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 …
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 …
Synthesis and semisynthesis of selenopeptides and selenoproteins
Highlights•When selenoester is used for ligation reactions with diselenides, kinetics are
accelerated and side reactions are minimized.•Selenozolidine is emerging as the preferred …
accelerated and side reactions are minimized.•Selenozolidine is emerging as the preferred …
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 …
Native chemical ligation combined with desulfurization and deselenization: a general strategy for chemical protein synthesis
PE Dawson - Israel Journal of Chemistry, 2011 - Wiley Online Library
Of the many approaches proposed to generalize the native chemical ligation approach for
protein synthesis, the simple procedure of global desulfurization of peptide thiols has …
protein synthesis, the simple procedure of global desulfurization of peptide thiols has …
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 …
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 …
[HTML][HTML] Traceless ligation of cysteine peptides using selective deselenization
The synthesis of proteins with a fully native sequence is an ongoing challenge in protein
chemistry. Native chemical ligation (NCL) approaches have proven to be generally …
chemistry. Native chemical ligation (NCL) approaches have proven to be generally …
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 …
Utilizing selenocysteine for expressed protein ligation and bioconjugations
J Liu, Q Chen, S Rozovsky - Journal of the American Chemical …, 2017 - ACS Publications
Employing selenocysteine-containing protein fragments to form the amide bond between
respective protein fragments significantly extends the current capabilities of the widely used …
respective protein fragments significantly extends the current capabilities of the widely used …