented reductase and polymerase enzyme-mimetic properties.

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Advances in Click Chemistry for Single-Chain Nanoparticle Construction

Cited by 120 publications

References 62 publications

A brief user's guide to single-chain nanoparticles

A brief user's guide to single-chain nanoparticles

Understanding the catalytic activity of single‐chain polymeric nanoparticles in water

Endowing Single-Chain Polymer Nanoparticles with Enzyme-Mimetic Activity

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