Macrocyclization strategies for cyclic peptides and peptidomimetics

C Bechtler, C Lamers - RSC Medicinal Chemistry, 2021 - pubs.rsc.org
Peptides are a growing therapeutic class due to their unique spatial characteristics that can
target traditionally “undruggable” protein–protein interactions and surfaces. Despite their …

Recent advances in peptide macrocyclization strategies

P Fang, WK Pang, S Xuan, WL Chan… - Chemical Society …, 2024 - pubs.rsc.org
Recently, owing to their special spatial structures, peptide-based macrocycles have shown
tremendous promise and aroused great interest in multidisciplinary research ranging from …

Covalent and noncovalent targeting of the Tcf4/β-catenin strand interface with β-hairpin mimics

SL Blosser, N Sawyer, I Maksimovic, B Ghosh… - ACS chemical …, 2021 - ACS Publications
β-Strands are a fundamental component of protein structure, and these extended peptide
regions serve as binding epitopes for numerous protein–protein complexes. However …

Photochemical methods for peptide macrocyclisation

L Raynal, NC Rose, JR Donald… - Chemistry–A European …, 2021 - Wiley Online Library
Photochemical reactions have been the subject of renewed interest over the last two
decades, leading to the development of many new, diverse and powerful chemical …

Hydrolytically stable maleimide-end-functionalized polymers for site-specific protein conjugation

TA Wright, MS Rahman, C Bennett… - Bioconjugate …, 2021 - ACS Publications
Site-specific conjugation to cysteines of proteins often uses ester groups to link maleimide or
alkene groups to polymers. However, the ester group is susceptible to hydrolysis, potentially …

Thioether analogues of the pituitary neuropeptide oxytocin via thiol–ene macrocyclisation of unprotected peptides

MD Nolan, C Shine, EM Scanlan… - Organic & Biomolecular …, 2022 - pubs.rsc.org
Disulfide bonds are an essential feature of many bioactive peptides, however, they are labile
to reducing conditions which can limit therapeutic application. Herein, we report an efficient …

Sequence-defined oligoampholytes using hydrolytically stable vinyl sulfonamides: design and UCST behaviour

C Mertens, R Aksakal, N Badi, FE Du Prez - Polymer Chemistry, 2021 - pubs.rsc.org
Polyampholytes, widely investigated for their distinct properties, are typically prepared via
conventional polymerisation techniques. This results in an ensemble of polymer chains with …

Expanding the thiol–X toolbox: photoinitiation and materials application of the acid-catalyzed thiol–ene (ACT) reaction

BP Sutherland, M Kabra, CJ Kloxin - Polymer chemistry, 2021 - pubs.rsc.org
The acid-catalyzed thiol–ene reaction (ACT) is a unique thiol–X conjugation strategy that
produces S, X-acetal conjugates. Unlike the well-known radical-mediated thiol–ene and …

Chemoselective synthesis of N-terminal cysteinyl thioesters via β, γ-C, S thiol-michael addition

R Petracca, KA Bowen, L McSweeney… - Organic …, 2019 - ACS Publications
Dehydroalanine (ΔAla) is a highly electrophilic residue that can react efficiently with sulfur
nucleophiles to furnish cysteinyl analogues. Herein, we report an efficient synthesis of N …

[HTML][HTML] Synthesis of novel sulfide-based cyclic peptidomimetic analogues to solonamides

J Brango-Vanegas, LA Martinho… - Beilstein Journal of …, 2019 - beilstein-journals.org
Eight new sulfide-based cyclic peptidomimetic analogues of solonamides A and B have
been synthesized via solid-phase peptide synthesis and SN 2'reaction on a Morita–Baylis …