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 ◽  
...  
Molecules ◽  
2021 ◽  
Vol 26 (5) ◽  
pp. 1386
Author(s):  
Florent Kerdraon ◽  
Gemma Bogard ◽  
Benoît Snella ◽  
Hervé Drobecq ◽  
Muriel Pichavant ◽  
...  

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.


2021 ◽  
Author(s):  
Florent kerdraon ◽  
Gemma Bogard ◽  
Benoît Snella ◽  
Hervé Drobecq ◽  
Muriel Pichavant ◽  
...  

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>


2021 ◽  
Author(s):  
Florent kerdraon ◽  
Gemma Bogard ◽  
Benoît Snella ◽  
Hervé Drobecq ◽  
Muriel Pichavant ◽  
...  

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>


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

2015 ◽  
Vol 137 (22) ◽  
pp. 7197-7209 ◽  
Author(s):  
Juan B. Blanco-Canosa ◽  
Brunello Nardone ◽  
Fernando Albericio ◽  
Philip E. Dawson

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

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