Accelerating chemoselective peptide bond formation using bis (2-selenylethyl) amido peptide selenoester surrogates

L Raibaut, M Cargoët, N Ollivier, YM Chang… - Chemical …, 2016 - pubs.rsc.org
Given the potential of peptide selenoesters for protein total synthesis and the paucity of
methods for the synthesis of these sensitive peptide derivatives, we sought to explore the …

Preparation of Peptide Selenoesters from Their Corresponding Acyl Hydrazides

Y Li, J Liu, Q Zhou, J Zhao… - Chinese Journal of …, 2021 - Wiley Online Library
Main observation and conclusion Selenoesters are useful substitutes for traditional
thioesters in protein ligation chemistry due to their high reactivity in the trans‐thio …

Solid phase synthesis of peptide-selenoesters

A Ghassemian, X Vila-Farrés, PF Alewood… - Bioorganic & medicinal …, 2013 - Elsevier
The synthesis of proteins by native chemical ligation greatly enhances the application of
chemistry to complex molecules such as proteins. The essential building blocks for this …

Diselenide–selenoester ligation for chemical protein synthesis

SS Kulkarni, EE Watson, B Premdjee… - Nature …, 2019 - nature.com
Chemoselective peptide ligation methods have provided synthetic access to numerous
proteins, including those bearing native post-translational modifications and unnatural …

Solid-phase synthesis of peptide selenoesters via a side-chain anchoring strategy

CC Hanna, SS Kulkarni, EE Watson… - Chemical …, 2017 - pubs.rsc.org
Peptide selenoesters have recently emerged as key building blocks for the ligation-based
assembly of large polypeptides and proteins. Herein, we report an efficient solid-phase …

Peptide ligation chemistry at selenol amino acids

LR Malins, NJ Mitchell, RJ Payne - Journal of Peptide Science, 2014 - Wiley Online Library
The convergent assembly of peptide fragments by native chemical ligation has
revolutionized the way in which proteins can be accessed by chemical synthesis. A variation …

Rapid additive-free selenocystine–selenoester peptide ligation

NJ Mitchell, LR Malins, X Liu… - Journal of the …, 2015 - ACS Publications
We describe an unprecedented reaction between peptide selenoesters and peptide dimers
bearing N-terminal selenocystine that proceeds in aqueous buffer to afford native amide …

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 …

Synthesis and utility of β-selenophenylalanine and β-selenoleucine in diselenide–selenoester ligation

X Wang, L Corcilius, B Premdjee… - The Journal of Organic …, 2019 - ACS Publications
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 …

Accelerated protein synthesis via one-pot ligation-deselenization chemistry

NJ Mitchell, J Sayers, SS Kulkarni, D Clayton… - Chem, 2017 - cell.com
Peptide ligation chemistry has revolutionized protein science by facilitating access to
synthetic proteins. Here, we describe the development of additive-free ligation …