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 …
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 …
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 …
chemistry to complex molecules such as proteins. The essential building blocks for this …
Diselenide–selenoester ligation for chemical protein synthesis
Chemoselective peptide ligation methods have provided synthetic access to numerous
proteins, including those bearing native post-translational modifications and unnatural …
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 …
assembly of large polypeptides and proteins. Herein, we report an efficient solid-phase …
Peptide ligation chemistry at selenol amino acids
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 …
revolutionized the way in which proteins can be accessed by chemical synthesis. A variation …
Rapid additive-free selenocystine–selenoester peptide ligation
We describe an unprecedented reaction between peptide selenoesters and peptide dimers
bearing N-terminal selenocystine that proceeds in aqueous buffer to afford native amide …
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
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 …
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 …
was accomplished from Garner's aldehyde as a common starting point. These selenoamino …
Accelerated protein synthesis via one-pot ligation-deselenization chemistry
Peptide ligation chemistry has revolutionized protein science by facilitating access to
synthetic proteins. Here, we describe the development of additive-free ligation …
synthetic proteins. Here, we describe the development of additive-free ligation …