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- Publisher Website: 10.1002/anie.201304773
- Scopus: eid_2-s2.0-84884888101
- PMID: 23934633
- WOS: WOS:000329141800008
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Article: Synthesis of Constrained Head-to-Tail Cyclic Tetrapeptides by an Imine-Induced Ring-Closing/Contraction Strategy
Title | Synthesis of Constrained Head-to-Tail Cyclic Tetrapeptides by an Imine-Induced Ring-Closing/Contraction Strategy |
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Authors | |
Keywords | activation energy amino acids cyclic tetrapeptides cyclization |
Issue Date | 2013 |
Citation | Angewandte Chemie International Edition, 2013, v. 52, p. 10212-10215 How to Cite? |
Abstract | Making 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 Identifier | http://hdl.handle.net/10722/202589 |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Wong, TTC | en_US |
dc.contributor.author | LAM, HY | en_US |
dc.contributor.author | Song, T | en_US |
dc.contributor.author | Chen, G | en_US |
dc.contributor.author | Li, XC | en_US |
dc.date.accessioned | 2014-09-19T08:41:47Z | - |
dc.date.available | 2014-09-19T08:41:47Z | - |
dc.date.issued | 2013 | en_US |
dc.identifier.citation | Angewandte Chemie International Edition, 2013, v. 52, p. 10212-10215 | en_US |
dc.identifier.uri | http://hdl.handle.net/10722/202589 | - |
dc.description.abstract | Making 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.language | eng | en_US |
dc.relation.ispartof | Angewandte Chemie International Edition | en_US |
dc.subject | activation energy | - |
dc.subject | amino acids | - |
dc.subject | cyclic tetrapeptides | - |
dc.subject | cyclization | - |
dc.title | Synthesis of Constrained Head-to-Tail Cyclic Tetrapeptides by an Imine-Induced Ring-Closing/Contraction Strategy | en_US |
dc.type | Article | en_US |
dc.identifier.email | Wong, TTC: cttwong@hku.hk | en_US |
dc.identifier.email | Song, T: songtaoo@hku.hk | en_US |
dc.identifier.email | Chen, G: ghc@yangtze.hku.hk | en_US |
dc.identifier.email | Li, XC: xuechenl@hku.hk | en_US |
dc.identifier.authority | Chen, G=rp00671 | en_US |
dc.identifier.authority | Li, XC=rp00742 | en_US |
dc.identifier.doi | 10.1002/anie.201304773 | en_US |
dc.identifier.pmid | 23934633 | - |
dc.identifier.scopus | eid_2-s2.0-84884888101 | - |
dc.identifier.hkuros | 237580 | en_US |
dc.identifier.volume | 52 | en_US |
dc.identifier.spage | 10212 | en_US |
dc.identifier.epage | 10215 | en_US |
dc.identifier.isi | WOS:000329141800008 | - |