Biocatalysis of D,L-Peptide Nanofibrillar Hydrogel

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2020 Jul 8

PMID 32630001

Citations 5

Authors

Tiziano Carlomagno

Maria C Cringoli

Slavko Kralj

Marina Kurbasic

Paolo Fornasiero

Paolo Pengo

Silvia Marchesan

Affiliations

Soon will be listed here.

Abstract

Self-assembling peptides are attracting wide interest as biodegradable building blocks to achieve functional nanomaterials that do not persist in the environment. Amongst the many applications, biocatalysis is gaining momentum, although a clear structure-to-activity relationship is still lacking. This work applied emerging design rules to the heterochiral octapeptide sequence His-Leu-Leu-Ile-His-Leu-Leu-Ile for self-assembly into nanofibrils that, at higher concentration, give rise to a supramolecular hydrogel for the mimicry of esterase-like activity. The peptide was synthesized by solid-phase and purified by HPLC, while its identity was confirmed by H-NMR and electrospray ionization (ESI)-MS. The hydrogel formed by this peptide was studied with oscillatory rheometry, and the supramolecular behavior of the peptide was investigated with transmission electron microscopy (TEM) analysis, circular dichroism (CD) spectroscopy, thioflavin T amyloid fluorescence assay, and attenuated total reflectance (ATR) Fourier-transform infrared (FT-IR) spectroscopy. The biocatalytic activity was studied by monitoring the hydrolysis of -nitrophenyl acetate (pNPA) at neutral pH, and the reaction kinetics followed an apparent Michaelis-Menten model, for which a Lineweaver-Burk plot was produced to determine its enzymatic parameters for a comparison with the literature. Finally, LC-MS analysis was conducted on a series of experiments to evaluate the extent of, if any, undesired peptide acetylation at the N-terminus. In conclusion, we provide new insights that allow gaining a clearer picture of self-assembling peptide design rules for biocatalysis.

Citing Articles

Short Peptides for Hydrolase Supramolecular Mimicry and Their Potential Applications.

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Manually curated dataset of catalytic peptides for ester hydrolysis.

Jankovic P, Otovic E, Mausa G, Kalafatovic D Data Brief. 2023; 48:109290.

PMID: 37383747 PMC: 10294096. DOI: 10.1016/j.dib.2023.109290.

Catalytically Active Amyloids as Future Bionanomaterials.

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Amyloids as Building Blocks for Macroscopic Functional Materials: Designs, Applications and Challenges.

Li J, Zhang F Int J Mol Sci. 2021; 22(19).

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Tripeptide Self-Assembly into Bioactive Hydrogels: Effects of Terminus Modification on Biocatalysis.

Kurbasic M, Garcia A, Viada S, Marchesan S Molecules. 2021; 26(1).

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