Quest for a turnover mechanism in peptide-based enzyme mimics

T Takahashi, M Cheung, T Butterweck… - Catalysis …, 2015 - Elsevier
Creation of synthetic structures with an enzyme-like mechanism and turnover remains a
significant challenge. In this study, peptides containing a cysteine thiol and histidine …

Molecular mechanical properties of short-sequence peptide enzyme mimics

T Takahashi, BC Vo Ngo, L Xiao, G Arya… - Journal of …, 2016 - Taylor & Francis
While considerable attempts have been made to recreate the high turnover rates of enzymes
using synthetic enzyme mimics, most have failed and only a few have produced minimal …

[HTML][HTML] Identification of key active residues and solution conditions that affect peptide-catalyzed ester hydrolysis

KB Meerbott, MR Knecht - New Journal of Chemistry, 2024 - pubs.rsc.org
Peptides respresent intriguing materials to achieve sustainable catalytic reactivity that mimic
the natural functions of enzymes, but without the limitations of temperature/solvent …

Towards incorporation of catalytic function into small folded peptide scaffolds

KA McDonnell - 2001 - dspace.mit.edu
This thesis describes the development of iterative and combinatorial methods for identifying
small peptide scaffolds able to support catalytic function. The incorporation of thiamine …

Versatile peptide C-terminal functionalization via a computationally engineered peptide amidase

B Wu, HJ Wijma, L Song, HJ Rozeboom, C Poloni… - ACS …, 2016 - ACS Publications
The properties of synthetic peptides, including potency, stability, and bioavailability, are
strongly influenced by modification of the peptide chain termini. Unfortunately, generally …

The stability of pseudopeptides bearing sulfoximines as chiral backbone modifying element towards proteinase K

C Bolm, D Müller, C Dalhoff, CPR Hackenberger… - Bioorganic & medicinal …, 2003 - Elsevier
The stability of pseudopeptides bearing sulfoximines as chiral backbone modifying element
towards proteinase K - ScienceDirect Skip to main contentSkip to article Elsevier logo …

Fluorescent probes for studying thioamide positional effects on proteolysis reveal insight into resistance to cysteine proteases

C Liu, TM Barrett, X Chen, JJ Ferrie… - …, 2019 - Wiley Online Library
Thioamide substitutions of the peptide backbone have been shown to reduce proteolytic
degradation, and this property can be used to generate competitive protease inhibitors and …

Sequence-independent traceless method for preparation of peptide/protein thioesters using CPaseY-mediated hydrazinolysis

M Ueda, C Komiya, S Arii, K Kusumoto… - Chemical and …, 2020 - jstage.jst.go.jp
Proteins incorporating artificial moieties such as fluorophores and drugs have enjoyed
increasing use in chemical biology and drug development research. Preparation of such …

Protease‐catalyzed fragment condensation via substrate mimetic strategy: a useful combination of solid‐phase peptide synthesis with enzymatic methods

V Čeřovský, F Bordusa - The Journal of Peptide Research, 2000 - Wiley Online Library
The concept of substrate mimetic strategy represents a new powerful method in the field of
enzymatic peptide synthesis. This strategy takes advantage of the shift in thesite‐specific …

Peptide bond formation mediated by substrate mimetics: Structure‐guided optimization of trypsin for synthesis

R Grünberg, I Domgall, R Günther… - European Journal of …, 2000 - Wiley Online Library
Substrate mimetics are excellent tools for protease‐mediated peptide synthesis that enable
the coupling of peptides independently of the primary specificity of the enzyme without …