Native chemical ligation and extended methods: mechanisms, catalysis, scope, and limitations
V Agouridas, O El Mahdi, V Diemer, M Cargoet… - Chemical …, 2019 - ACS Publications
The native chemical ligation reaction (NCL) involves reacting a C-terminal peptide thioester
with an N-terminal cysteinyl peptide to produce a native peptide bond between the two …
with an N-terminal cysteinyl peptide to produce a native peptide bond between the two …
Rapid and efficient protein synthesis through expansion of the native chemical ligation concept
The growing interest in proteins, both in fundamental research and in drug discovery, has
fuelled demand for efficient synthetic methods to access these biomolecules. Although solid …
fuelled demand for efficient synthetic methods to access these biomolecules. Although solid …
Desulfurative Borylation of Small Molecules, Peptides, and Proteins
We introduce a direct conversion of alkyl thiols into boronic acids, facilitated by a water-
soluble phosphine, 1, 3, 5-triaza-7-phosphaadamantane (PTA), in conjunction with …
soluble phosphine, 1, 3, 5-triaza-7-phosphaadamantane (PTA), in conjunction with …
Biocompatible strategies for peptide macrocyclisation
Peptides are increasingly important drug candidates, offering numerous advantages over
conventional small molecules. However, they face significant challenges related to stability …
conventional small molecules. However, they face significant challenges related to stability …
Enabling Peptide Ligation at Aromatic Junction Mimics via Native Chemical Ligation and Palladium-Mediated S-Arylation
Synthetic strategies to assemble peptide fragments are in high demand to access
homogeneous proteins for various applications. Here, we combined native chemical ligation …
homogeneous proteins for various applications. Here, we combined native chemical ligation …
Synthesis of l‐ and d‐Ubiquitin by One‐Pot Ligation and Metal‐Free Desulfurization
YC Huang, CC Chen, S Gao, YH Wang… - … A European Journal, 2016 - Wiley Online Library
Native chemical ligation combined with desulfurization has become a powerful strategy for
the chemical synthesis of proteins. Here we describe the use of a new thiol additive, methyl …
the chemical synthesis of proteins. Here we describe the use of a new thiol additive, methyl …
Oxidative deselenization of selenocysteine: applications for programmed ligation at serine
Despite the unique chemical properties of selenocysteine (Sec), ligation at Sec is an under‐
utilized methodology for protein synthesis. We describe herein an unprecedented protocol …
utilized methodology for protein synthesis. We describe herein an unprecedented protocol …
Visible-light-induced specific desulfurization of cysteinyl peptide and glycopeptide in aqueous solution
XF Gao, JJ Du, Z Liu, J Guo - Organic letters, 2016 - ACS Publications
Visible-light-induced specific desulfurization of cysteinyl peptides has been explored. The
photocatalytic desulfurization catalyzed by Ru (bpy) 32+ can proceed efficiently at room …
photocatalytic desulfurization catalyzed by Ru (bpy) 32+ can proceed efficiently at room …
Internal activation of peptidyl prolyl thioesters in native chemical ligation
Prolyl thioesters have shown significantly lower reactivities in native chemical ligation (NCL)
in comparison to that of the alanyl thioester. This report describes a mild and efficient …
in comparison to that of the alanyl thioester. This report describes a mild and efficient …
Synthesis and utility of β-selenophenylalanine and β-selenoleucine in diselenide–selenoester ligation
The synthesis of suitably protected β-selenophenylalanine and β-selenoleucine amino acids
was accomplished from Garner's aldehyde as a common starting point. These selenoamino …
was accomplished from Garner's aldehyde as a common starting point. These selenoamino …