Proline Analogues

V Kubyshkin, M Rubini - Chemical Reviews, 2024 - ACS Publications
Within the canonical repertoire of the amino acid involved in protein biogenesis, proline
plays a unique role as an amino acid presenting a modified backbone rather than a side …

A survey of the role of noncovalent sulfur interactions in drug design

BR Beno, KS Yeung, MD Bartberger… - Journal of medicinal …, 2015 - ACS Publications
Electron deficient, bivalent sulfur atoms have two areas of positive electrostatic potential, a
consequence of the low-lying σ* orbitals of the C–S bond that are available for interaction …

Recent advances in the exploration of therapeutic analogues of gramicidin S, an old but still potent antimicrobial peptide

Q Guan, S Huang, Y Jin, R Campagne… - Journal of medicinal …, 2019 - ACS Publications
Gramicidin S (GS), one of the oldest commercially used peptide antibiotics, is known for its
robust antibacterial activity against both Gram-positive and Gram-negative bacterial strains …

Membrane-targeting antibiotics: recent developments outside the peptide space

C Dias, AP Rauter - Future Medicinal Chemistry, 2019 - Taylor & Francis
The rise of antibiotic resistant bacteria requires unconventional strategies toward efficient
chemotherapeutic agents, preferably with alternative mechanisms of action. The bacterial …

Photopharmacological control of cyclic antimicrobial peptides

YQ Yeoh, J Yu, SW Polyak, JR Horsley… - ChemBioChem, 2018 - Wiley Online Library
Gramicidin S is a naturally occurring antimicrobial cyclic peptide. Herein, we present a
series of cyclic peptides based on gramicidin S that contain an azobenzene photoswitch to …

Polymyxin B-inspired non-hemolytic tyrocidine A analogues with significantly enhanced activity against gram-negative bacteria: How cationicity impacts cell specificity …

J Zhu, C Hu, Z Zeng, X Deng, L Zeng, S Xie… - European Journal of …, 2021 - Elsevier
Naturally occurring cyclic antimicrobial peptides (AMPs) such as tyrocidine A (Tyrc A) and
gramicidin S (GS) are appealing targets for the development of novel antibiotics. However …

Tailoring the physicochemical properties of antimicrobial peptides onto a thiazole-based γ-peptide foldamer

C Bonnel, B Legrand, M Simon, M Clavié… - Journal of Medicinal …, 2020 - ACS Publications
Antimicrobial peptides (AMPs) are amphipathic molecules displaying broad-spectrum
bactericidal activity, providing opportunities to develop a new generation of antibiotics …

Temperature-Induced Effects on the Structure of Gramicidin S

NBC Pfukwa, M Rautenbach, NT Hunt… - The Journal of …, 2023 - ACS Publications
We report on the structure of Gramicidin S (GS) in a model membrane mimetic environment
represented by the amphipathic solvent 1-octanol using one-dimensional (1D) and two …

A base promoted multigram synthesis of aminoisoxazoles: valuable building blocks for drug discovery and peptidomimetics

BA Chalyk, IY Kandaurova, KV Hrebeniuk… - RSC …, 2016 - pubs.rsc.org
A practical multigram metal free synthesis of isoxazole-containing building blocks from
commercially available amino acids was elaborated. The key reaction was a regioselective …

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 …