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Article: P−B Desulfurization: An Enabling Method for Protein Chemical Synthesis and Site-Specific Deuteration

TitleP−B Desulfurization: An Enabling Method for Protein Chemical Synthesis and Site-Specific Deuteration
Authors
KeywordsDesulfurization
Deuteration
Native chemical ligation
Peptides
Protein synthesis
Issue Date2017
PublisherWiley - VCH Verlag GmbH & Co. KGaA. The Journal's web site is located at http://www3.interscience.wiley.com/journal/26737/home
Citation
Angewandte Chemie (International Edition), 2017, v. 56 n. 46, p. 14607-14611 How to Cite?
AbstractCysteine‐mediated native chemical ligation is a powerful method for protein chemical synthesis. Herein, we report an unprecedentedly mild system (TCEP/NaBH4 or TCEP/LiBEt3H; TCEP=tris(2‐carboxyethyl)phosphine) for chemoselective peptide desulfurization to achieve effective protein synthesis via the native chemical ligation–desulfurization approach. This method, termed P−B desulfurization, features usage of common reagents, simplicity of operation, robustness, high yields, clean conversion, and versatile functionality compatibility with complex peptides/proteins. In addition, this method can be used for incorporating deuterium into the peptides after cysteine desulfurization by running the reaction in D2O buffer. Moreover, this method enables the clean desulfurization of peptides carrying post‐translational modifications, such as phosphorylation and crotonylation. The effectiveness of this method has been demonstrated by the synthesis of the cyclic peptides dichotomin C and E and synthetic proteins, including ubiquitin, γ‐synuclein, and histone H2A.
Persistent Identifierhttp://hdl.handle.net/10722/256556
ISSN
2019 Impact Factor: 12.959
2015 SCImago Journal Rankings: 6.229
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorJin, K-
dc.contributor.authorLi, T-
dc.contributor.authorChow, HY-
dc.contributor.authorLiu, H-
dc.contributor.authorLi, XC-
dc.date.accessioned2018-07-20T06:36:28Z-
dc.date.available2018-07-20T06:36:28Z-
dc.date.issued2017-
dc.identifier.citationAngewandte Chemie (International Edition), 2017, v. 56 n. 46, p. 14607-14611-
dc.identifier.issn1433-7851-
dc.identifier.urihttp://hdl.handle.net/10722/256556-
dc.description.abstractCysteine‐mediated native chemical ligation is a powerful method for protein chemical synthesis. Herein, we report an unprecedentedly mild system (TCEP/NaBH4 or TCEP/LiBEt3H; TCEP=tris(2‐carboxyethyl)phosphine) for chemoselective peptide desulfurization to achieve effective protein synthesis via the native chemical ligation–desulfurization approach. This method, termed P−B desulfurization, features usage of common reagents, simplicity of operation, robustness, high yields, clean conversion, and versatile functionality compatibility with complex peptides/proteins. In addition, this method can be used for incorporating deuterium into the peptides after cysteine desulfurization by running the reaction in D2O buffer. Moreover, this method enables the clean desulfurization of peptides carrying post‐translational modifications, such as phosphorylation and crotonylation. The effectiveness of this method has been demonstrated by the synthesis of the cyclic peptides dichotomin C and E and synthetic proteins, including ubiquitin, γ‐synuclein, and histone H2A.-
dc.languageeng-
dc.publisherWiley - VCH Verlag GmbH & Co. KGaA. The Journal's web site is located at http://www3.interscience.wiley.com/journal/26737/home-
dc.relation.ispartofAngewandte Chemie (International Edition)-
dc.rightsThis is the peer reviewed version of the following article: Angewandte Chemie (International Edition), 2017, v. 56 n. 46, p. 14607-14611, which has been published in final form at https://doi.org/10.1002/anie.201709097. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving: http://olabout.wiley.com/WileyCDA/Section/id-828039.html#terms-
dc.subjectDesulfurization-
dc.subjectDeuteration-
dc.subjectNative chemical ligation-
dc.subjectPeptides-
dc.subjectProtein synthesis-
dc.titleP−B Desulfurization: An Enabling Method for Protein Chemical Synthesis and Site-Specific Deuteration-
dc.typeArticle-
dc.identifier.emailLiu, H: liuhan@HKUCC-COM.hku.hk-
dc.identifier.emailLi, XC: xuechenl@hku.hk-
dc.identifier.authorityLi, XC=rp00742-
dc.description.naturepostprint-
dc.identifier.doi10.1002/anie.201709097-
dc.identifier.pmid28971554-
dc.identifier.scopuseid_2-s2.0-85031682533-
dc.identifier.hkuros286391-
dc.identifier.volume56-
dc.identifier.issue46-
dc.identifier.spage14607-
dc.identifier.epage14611-
dc.identifier.isiWOS:000414764600048-
dc.publisher.placeGermany-
dc.identifier.issnl1433-7851-

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