Synthesis and utility of β-selenol-phenylalanine for native chemical ligation–deselenization chemistry
An efficient synthetic route to a suitably protected β-selenol-phenylalanine derivative from
commercially available Garner's aldehyde is described. The incorporation of this building …
commercially available Garner's aldehyde is described. The incorporation of this building …
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 …
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 …
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 …
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 …
One‐pot ligation–oxidative deselenization at selenocysteine and selenocystine
The use of native chemical ligation at selenocysteine (Sec) residues with peptide thioesters
and additive‐free selenocystine ligation with peptides bearing phenyl selenoesters, in …
and additive‐free selenocystine ligation with peptides bearing phenyl selenoesters, in …
Selenocysteine derivatives for chemoselective ligations
MD Gieselman, Y Zhu, H Zhou, D Galonic… - …, 2002 - experts.illinois.edu
Selenium variation on a cysteine theme: Selenocysteine (Sec) has been employed in a
number of chemoselective ligations. Sec can be used for native chemical and expressed …
number of chemoselective ligations. Sec can be used for native chemical and expressed …
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 …
Straightforward Synthesis of Non‐Natural Selenium Containing Amino Acid Derivatives and Peptides
A series of non‐natural selenium‐containing amino acid derivatives and peptides have
been synthesized, in a flexible and modular strategy. The peptide coupling reaction between …
been synthesized, in a flexible and modular strategy. The peptide coupling reaction between …