Tackling undruggable targets with designer peptidomimetics and synthetic biologics

CS Swenson, G Mandava, DM Thomas… - Chemical …, 2024 - ACS Publications
The development of potent, specific, and pharmacologically viable chemical probes and
therapeutics is a central focus of chemical biology and therapeutic development. However, a …

Homochiral versus heterochiral trifluoromethylated pseudoproline containing dipeptides: a powerful tool to switch the prolyl-amide bond conformation

G Chaume, J Simon, N Lensen… - The Journal of …, 2017 - ACS Publications
The design of constrained peptides is of prime importance in the development of bioactive
compounds and for applications in supramolecular chemistry. Due to its nature, the peptide …

HBTU mediated 1-hydroxybenzotriazole (HOBt) conjugate addition: synthesis and stereochemical analysis of β-benzotriazole N-oxide substituted γ-amino acids and …

SM Mali, MG Kumar, MM Katariya… - Organic & Biomolecular …, 2014 - pubs.rsc.org
HBTU is a standard coupling agent commonly used for the activation of free carboxylic acids
during the solution and solid phase peptide synthesis. 1-Hydroxybenzotriazole (HOBt) plays …

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 …

Remarkable thermoresponsive nanofibers from γ-peptides

SV Jadhav, HN Gopi - Chemical Communications, 2013 - pubs.rsc.org
Conformational analysis of γ-peptides composed of 4, 4-gem-dimethyl γ-amino acids, their
spontaneous self-assembly into nanofibrillar superstructures and remarkable …

Gramicidin‐S‐Inspired Cyclopeptidomimetics as Potent Membrane‐Active Bactericidal Agents with Therapeutic Potential

C Hu, Q Wen, S Huang, S Xie, Y Fang, Y Jin… - …, 2021 - Wiley Online Library
Antimicrobial peptides (AMPs) are promising antibacterial agents often hindered by their
undesired hemolytic activity. Inspired by gramicidin S (GS), a well‐known cyclodecapeptide …

Original β, γ-diamino acid as an inducer of a γ-turn mimic in short peptides

S Thétiot-Laurent, F Bouillère, JP Baltaze… - Organic & …, 2012 - pubs.rsc.org
Original αγα tripeptides containing one β, γ-diamino acid have been synthesized and their
conformation determined by extensive NMR and molecular dynamic studies. These studies …

Helix foldamers of γ-peptides based on 2-aminocyclopentylacetic acid

YK Kang, JY Lee - New Journal of Chemistry, 2015 - pubs.rsc.org
The conformational preferences of helix foldamers have been studied in oligo-γ-peptides
composed of 2-aminocyclopentylacetic acid (γAc5a) with a cyclopentyl constraint on the Cβ …

Conformational properties of peptides incorporating a fluorinated pseudoproline residue

G Chaume, D Feytens, G Chassaing… - New Journal of …, 2013 - pubs.rsc.org
We have recently reported the synthesis of enantiomerically pure CF3-oxazolidine
pseudoprolines (CF3-ΨPro). Complete NMR studies, together with DFT calculations, have …

β, γ-Diamino acid: an original building block for hybrid α/γ-peptide synthesis with extra hydrogen bond donating group

A Stanovych, R Guillot, C Kouklovsky, E Miclet… - Amino acids, 2014 - Springer
Using a β, γ-diamino acid, several small hybrid α/γ peptides have been synthesized and
their conformations investigated through extensive NMR studies and molecular dynamics. A …