Macrocyclic peptides as drug candidates: recent progress and remaining challenges

AA Vinogradov, Y Yin, H Suga - Journal of the American Chemical …, 2019 - ACS Publications
Peptides as a therapeutic modality attract much attention due to their synthetic accessibility,
high degree of specific binding, and the ability to target protein surfaces traditionally …

Supramolecular luminescent sensors

TL Mako, JM Racicot, M Levine - Chemical reviews, 2018 - ACS Publications
There is great need for stand-alone luminescence-based chemosensors that exemplify
selectivity, sensitivity, and applicability and that overcome the challenges that arise from …

Multicomponent reaction toolbox for peptide macrocyclization and stapling

L Reguera, DG Rivera - Chemical reviews, 2019 - ACS Publications
In the past decade, multicomponent reactions have experienced a renaissance as powerful
peptide macrocyclization tools enabling the rapid creation of skeletal complexity and …

Peptide macrocyclization by transition metal catalysis

DG Rivera, GM Ojeda-Carralero, L Reguera… - Chemical Society …, 2020 - pubs.rsc.org
Peptide macrocyclization has traditionally relied on lactam, lactone and disulfide bond-
forming reactions that aim at introducing conformational constraints into small peptide …

Heteroaryl rings in peptide macrocycles

IV Smolyar, AK Yudin, VG Nenajdenko - Chemical reviews, 2019 - ACS Publications
This Review is devoted to the chemistry of macrocyclic peptides having heterocyclic
fragments in their structure. These motifs are present in many natural products and synthetic …

PIII‐Directed Late‐Stage Ligation and Macrocyclization of Peptides with Olefins by Rhodium Catalysis

L Liu, X Fan, B Wang, H Deng, T Wang… - Angewandte Chemie …, 2022 - Wiley Online Library
Transition metal‐catalyzed C− H activation is a step‐economical strategy for peptide
functionalization. Herein, we report the method of late‐stage peptide ligation and …

Late‐Stage Peptide Macrocyclization by Palladium‐Catalyzed Site‐Selective C− H Olefination of Tryptophan

Z Bai, C Cai, W Sheng, Y Ren, H Wang - Angewandte Chemie, 2020 - Wiley Online Library
Transition‐metal‐catalyzed C− H activation has shown potential in the functionalization of
peptides with expanded structural diversity. Herein, the development of late‐stage peptide …

Chemoselective, oxidation-induced macrocyclization of tyrosine-containing peptides

ED Keyes, MC Mifflin, MJ Austin, BJ Alvey… - Journal of the …, 2023 - ACS Publications
Inspired by nature's wide range of oxidation-induced modifications to install cross-links and
cycles at tyrosine (Tyr) and other phenol-containing residue side chains, we report a Tyr …

Macrocyclization via C–H functionalization: a new paradigm in macrocycle synthesis

S Sengupta, G Mehta - Organic & Biomolecular Chemistry, 2020 - pubs.rsc.org
The growing emphasis on macrocycles in engaging difficult therapeutic targets such as
protein–protein interactions and GPCRs via preferential adaptation of bioactive and cell …

Recent advances in photoredox catalysis enabled functionalization of α-amino acids and peptides: concepts, strategies and mechanisms

JQ Liu, A Shatskiy, BS Matsuura, MD Kärkäs - Synthesis, 2019 - thieme-connect.com
The selective modification of α-amino acids and peptides constitutes a pivotal arena for
accessing new peptide-based materials and therapeutics. In recent years, visible light …