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 …

Chemoselective ligation and modification strategies for peptides and proteins

CPR Hackenberger… - Angewandte Chemie …, 2008 - Wiley Online Library
The investigation of biological processes by chemical methods, commonly referred to as
chemical biology, often requires chemical access to biologically relevant macromolecules …

Catalytic conjunctive cross-coupling enabled by metal-induced metallate rearrangement

L Zhang, GJ Lovinger, EK Edelstein, AA Szymaniak… - Science, 2016 - science.org
Transition metal catalysis plays a central role in contemporary organic synthesis.
Considering the tremendously broad array of transition metal–catalyzed transformations, it is …

Chemical synthesis of post-translationally modified H2AX reveals redundancy in interplay between histone phosphorylation, ubiquitination, and methylation on the …

H Ai, GC Chu, Q Gong, ZB Tong, Z Deng… - Journal of the …, 2022 - ACS Publications
The chemical synthesis of homogeneously modified histones is a powerful approach to
quantitatively decipher how post-translational modifications (PTMs) modulate epigenetic …

Quasi-racemic X-ray structures of K27-linked ubiquitin chains prepared by total chemical synthesis

M Pan, S Gao, Y Zheng, X Tan, H Lan… - Journal of the …, 2016 - ACS Publications
Quasi-racemic crystallography has been used to determine the X-ray structures of K27-
linked ubiquitin (Ub) chains prepared through total chemical synthesis. Crystal structures of …

Enzymes in the synthesis of glycoconjugates

RM Schmaltz, SR Hanson, CH Wong - Chemical reviews, 2011 - ACS Publications
Aims This review is intended to update our previous discussion on the chemoenzymatic
synthesis of carbohydrates and glycoconjugates,(1) with new emphasis placed on …

[PDF][PDF] Native chemical ligation at valine

C Haase, H Rohde, O Seitz - Angewandte Chemie-International …, 2008 - academia.edu
Among the techniques employed for coupling peptide segments,[1] native chemical ligation
is among the most useful.[2] Since its discovery it has become a powerful tool for the …

Chemical approaches to glycobiology

LL Kiessling, RA Splain - Annual review of biochemistry, 2010 - annualreviews.org
Glycans are ubiquitous components of all organisms. Efforts to elucidate glycan function and
to understand how they are assembled and disassembled can reap benefits in fields …

Advances in chemical ligation strategies for the synthesis of glycopeptides and glycoproteins

RJ Payne, CH Wong - Chemical communications, 2010 - pubs.rsc.org
A number of recent advances in the chemical synthesis of glycopeptides and glycoproteins
are described, with particular focus on the development of peptide ligation strategies and …

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 …