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 …

Developments and recent advancements in the field of endogenous amino acid selective bond forming reactions for bioconjugation

O Koniev, A Wagner - Chemical Society Reviews, 2015 - pubs.rsc.org
Bioconjugation methodologies have proven to play a central enabling role in the recent
development of biotherapeutics and chemical biology approaches. Recent endeavours in …

Thirteen decades of peptide synthesis: key developments in solid phase peptide synthesis and amide bond formation utilized in peptide ligation

DMM Jaradat - Amino acids, 2018 - Springer
A historical overview of peptide chemistry from T. Curtius to E. Fischer to M. Bergmann and
L. Zervas is first presented. Next, the fundamentals of peptide synthesis with a focus on solid …

A gold mine for drug discovery: Strategies to develop cyclic peptides into therapies

X Jing, K Jin - Medicinal research reviews, 2020 - Wiley Online Library
As a versatile therapeutic modality, peptides attract much attention because of their great
binding affinity, low toxicity, and the capability of targeting traditionally “undruggable” protein …

Chemical Protein Synthesis Using a Second-Generation N-Acylurea Linker for the Preparation of Peptide-Thioester Precursors

JB Blanco-Canosa, B Nardone, F Albericio… - Journal of the …, 2015 - ACS Publications
The broad utility of native chemical ligation (NCL) in protein synthesis has fostered a search
for methods that enable the efficient synthesis of C-terminal peptide-thioesters, key …

Transparent window vibrational probes for the characterization of proteins with high structural and temporal resolution

R Adhikary, J Zimmermann, FE Romesberg - Chemical reviews, 2017 - ACS Publications
Vibrational spectroscopy provides a direct route to the physicochemical characterization of
molecules. While both IR and Raman spectroscopy have been used for decades to provide …

Recent extensions to native chemical ligation for the chemical synthesis of peptides and proteins

LR Malins, RJ Payne - Current opinion in chemical biology, 2014 - Elsevier
Highlights•Recent progress in ligation chemistry for the synthesis of peptides and proteins is
outlined.•Extensions of native chemical ligation at thiol and selenol amino acids.•New C …

Trifluoroethanethiol: an additive for efficient one-pot peptide ligation− desulfurization chemistry

RE Thompson, X Liu, N Alonso-García… - Journal of the …, 2014 - ACS Publications
Native chemical ligation followed by desulfurization is a powerful strategy for the assembly
of proteins. Here we describe the development of a high-yielding, one-pot ligation …

Chemoselective peptide ligation-desulfurization at aspartate.

RE Thompson, B Chan, L Radom… - Angewandte …, 2013 - search.ebscohost.com
The article presents a study of chemoselective peptide ligation-desulfurization to a protected
β-mercapto aspartate (Asp) residue. It develops an scalable route to a protected β-mercapto …

A type of auxiliary for native chemical peptide ligation beyond cysteine and glycine junctions

SF Loibl, Z Harpaz, O Seitz - Angewandte Chemie International …, 2015 - Wiley Online Library
Native chemical ligation enables the chemical synthesis of proteins. Previously, thiol‐
containing auxiliary groups have been used to extend the reaction scope beyond N‐terminal …