C-Terminal Arginine-Selective Cleavage of Peptides as a Method for Mimicking Carboxypeptidase B

[Image: see text] C-Terminal residues play a pivotal role in dictating the structure and functions of proteins. Herein, we report a mild, efficient, chemoselective, and site-selective chemical method that allows for precise chemical proteolysis at C-terminal arginine dictated by 9,10-phenanthrenequi...

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Autores principales: Prosser, Lyndsey C., Talbott, John M., Garrity, Rose P., Raj, Monika
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10463270/
https://www.ncbi.nlm.nih.gov/pubmed/37585337
http://dx.doi.org/10.1021/acs.orglett.3c02418
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author Prosser, Lyndsey C.
Talbott, John M.
Garrity, Rose P.
Raj, Monika
author_facet Prosser, Lyndsey C.
Talbott, John M.
Garrity, Rose P.
Raj, Monika
author_sort Prosser, Lyndsey C.
collection PubMed
description [Image: see text] C-Terminal residues play a pivotal role in dictating the structure and functions of proteins. Herein, we report a mild, efficient, chemoselective, and site-selective chemical method that allows for precise chemical proteolysis at C-terminal arginine dictated by 9,10-phenanthrenequinone independent of the remaining sequence. This biomimetic approach also exhibits the potential to synthesize C-terminal methyl ester (−CO(2)Me) peptides.
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spelling pubmed-104632702023-08-30 C-Terminal Arginine-Selective Cleavage of Peptides as a Method for Mimicking Carboxypeptidase B Prosser, Lyndsey C. Talbott, John M. Garrity, Rose P. Raj, Monika Org Lett [Image: see text] C-Terminal residues play a pivotal role in dictating the structure and functions of proteins. Herein, we report a mild, efficient, chemoselective, and site-selective chemical method that allows for precise chemical proteolysis at C-terminal arginine dictated by 9,10-phenanthrenequinone independent of the remaining sequence. This biomimetic approach also exhibits the potential to synthesize C-terminal methyl ester (−CO(2)Me) peptides. American Chemical Society 2023-08-16 /pmc/articles/PMC10463270/ /pubmed/37585337 http://dx.doi.org/10.1021/acs.orglett.3c02418 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Prosser, Lyndsey C.
Talbott, John M.
Garrity, Rose P.
Raj, Monika
C-Terminal Arginine-Selective Cleavage of Peptides as a Method for Mimicking Carboxypeptidase B
title C-Terminal Arginine-Selective Cleavage of Peptides as a Method for Mimicking Carboxypeptidase B
title_full C-Terminal Arginine-Selective Cleavage of Peptides as a Method for Mimicking Carboxypeptidase B
title_fullStr C-Terminal Arginine-Selective Cleavage of Peptides as a Method for Mimicking Carboxypeptidase B
title_full_unstemmed C-Terminal Arginine-Selective Cleavage of Peptides as a Method for Mimicking Carboxypeptidase B
title_short C-Terminal Arginine-Selective Cleavage of Peptides as a Method for Mimicking Carboxypeptidase B
title_sort c-terminal arginine-selective cleavage of peptides as a method for mimicking carboxypeptidase b
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10463270/
https://www.ncbi.nlm.nih.gov/pubmed/37585337
http://dx.doi.org/10.1021/acs.orglett.3c02418
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