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 …

Asymmetric catalysis mediated by synthetic peptides, version 2.0: expansion of scope and mechanisms

AJ Metrano, AJ Chinn, CR Shugrue, EA Stone… - Chemical …, 2020 - ACS Publications
Low molecular weight synthetic peptides have been demonstrated to be effective catalysts
for an increasingly wide array of asymmetric transformations. In many cases, these peptide …

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 …

Development of selective peptide catalysts with secondary structural frameworks

K Akagawa, K Kudo - Accounts of Chemical Research, 2017 - ACS Publications
Conspectus Enzymes are biogenic catalysts that enable the vital activity of organisms.
Enzymes promote reactions in a selective manner with a high level of substrate recognition …

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 …

Peptide-based catalysts reach the outer sphere through remote desymmetrization and atroposelectivity

AJ Metrano, SJ Miller - Accounts of Chemical Research, 2018 - ACS Publications
Conspectus Nature's catalytic machinery has provided endless inspiration for chemists.
While the enzymatic ideal has yet to be fully realized, the field has made tremendous strides …

Studies of folded peptide‐based catalysts for asymmetric organic synthesis

JT Blank, SJ Miller - Peptide Science: Original Research on …, 2006 - Wiley Online Library
Folded peptides have proven to be a fertile area for discovery of catalysts for reactions in
organic synthesis. Both combinatorial chemistry and rational design have fueled these …

Asymmetric catalysis with short-chain peptides

B Lewandowski, H Wennemers - Current opinion in chemical biology, 2014 - Elsevier
Highlights•Enantioselective and diastereoselective synthesis of atropoisomers.•
Stereoselective synthesis of acyclic compounds bearing all-carbon quaternary stereogenic …

Influence of the Trans/Cis Conformer Ratio on the Stereoselectivity of Peptidic Catalysts

T Schnitzer, H Wennemers - Journal of the American Chemical …, 2017 - ACS Publications
Trans/cis isomerization of Xaa-Pro bonds is key for the structure and function of several
enzymes. In recent years, numerous versatile peptidic catalysts have been developed that …

[PDF][PDF] Short peptides and peptide-like enzyme mimics-efficient organic catalysts in asymmetric synthesis

SB Tsogoeva - Letters in Organic Chemistry, 2005 - researchgate.net
The development of peptide-based enzyme mimics as organic catalysts for enantioselective
synthesis is of rapidly growing interest today. In the following a brief overview about …