Efficient Chemical Protein Synthesis using Fmoc‐Masked N‐Terminal Cysteine in Peptide Thioester Segments

2020 ◽  
Vol 132 (35) ◽  
pp. 14906-14911
Author(s):  
Abhisek Kar ◽  
Jamsad Mannuthodikayil ◽  
Sameer Singh ◽  
Anamika Biswas ◽  
Puneet Dubey ◽  
...  
Keyword(s):  
Protein Synthesis ◽  
Chemical Protein Synthesis ◽  
Peptide Thioester

scholarly journals Insights into the Mechanism and Catalysis of Peptide Thioester Synthesis by Alkylselenols Provide a New Tool for Chemical Protein Synthesis

Molecules ◽  
2021 ◽  
Vol 26 (5) ◽  
pp. 1386
Author(s):  
Florent Kerdraon ◽  
Gemma Bogard ◽  
Benoît Snella ◽  
Hervé Drobecq ◽  
Muriel Pichavant ◽  
...  
Keyword(s):  
Protein Synthesis ◽  
Total Synthesis ◽  
Adaptive Immunity ◽  
Biologically Active ◽  
Acidic Ph ◽  
Innate And Adaptive Immunity ◽  
Chemotactic Protein ◽  
Chemical Protein Synthesis ◽  
Peptide Thioester ◽  
Peptide Thioesters

While thiol-based catalysts are widely employed for chemical protein synthesis relying on peptide thioester chemistry, this is less true for selenol-based catalysts whose development is in its infancy. In this study, we compared different selenols derived from the selenocysteamine scaffold for their capacity to promote thiol–thioester exchanges in water at mildly acidic pH and the production of peptide thioesters from bis(2-sulfanylethyl)amido (SEA) peptides. The usefulness of a selected selenol compound is illustrated by the total synthesis of a biologically active human chemotactic protein, which plays an important role in innate and adaptive immunity.

scholarly journals Efficient Chemical Protein Synthesis using Fmoc‐Masked N‐Terminal Cysteine in Peptide Thioester Segments

2020 ◽  
Vol 59 (35) ◽  
pp. 14796-14801
Author(s):  
Abhisek Kar ◽  
Jamsad Mannuthodikayil ◽  
Sameer Singh ◽  
Anamika Biswas ◽  
Puneet Dubey ◽  
...  
Keyword(s):  
Protein Synthesis ◽  
Chemical Protein Synthesis ◽  
Peptide Thioester

scholarly journals Insights into the Mechanism and Catalysis of Peptide Thioester Synthesis by Alkylselenols Provide a New Tool for Chemical Protein Synthesis

2021 ◽  
Author(s):  
Florent kerdraon ◽  
Gemma Bogard ◽  
Benoît Snella ◽  
Hervé Drobecq ◽  
Muriel Pichavant ◽  
...  
Keyword(s):  
Protein Synthesis ◽  
Total Synthesis ◽  
Adaptive Immunity ◽  
Biologically Active ◽  
Acidic Ph ◽  
Innate And Adaptive Immunity ◽  
Chemotactic Protein ◽  
Chemical Protein Synthesis ◽  
Peptide Thioester ◽  
Peptide Thioesters

While thiol-based catalysts are widely employed for chemical protein synthesis relying on peptide thioester chemistry, this is less true for selenol-based catalysts whose development is in its infancy. In this study, we compared different selenols derived from the selenocysteamine scaffold for their capacity to promote thiol-thioester exchanges in water at mildly acidic pH and the production of peptide thioesters from bis(2-sulfanylethyl)amido (SEA) peptides. The usefulness of a selected selenol compound is illustrated by the total synthesis of a biologically active human chemotactic protein, which plays an important role in innate and adaptive immunity<br>

scholarly journals Insights into the Mechanism and Catalysis of Peptide Thioester Synthesis by Alkylselenols Provide a New Tool for Chemical Protein Synthesis

2021 ◽  
Author(s):  
Florent kerdraon ◽  
Gemma Bogard ◽  
Benoît Snella ◽  
Hervé Drobecq ◽  
Muriel Pichavant ◽  
...  
Keyword(s):  
Protein Synthesis ◽  
Total Synthesis ◽  
Adaptive Immunity ◽  
Biologically Active ◽  
Acidic Ph ◽  
Innate And Adaptive Immunity ◽  
Chemotactic Protein ◽  
Chemical Protein Synthesis ◽  
Peptide Thioester ◽  
Peptide Thioesters

While thiol-based catalysts are widely employed for chemical protein synthesis relying on peptide thioester chemistry, this is less true for selenol-based catalysts whose development is in its infancy. In this study, we compared different selenols derived from the selenocysteamine scaffold for their capacity to promote thiol-thioester exchanges in water at mildly acidic pH and the production of peptide thioesters from bis(2-sulfanylethyl)amido (SEA) peptides. The usefulness of a selected selenol compound is illustrated by the total synthesis of a biologically active human chemotactic protein, which plays an important role in innate and adaptive immunity<br>

Chemical Protein Synthesis Using a Second-Generation N-Acylurea Linker for the Preparation of Peptide-Thioester Precursors

2015 ◽  
Vol 137 (22) ◽  
pp. 7197-7209 ◽  
Author(s):  
Juan B. Blanco-Canosa ◽  
Brunello Nardone ◽  
Fernando Albericio ◽  
Philip E. Dawson
Keyword(s):  
Protein Synthesis ◽  
Second Generation ◽  
Chemical Protein Synthesis ◽  
Peptide Thioester

Diselenide–selenoester ligation for chemical protein synthesis

2019 ◽  
Vol 14 (7) ◽  
pp. 2229-2257 ◽  
Author(s):  
Sameer S. Kulkarni ◽  
Emma E. Watson ◽  
Bhavesh Premdjee ◽  
Kilian W. Conde-Frieboes ◽  
Richard J. Payne
Keyword(s):  
Protein Synthesis ◽  
Chemical Protein Synthesis
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