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 …

Creating an unusual glycine-rich motif in a peptide amidase leads to versatile Protein C-terminal traceless functionalization

T Zhu, Y Cui, W Geng, G Liu, H Jiang, R Li, B Wu - Acs Catalysis, 2022 - ACS Publications
The rising demand for regioselective protein modifications in chemical biology and
pharmaceutical manufacturing has fueled efforts to develop diverse techniques that …

Catalytic peptides: The challenge between simplicity and functionality

S Carvalho, DQ Peralta Reis, SV Pereira… - Israel Journal of …, 2022 - Wiley Online Library
Enzymes' machinery has been an inspiration for chemists. Peptides are vital players in the
origin of life, being ancestors of complex enzymes. Even short peptides that are simple in …

Stereoselective peptide catalysis in complex environments–from river water to cell lysates

T Schnitzer, JW Rackl, H Wennemers - Chemical Science, 2022 - pubs.rsc.org
Many stereoselective peptide catalysts have been established. They consist, like nature's
catalysts, of amino acids but have significantly lower molecular weights than enzymes …

C-Terminal Arginine-Selective Cleavage of Peptides as a Method for Mimicking Carboxypeptidase B

LC Prosser, JM Talbott, RP Garrity, M Raj - Organic letters, 2023 - ACS Publications
C-Terminal residues play a pivotal role in dictating the structure and functions of proteins.
Herein, we report a mild, efficient, chemoselective, and site-selective chemical method that …

A modular assembly strategy for improving the substrate specificity of small catalytic peptides

F Tanaka, CF Barbas - Journal of the American Chemical Society, 2002 - ACS Publications
In contrast to large proteins, small peptide catalysts typically display limited specificity for
small molecule substrates. This is presumably a result of the limited opportunities small …

Optimized enzymatic synthesis of C-terminal peptide amides using subtilisin A from Bacillus licheniformis

CG Boeriu, AE Frissen, E Boer, K van Kekem… - Journal of Molecular …, 2010 - Elsevier
A mild and efficient method for the conversion of C-terminal esters of side-chain protected
peptides into an amide function via enzyme-catalysed ammonolysis in organic media with …

A Novel Approach to Enzymatic Peptide Synthesis Using Highly Solubilizing Nα-Protecting Groups of Amino Acids

A Fischer, AS Bommarius, K Drauz, C Wandrey - Biocatalysis, 1994 - Taylor & Francis
A novel strategy in kinetically controlled enzymatic peptide synthesis is described. Various
amino acid derivatives with charged, highly solubilizing Nα-protecting groups were prepared …

Prebiotic catalytic peptide ligation yields proteinogenic peptides by intramolecular amide catalyzed hydrolysis facilitating regioselective lysine ligation in neutral water

J Singh, D Whitaker, B Thoma, S Islam… - Journal of the …, 2022 - ACS Publications
The prebiotic origin of catalyst-controlled peptide synthesis is fundamental to understanding
the emergence of life. Building on our recent discovery that thiols catalyze the ligation of …

Nonconventional amide bond formation catalysis: programming enzyme specificity with substrate mimetics

F Bordusa - Brazilian Journal of Medical and Biological Research, 2000 - SciELO Brasil
This article reports on the design and characteristics of substrate mimetics in protease-
catalyzed reactions. Firstly, the basis of protease-catalyzed peptide synthesis and the …