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Article: Development of aspartic acid ligation for peptide cyclization derived from serine/threonine ligation

TitleDevelopment of aspartic acid ligation for peptide cyclization derived from serine/threonine ligation
Authors
Xu, CXu, JLiu, HLi, X
KeywordsAspartic acid ligation
Peptide cyclization
Serine/threonine ligation
Ring-chain tautomerization
Acyl transfer
Selective oxidation
Issue Date2018
PublisherElsevier Ltd for Chinese Chemical Society. The Journal's web site is located at http://www.chinchemlett.com.cn
Citation
Chinese Chemical Letters, 2018, v. 29 n. 7, p. 1119-1122 How to Cite?
DOI: http://dx.doi.org/10.1016/j.cclet.2018.03.012
AbstractBased on a mechanism analogous to the serine/threonine ligation, the aspartic acid ligation, which is facilitated by the γ-amino alcohol based ligation and oxidation, is developed and applied to the synthesis of cyclic peptides. The γ-hydroxyl group triggers the ring-chain tautomerization via a 6-endo-trig process, while the δ-hydroxyl group facilitates the oxidative cleavage of the vicinal diol to give carboxylic acid.
Persistent Identifierhttp://hdl.handle.net/10722/256267
ISSN
1001-8417
2021 Impact Factor: 8.455
2020 SCImago Journal Rankings: 0.969
ISI Accession Number ID
WOS:000438004700021

 

DC FieldValueLanguage
dc.contributor.authorXu, C-
dc.contributor.authorXu, J-
dc.contributor.authorLiu, H-
dc.contributor.authorLi, X-
dc.date.accessioned2018-07-20T06:31:57Z-
dc.date.available2018-07-20T06:31:57Z-
dc.date.issued2018-
dc.identifier.citationChinese Chemical Letters, 2018, v. 29 n. 7, p. 1119-1122-
dc.identifier.issn1001-8417-
dc.identifier.urihttp://hdl.handle.net/10722/256267-
dc.description.abstractBased on a mechanism analogous to the serine/threonine ligation, the aspartic acid ligation, which is facilitated by the γ-amino alcohol based ligation and oxidation, is developed and applied to the synthesis of cyclic peptides. The γ-hydroxyl group triggers the ring-chain tautomerization via a 6-endo-trig process, while the δ-hydroxyl group facilitates the oxidative cleavage of the vicinal diol to give carboxylic acid.-
dc.languageeng-
dc.publisherElsevier Ltd for Chinese Chemical Society. The Journal's web site is located at http://www.chinchemlett.com.cn-
dc.relation.ispartofChinese Chemical Letters-
dc.rightsThis work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.-
dc.subjectAspartic acid ligation-
dc.subjectPeptide cyclization-
dc.subjectSerine/threonine ligation-
dc.subjectRing-chain tautomerization-
dc.subjectAcyl transfer-
dc.subjectSelective oxidation-
dc.titleDevelopment of aspartic acid ligation for peptide cyclization derived from serine/threonine ligation-
dc.typeArticle-
dc.identifier.emailLiu, H: liuhan@HKUCC-COM.hku.hk-
dc.identifier.emailLi, X: xuechenl@hku.hk-
dc.identifier.authorityLiu, H=rp02748-
dc.identifier.authorityLi, X=rp00742-
dc.description.naturepostprint-
dc.identifier.doi10.1016/j.cclet.2018.03.012-
dc.identifier.scopuseid_2-s2.0-85044160137-
dc.identifier.hkuros286399-
dc.identifier.volume29-
dc.identifier.issue7-
dc.identifier.spage1119-
dc.identifier.epage1122-
dc.identifier.isiWOS:000438004700021-
dc.publisher.placeChina-
dc.identifier.issnl1001-8417-

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