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Article: Synthesis of Constrained Head-to-Tail Cyclic Tetrapeptides by an Imine-Induced Ring-Closing/Contraction Strategy

TitleSynthesis of Constrained Head-to-Tail Cyclic Tetrapeptides by an Imine-Induced Ring-Closing/Contraction Strategy
Authors
Wong, TTCLAM, HYSong, TChen, GLi, XC
Keywordsactivation energy
amino acids
cyclic tetrapeptides
cyclization
Issue Date2013
Citation
Angewandte Chemie International Edition, 2013, v. 52, p. 10212-10215 How to Cite?
DOI: http://dx.doi.org/10.1002/anie.201304773
AbstractMaking heads or tails of it: A strategy involving a head-to-tail imine-captured ring closure followed by ring contraction was used to synthesize otherwise difficult cyclic tetrapeptides. Compared with the direct lactamization process, the estimated activation energies for the cyclic imine formation and the ring contraction were lowered by 7.3 and 7.6 kcal mol−1, respectively, which enables cyclization.
Persistent Identifierhttp://hdl.handle.net/10722/202589
ISI Accession Number ID
WOS:000329141800008

 

DC FieldValueLanguage
dc.contributor.authorWong, TTCen_US
dc.contributor.authorLAM, HYen_US
dc.contributor.authorSong, Ten_US
dc.contributor.authorChen, Gen_US
dc.contributor.authorLi, XCen_US
dc.date.accessioned2014-09-19T08:41:47Z-
dc.date.available2014-09-19T08:41:47Z-
dc.date.issued2013en_US
dc.identifier.citationAngewandte Chemie International Edition, 2013, v. 52, p. 10212-10215en_US
dc.identifier.urihttp://hdl.handle.net/10722/202589-
dc.description.abstractMaking heads or tails of it: A strategy involving a head-to-tail imine-captured ring closure followed by ring contraction was used to synthesize otherwise difficult cyclic tetrapeptides. Compared with the direct lactamization process, the estimated activation energies for the cyclic imine formation and the ring contraction were lowered by 7.3 and 7.6 kcal mol−1, respectively, which enables cyclization.en_US
dc.languageengen_US
dc.relation.ispartofAngewandte Chemie International Editionen_US
dc.subjectactivation energy-
dc.subjectamino acids-
dc.subjectcyclic tetrapeptides-
dc.subjectcyclization-
dc.titleSynthesis of Constrained Head-to-Tail Cyclic Tetrapeptides by an Imine-Induced Ring-Closing/Contraction Strategyen_US
dc.typeArticleen_US
dc.identifier.emailWong, TTC: cttwong@hku.hken_US
dc.identifier.emailSong, T: songtaoo@hku.hken_US
dc.identifier.emailChen, G: ghc@yangtze.hku.hken_US
dc.identifier.emailLi, XC: xuechenl@hku.hken_US
dc.identifier.authorityChen, G=rp00671en_US
dc.identifier.authorityLi, XC=rp00742en_US
dc.identifier.doi10.1002/anie.201304773en_US
dc.identifier.pmid23934633-
dc.identifier.scopuseid_2-s2.0-84884888101-
dc.identifier.hkuros237580en_US
dc.identifier.volume52en_US
dc.identifier.spage10212en_US
dc.identifier.epage10215en_US
dc.identifier.isiWOS:000329141800008-

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