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 …

Rapid and efficient protein synthesis through expansion of the native chemical ligation concept

SS Kulkarni, J Sayers, B Premdjee… - Nature Reviews …, 2018 - nature.com
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 …

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 …

Ligation technologies for the synthesis of cyclic peptides

HY Chow, Y Zhang, E Matheson, X Li - Chemical Reviews, 2019 - ACS Publications
Cyclic peptides have been attracting a lot of attention in recent decades, especially in the
area of drug discovery, as more and more naturally occurring cyclic peptides with diverse …

Selenium and selenocysteine in protein chemistry

R Mousa, R Notis Dardashti… - Angewandte Chemie …, 2017 - Wiley Online Library
Selenocysteine, the selenium‐containing analogue of cysteine, is the twenty‐first
proteinogenic amino acid. Since its discovery almost fifty years ago, it has been exploited in …

Serine/threonine ligation: origin, mechanistic aspects, and applications

H Liu, X Li - Accounts of chemical research, 2018 - ACS Publications
Conspectus Synthetic proteins are expected to go beyond the boundary of recombinant
DNA expression systems by being flexibly installed with site-specific natural or unnatural …

Chemical Synthesis of Microtubule-Associated Protein Tau

WC Powell, R Jing, MA Walczak - Journal of the American …, 2023 - ACS Publications
Deposits of the microtubule-associated protein Tau (MAPT) serve as a hallmark of
neurodegenerative diseases known as tauopathies. Numerous studies have demonstrated …

Peptide ligation at high dilution via reductive diselenide-selenoester ligation

TS Chisholm, SS Kulkarni, KR Hossain… - Journal of the …, 2019 - ACS Publications
Peptide ligation chemistry has revolutionized protein science by providing access to
homogeneously modified peptides and proteins. However, lipidated polypeptides and …

Stereoselective and divergent construction of β-thiolated/selenolated amino acids via photoredox-catalyzed asymmetric Giese reaction

H Yin, M Zheng, H Chen, S Wang, Q Zhou… - Journal of the …, 2020 - ACS Publications
Sulfur and selenium occupy a distinguished position in biology owing to their redox
activities, high nucleophilicity, and acyl transfer capabilities. Thiolated/selenolated amino …

The selenocysteine toolbox: A guide to studying the 21st amino acid

CZ Chung, N Krahn - Archives of biochemistry and biophysics, 2022 - Elsevier
Abstract Selenocysteine (Sec), the 21st genetically encoded amino acid, is structurally
similar to cysteine (Cys) but with a sulfur to selenium replacement. This small change …