Enzymatic “Click” Ligation: Selective Cysteine Modification in Polypeptides Enabled by Promiscuous Glutathione S-Transferase

Singled out for special treatment: Naturally occurring glutathione S-transferase (GST) was used to catalyze an efficient “click” ligation between polypeptides with an N-terminal glutathione sequence and biomolecules or chemical probes containing perfluorinated aromatic groups (see scheme). The site-...

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Main Authors: Zhang, Chi, Spokoyny, Alexander M., Zou, Yekui, Pentelute, Bradley L., Simon, Mark
Other Authors: Massachusetts Institute of Technology. Department of Chemistry
Format: Article
Language:en_US
Published: Wiley Blackwell 2015
Online Access:http://hdl.handle.net/1721.1/95629
https://orcid.org/0000-0001-9519-7456
https://orcid.org/0000-0003-1632-5195
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author Zhang, Chi
Spokoyny, Alexander M.
Zou, Yekui
Pentelute, Bradley L.
Simon, Mark
author2 Massachusetts Institute of Technology. Department of Chemistry
author_facet Massachusetts Institute of Technology. Department of Chemistry
Zhang, Chi
Spokoyny, Alexander M.
Zou, Yekui
Pentelute, Bradley L.
Simon, Mark
author_sort Zhang, Chi
collection MIT
description Singled out for special treatment: Naturally occurring glutathione S-transferase (GST) was used to catalyze an efficient “click” ligation between polypeptides with an N-terminal glutathione sequence and biomolecules or chemical probes containing perfluorinated aromatic groups (see scheme). The site-specific modification of one cysteine residue was possible in the presence of other unprotected cysteine residues and reactive functional groups.
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spelling mit-1721.1/956292022-10-02T08:24:39Z Enzymatic “Click” Ligation: Selective Cysteine Modification in Polypeptides Enabled by Promiscuous Glutathione S-Transferase Zhang, Chi Spokoyny, Alexander M. Zou, Yekui Pentelute, Bradley L. Simon, Mark Massachusetts Institute of Technology. Department of Chemistry Zhang, Chi Spokoyny, Alexander M. Zou, Yekui Simon, Mark Pentelute, Bradley L. Singled out for special treatment: Naturally occurring glutathione S-transferase (GST) was used to catalyze an efficient “click” ligation between polypeptides with an N-terminal glutathione sequence and biomolecules or chemical probes containing perfluorinated aromatic groups (see scheme). The site-specific modification of one cysteine residue was possible in the presence of other unprotected cysteine residues and reactive functional groups. National Institutes of Health (U.S.) (GM101762) National Institutes of Health (U.S.) (Award GM46059) MIT Faculty Start-up Fund Damon Runyon Cancer Research Foundation Amgen Inc. (Summer Graduate Research Fellowship) 2015-02-25T20:15:29Z 2015-02-25T20:15:29Z 2013-11 2013-09 Article http://purl.org/eprint/type/JournalArticle 14337851 1521-3773 http://hdl.handle.net/1721.1/95629 Zhang, Chi, Alexander M. Spokoyny, Yekui Zou, Mark D. Simon, and Bradley L. Pentelute. “Enzymatic ‘Click’ Ligation: Selective Cysteine Modification in Polypeptides Enabled by Promiscuous Glutathione S-Transferase.” Angewandte Chemie International Edition 52, no. 52 (November 12, 2013): 14001–14005. https://orcid.org/0000-0001-9519-7456 https://orcid.org/0000-0003-1632-5195 en_US http://dx.doi.org/10.1002/anie.201306430 Angewandte Chemie International Edition Creative Commons Attribution-Noncommercial-Share Alike http://creativecommons.org/licenses/by-nc-sa/4.0/ application/pdf Wiley Blackwell PMC
spellingShingle Zhang, Chi
Spokoyny, Alexander M.
Zou, Yekui
Pentelute, Bradley L.
Simon, Mark
Enzymatic “Click” Ligation: Selective Cysteine Modification in Polypeptides Enabled by Promiscuous Glutathione S-Transferase
title Enzymatic “Click” Ligation: Selective Cysteine Modification in Polypeptides Enabled by Promiscuous Glutathione S-Transferase
title_full Enzymatic “Click” Ligation: Selective Cysteine Modification in Polypeptides Enabled by Promiscuous Glutathione S-Transferase
title_fullStr Enzymatic “Click” Ligation: Selective Cysteine Modification in Polypeptides Enabled by Promiscuous Glutathione S-Transferase
title_full_unstemmed Enzymatic “Click” Ligation: Selective Cysteine Modification in Polypeptides Enabled by Promiscuous Glutathione S-Transferase
title_short Enzymatic “Click” Ligation: Selective Cysteine Modification in Polypeptides Enabled by Promiscuous Glutathione S-Transferase
title_sort enzymatic click ligation selective cysteine modification in polypeptides enabled by promiscuous glutathione s transferase
url http://hdl.handle.net/1721.1/95629
https://orcid.org/0000-0001-9519-7456
https://orcid.org/0000-0003-1632-5195
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