FeCl(3)-Mediated Side Chain Modification of Aspartic Acid- and Glutamic Acid-Containing Peptides on a Solid Support

[Image: see text] An efficient, convenient, and selective Lewis acid-based strategy for on-resin deprotection of the side chain tert-butyl-protected aspartic acid and glutamic acid of a peptide is achieved. The method is mild, cost-effective, and Fmoc chemistry compatible and allows on-resin incorpo...

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Autores principales: Giri, Rajat Subhra, Manne, Srinivasa Rao, Dolai, Gobinda, Paul, Ashim, Kalita, Tapasi, Mandal, Bhubaneswar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644899/
https://www.ncbi.nlm.nih.gov/pubmed/31457256
http://dx.doi.org/10.1021/acsomega.7b01143
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author Giri, Rajat Subhra
Manne, Srinivasa Rao
Dolai, Gobinda
Paul, Ashim
Kalita, Tapasi
Mandal, Bhubaneswar
author_facet Giri, Rajat Subhra
Manne, Srinivasa Rao
Dolai, Gobinda
Paul, Ashim
Kalita, Tapasi
Mandal, Bhubaneswar
author_sort Giri, Rajat Subhra
collection PubMed
description [Image: see text] An efficient, convenient, and selective Lewis acid-based strategy for on-resin deprotection of the side chain tert-butyl-protected aspartic acid and glutamic acid of a peptide is achieved. The method is mild, cost-effective, and Fmoc chemistry compatible and allows on-resin incorporation of amides, esters, and thioesters in good yield. This method will find wide applicability in peptide and protein modification because it enriches the toolbox of orthogonal protection/deprotection techniques.
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spelling pubmed-66448992019-08-27 FeCl(3)-Mediated Side Chain Modification of Aspartic Acid- and Glutamic Acid-Containing Peptides on a Solid Support Giri, Rajat Subhra Manne, Srinivasa Rao Dolai, Gobinda Paul, Ashim Kalita, Tapasi Mandal, Bhubaneswar ACS Omega [Image: see text] An efficient, convenient, and selective Lewis acid-based strategy for on-resin deprotection of the side chain tert-butyl-protected aspartic acid and glutamic acid of a peptide is achieved. The method is mild, cost-effective, and Fmoc chemistry compatible and allows on-resin incorporation of amides, esters, and thioesters in good yield. This method will find wide applicability in peptide and protein modification because it enriches the toolbox of orthogonal protection/deprotection techniques. American Chemical Society 2017-10-10 /pmc/articles/PMC6644899/ /pubmed/31457256 http://dx.doi.org/10.1021/acsomega.7b01143 Text en Copyright © 2017 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Giri, Rajat Subhra
Manne, Srinivasa Rao
Dolai, Gobinda
Paul, Ashim
Kalita, Tapasi
Mandal, Bhubaneswar
FeCl(3)-Mediated Side Chain Modification of Aspartic Acid- and Glutamic Acid-Containing Peptides on a Solid Support
title FeCl(3)-Mediated Side Chain Modification of Aspartic Acid- and Glutamic Acid-Containing Peptides on a Solid Support
title_full FeCl(3)-Mediated Side Chain Modification of Aspartic Acid- and Glutamic Acid-Containing Peptides on a Solid Support
title_fullStr FeCl(3)-Mediated Side Chain Modification of Aspartic Acid- and Glutamic Acid-Containing Peptides on a Solid Support
title_full_unstemmed FeCl(3)-Mediated Side Chain Modification of Aspartic Acid- and Glutamic Acid-Containing Peptides on a Solid Support
title_short FeCl(3)-Mediated Side Chain Modification of Aspartic Acid- and Glutamic Acid-Containing Peptides on a Solid Support
title_sort fecl(3)-mediated side chain modification of aspartic acid- and glutamic acid-containing peptides on a solid support
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644899/
https://www.ncbi.nlm.nih.gov/pubmed/31457256
http://dx.doi.org/10.1021/acsomega.7b01143
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