p‐Chloropropynyl Phenylalanine, a Versatile Non‐Canonical Amino Acid for Co‐Translational Peptide Macrocyclization and Side Chain Diversification
Sign Up to like & getrecommendations! Published in 2023 at "ChemBioChem"
DOI: 10.1002/cbic.202300020
Abstract: Macrocyclization has proven to be a beneficial strategy to improve upon some of the disadvantages of peptides as therapeutics. Nevertheless, many peptide cyclization strategies are not compatible with in vitro display technologies like mRNA display. Here… read more here.
Keywords: chloropropynyl phenylalanine; macrocyclization; amino acid; peptide macrocyclization ... See more keywords
Rapid and Highly Productive Assembly of a Disulfide Bond in Solid-Phase Peptide Macrocyclization.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c00078
Abstract: Here we report a highly efficient disulfide-driven peptide macrocyclization in 15 min on a solid support using persulfate as a crucial additive in iodine-mediated oxidative cyclization. The method eliminates the side products of classical iodine-mediated… read more here.
Keywords: highly productive; productive assembly; peptide macrocyclization; assembly disulfide ... See more keywords
Unprotected peptide macrocyclization and stapling via a fluorine-thiol displacement reaction
Sign Up to like & getrecommendations! Published in 2022 at "Nature Communications"
DOI: 10.1038/s41467-022-27995-5
Abstract: We report the discovery of a facile peptide macrocyclization and stapling strategy based on a fluorine thiol displacement reaction (FTDR), which renders a class of peptide analogues with enhanced stability, affinity, cellular uptake, and inhibition… read more here.
Keywords: displacement reaction; peptide macrocyclization; fluorine thiol; macrocyclization stapling ... See more keywords
Spontaneous, co-translational peptide macrocyclization using p-cyanoacetylene-phenylalanine.
Sign Up to like & getrecommendations! Published in 2022 at "Chemical communications"
DOI: 10.1039/d2cc01148d
Abstract: Peptide macrocycles (PMCs) are increasingly popular for the development of inhibitors of protein-protein interactions (PPIs). Large libraries of PMCs are accessible using display technologies like mRNA display and phage display. These technologies require macrocyclization chemistries… read more here.
Keywords: spontaneous translational; peptide; translational peptide; macrocyclization using ... See more keywords