Unnatural helical peptidic foldamers as protein segment mimics

P Sang, J Cai - Chemical Society Reviews, 2023 - pubs.rsc.org
Unnatural helical peptidic foldamers have attracted considerable attention owing to their
unique folding behaviours, diverse artificial protein binding mechanisms, and promising …

α, β‐Unsaturated γ‐Peptide Foldamers

B Legrand, LT Maillard - ChemPlusChem, 2021 - Wiley Online Library
Despite their concomitant emergence in the 1990s, γ‐peptide foldamers have not developed
as fast as β‐peptide foldamers and to date, only a few γ‐oligomer structures have been …

Crystal Structure and NMR of an α, δ‐Peptide Foldamer Helix Shows Side‐Chains are Well Placed for Bifunctional Catalysis: Application as a Minimalist Aldolase …

Q Lin, H Lan, C Ma, RT Stendall… - Angewandte Chemie …, 2023 - Wiley Online Library
We report the first NMR and X‐ray diffraction (XRD) structures of an unusual 13/11‐helix
(alternating i, i+ 1 {NH− O= C} and i, i+ 3 {C= O− H− N} H‐bonds) formed by a heteromeric 1 …

Artificial β‐double helices from achiral γ‐peptides

R Misra, S Dey, RM Reja… - Angewandte Chemie …, 2018 - Wiley Online Library
Double helices are not common in polypeptides and proteins except in the peptide antibiotic
gramicidin A and analogous l, d‐peptides. In contrast to natural polypeptides, remarkable β …

HBTU Mediated Synthesis of α,β‐Unsaturated γ‐Lactams from E‐α,β‐Unsaturated γ‐Amino Acids

M Singh, SA Nalawade, DRP Kumar… - European Journal of …, 2023 - Wiley Online Library
The α, β‐unsaturated γ‐lactams have been found in many biologically active peptide natural
products. Due to their biological activities, extensive efforts have been made in the literature …

[HTML][HTML] Foldamers in medicinal chemistry

M Pasco, C Dolain, G Guichard - … Supramolecular Chemistry II, 2017 - ncbi.nlm.nih.gov
Bio-inspired synthetic backbones leading to foldamers can provide effective biopolymer
mimics with new and improved properties in a physiological environment, and in turn could …

Proteolytically Stable ααγ-Hybrid Peptides Inhibit the Aggregation and Cytotoxicity of Aβ42

DR Puneeth Kumar, SA Nalawade… - ACS Chemical …, 2023 - ACS Publications
The recent approval of antibody-based therapy for targeting the clearance of amyloid
plaques fuels the research in designing small molecules and peptide inhibitors to target the …

Contra-thermodynamic E→ Z isomerization of cinnamamides via selective energy transfer catalysis

MR Becker, T Morack, J Robertson, JB Metternich… - Tetrahedron, 2020 - Elsevier
A bio-inspired, photocatalytic E→ Z isomerization of cinnamides is reported using
inexpensive (−)-riboflavin (vitamin B 2) under irradiation at λ= 402 nm. This operationally …

The influence of backbone fluorination on the helicity of α/γ-hybrid peptides

AR Patel, A Lawer, M Bhadbhade… - Organic & Biomolecular …, 2024 - pubs.rsc.org
Peptides that are composed of an alternating pattern of α-and γ-amino acids are potentially
valuable as metabolism-resistant bioactive agents. For optimal function, some kind of …

Flow-chemistry enabled efficient synthesis of β-peptides: backbone topology vs. helix formation

I Nekkaa, D Bogdán, T Gáti, S Béni, T Juhász… - Chemical …, 2019 - pubs.rsc.org
Enantiodiscriminative helix formation was observed for β-peptide H14 helices. This
observation is caused by the synperiplanar orientation of H–O atoms which is more …