Helical foldamers and stapled peptides as new modalities in drug discovery: modulators of protein-protein interactions

K Tsuchiya, T Kurohara, K Fukuhara, T Misawa… - Processes, 2022 - mdpi.com
A “foldamer” is an artificial oligomeric molecule with a regular secondary or tertiary structure
consisting of various building blocks. A “stapled peptide” is a peptide with stabilized …

An Orthogonal Dynamic Covalent Chemistry Tool for Ring‐Opening Polymerization of Cyclic Oligochalcogenides on Detachable Helical Peptide Templates

Q Laurent, N Sakai, S Matile - Chemistry–A European Journal, 2022 - Wiley Online Library
A model system is introduced as a general tool to elaborate on orthogonal templation of
dynamic covalent ring‐opening polymerization (ODC‐TROP). The tool consists of 310 …

E-Selective Ring-Closing Metathesis in α-Helical Stapled Peptides Using Carbocyclic α,α-Disubstituted α-Amino Acids

A Ueda, Y Makura, S Kakazu, T Kato, T Umeno… - Organic …, 2022 - ACS Publications
We present an E-selective ring-closing metathesis reaction in α-helical stapled peptides at
positions i and i+ 4. The use of two chiral carbocyclic α, α-disubstituted α-amino acids,(1 S, 3 …

Fluoride Additive as a Simple Tool to Qualitatively Improve Performance of Nickel-Catalyzed Asymmetric Michael Addition of Malonates to Nitroolefins

OI Afanasyev, FS Kliuev, AA Tsygankov… - The Journal of …, 2022 - ACS Publications
Nowadays, design of the new chiral ligands for organometallic catalysts is often based on
the step-by-step increase in their complexity to improve efficiency. Herein we describe that …

Insight into substrate recognition by urea-based helical foldamer catalysts Using a DFT global optimization approach

Y Toledo-González, JM Sotiropoulos… - The Journal of …, 2022 - ACS Publications
Peptides and foldamers have recently gained increasing attention as chiral catalysts to
achieve challenging (asymmetric) transformations. We previously reported that short …

[HTML][HTML] Conformational Analysis and Organocatalytic Activity of Helical Stapled Peptides Containing α-Carbocyclic α, α-Disubstituted α-Amino Acids

A Iyoshi, A Ueda, T Umeno, T Kato, K Hirayama, M Doi… - Molecules, 2024 - mdpi.com
Conformational freedom-restricted peptides, such as stapled peptides, play a crucial role in
the advancement of functional peptide development. We synthesized stapled octapeptides …

Pro‐Pro Dipeptide‐Thiourea Organocatalyst in the Mannich Reaction between α‐Imino Esters and Pyruvates

P Čmelová, P Šramel, B Zahradníková… - European Journal of …, 2022 - Wiley Online Library
Enantioselective catalytic formation of polyfunctional molecules, such as non‐natural amino
acids, is important for the efficient production of many chiral compounds. To this end, we …

The Juliá-Colonna Reaction: A Phase-Transfer Catalyzed Enantioselective Olefin Epoxidation

RM Claramunt, C López, D Santa María, J Elguero - Afinidad, 2024 - raco.cat
Juliá and Colonna were one of the firsts chemists reporting examples of enantioselective
organocatalyzed reactions, namely the Phase-Transfer Catalysis (PTC) olefin epoxidation …

Development of Bifunctional Peptides as Scaffolds for Bifunctional Catalysis and a Novel Method of Peptide Stapling Using Squaric Esters

AX Wayment - 2024 - scholarsarchive.byu.edu
Enzymes are some of nature's most powerful tools in chemical processes. However, their
molecular complexity makes them difficult to synthesize and complicates their application in …

A Novel Dual Organocatalyst for the Asymmetric Pinder Reaction and a Mechanistic Proposal Consistent with the Isoinversion Effect Thereof

F Moschona, A Vagena, VP Vidali, G Rassias - Molecules, 2021 - mdpi.com
In general, the Pinder reaction concerns the reaction between an enolisable anhydride and
an aldehyde proceeding initially through a Knoevenagel reaction followed by the ring …