Amyloid Peptide Mixtures: Self-Assembly, Hydrogelation, Nematic Ordering, and Catalysts in Aldol Reactions

Pelin, Juliane N. B. D.; Gerbelli, Bárbara B.; Edwards-Gayle, Charlotte J. C.; Aguilar, Andrea M.; Castelletto, Valeria; Hamley, Ian W.; Alves, Wendel A.

doi:10.1021/acs.langmuir.0c00198

Cited by 21 publications

(12 citation statements)

References 51 publications

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“…A Brazilian group has very recently developed a range of proline-based amyloid peptides and lipopeptides which form self-assembled micelles, nanotape, and fibril structures and show excellent catalytic activity and high selectivity for aldol reactions in aqueous solution. ,, The group investigated the self-assembly and catalytic activity of mixtures of PRWG-C 18 which contains a free N-terminal proline catalytic residue with noncatalytic homologue RWG-C 18 (as diluent and to facilitate self-assembly). The conversion for the asymmetric aldol reactions using cyclohexanone and p -nitrobenzaldehyde could be optimized to exceed 94% with a very high enantioselectivity, 93:7 anti : syn .…”

Section: Self-assembling Proline-containing Peptidesmentioning

confidence: 99%

Biocatalysts Based on Peptide and Peptide Conjugate Nanostructures

Hamley

2021

Biomacromolecules

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Peptides and their conjugates (to lipids, bulky N-terminals, or other groups) can self-assemble into nanostructures such as fibrils, nanotubes, coiled coil bundles, and micelles, and these can be used as platforms to present functional residues in order to catalyze a diversity of reactions. Peptide structures can be used to template catalytic sites inspired by those present in natural enzymes as well as simpler constructs using individual catalytic amino acids, especially proline and histidine. The literature on the use of peptide (and peptide conjugate) α-helical and β-sheet structures as well as turn or disordered peptides in the biocatalysis of a range of organic reactions including hydrolysis and a variety of coupling reactions (e.g., aldol reactions) is reviewed. The simpler design rules for peptide structures compared to those of folded proteins permit ready ab initio design (minimalist approach) of effective catalytic structures that mimic the binding pockets of natural enzymes or which simply present catalytic motifs at high density on nanostructure scaffolds. Research on these topics is summarized, along with a discussion of metal nanoparticle catalysts templated by peptide nanostructures, especially fibrils. Research showing the high activities of different classes of peptides in catalyzing many reactions is highlighted. Advances in peptide design and synthesis methods mean they hold great potential for future developments of effective bioinspired and biocompatible catalysts.

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Section: Self-assembling Proline-containing Peptidesmentioning

confidence: 99%

Biocatalysts Based on Peptide and Peptide Conjugate Nanostructures

Hamley

2021

Biomacromolecules

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“…The hydrogels as the heterogeneous aldolase-mimicking supramolecular catalysts have showed several appealing characteristics: (i) they can be recycled with the same efficiency and stereoselectivity; 153 (ii) the microstructures (e.g., the fibers) can be tailored to affect the activity, 154 (iii) they may provide microenvironment beneficial for the aldose reactions (e.g., by bringing the catalytic center into contact with solution reagents); 155 (iv) the dynamic behaviors of the hydrogels, such as sol−gel transition, may be used to tune the catalytic functions (e.g., the reaction routes).…”

Section: Design Fabrication and Applications Of Enzyme-mimicking Supr...mentioning

confidence: 99%

Bioinspired Supramolecular Catalysts from Designed Self-Assembly of DNA or Peptides

Liu

Sun

et al. 2020

ACS Catal.

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Enzymes play vital roles in cellular functions by catalyzing biochemical reactions in high activity and selectivity, which is largely attributed to the cooperation between the exquisitely distributed functional groups at the active sites. Reconstruction of the enzymatic active sites in the artificial systems, to produce active and robust biocatalysts, has been a significant but challenging subject. Biomolecular self-assembly, typically with de novo designed peptide or DNA as the building blocks, provides an effective avenue to orient and confine reactive groups into a catalytically active configuration to mimic and even rival the catalytic performance of native enzymes. In this Review, we discuss the chemical and structural properties of DNA and peptide selfassemblies, and principles and strategies of designing active sites that show hydrolase-, peroxidase-, oxidase-, or aldolase-like activities. We focus on the relationship between and control over the structures of the artificial active sites and catalytic performances. We also highlight the synergies between the components in the formation of the active sites, as well as the applications of the artificial enzymes. In the end, we provide an outlook on the obstacles, possible solutions, and future directions, in the aspect of structural modeling, improving catalytic performances, and upgrading complexity of the active sites.

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“…Samples can be loaded into 2 mm path-length polyimide capillaries or into wells on 3D printed sticks (both available from the beamline). The temperature of the MPS cell can be controlled between 4 and 60 C. The MPS cells have been used to measure a variety of samples such as gels (McAulay et al, 2020), lipids (Yeh et al, 2020) and peptide self-assembly (Pelin et al, 2020).…”

Section: 32mentioning

confidence: 99%

Beamline B21: high-throughput small-angle X-ray scattering at Diamond Light Source

et al. 2020

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B21 is a small-angle X-ray scattering (SAXS) beamline with a bending magnet source in the 3 GeV storage ring at the Diamond Light Source Ltd synchrotron in the UK. The beamline utilizes a double multi-layer monochromator and a toroidal focusing optic to deliver 2 × 1012 photons per second to a 34 × 40 µm (FWHM) focal spot at the in-vacuum Eiger 4M (Dectris) detector. A high-performance liquid chromatography system and a liquid-handling robot make it possible to load solution samples into a temperature-controlled in-vacuum sample cell with a high level of automation. Alternatively, a range of viscous or solid materials may be loaded manually using a range of custom sample cells. A default scattering vector range from 0.0026 to 0.34 Å−1 and low instrument background make B21 convenient for measuring a wide range of biological macromolecules. The beamline has run a full user programme since 2013.

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Amyloid Peptide Mixtures: Self-Assembly, Hydrogelation, Nematic Ordering, and Catalysts in Aldol Reactions

Cited by 21 publications

References 51 publications

Biocatalysts Based on Peptide and Peptide Conjugate Nanostructures

Biocatalysts Based on Peptide and Peptide Conjugate Nanostructures

Bioinspired Supramolecular Catalysts from Designed Self-Assembly of DNA or Peptides

Beamline B21: high-throughput small-angle X-ray scattering at Diamond Light Source

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