ID | 111884 |
Author |
Aihara, Keisuke
Tokushima University
Inokuma, Tsubasa
Tokushima University
Tokushima University Educator and Researcher Directory
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Komiya, Chiaki
Tokushima University
Otaka, Akira
Tokushima University
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Keywords | Lactam-bridged peptide
Cyclic peptide
Ring-closing metathesis
Fmoc solid-phase peptide synthesis
Diimide reduction
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Content Type |
Journal Article
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Description | A new approach has been developed for the synthesis of lactam-bridged cyclic peptides. Following the introduction of N-allyl glutamine and α-allylglycine into the peptide backbone, the side chains of these residues were subjected to a cyclization reaction by ring-closing metathesis (RCM). Reduction of the resulting peptide bearing olefin moiety was achieved using diimide, which was generated in situ from o-nitrobenzenesulfonyl hydrazine and piperidine, gave the corresponding saturated cyclic peptides.
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Journal Title |
Tetrahedron
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ISSN | 00404020
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NCID | AA00861787
AA11539786
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Publisher | Elsevier
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Volume | 71
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Issue | 24
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Start Page | 4183
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End Page | 4191
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Published Date | 2015-05-01
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Rights | © 2015. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/
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EDB ID | |
DOI (Published Version) | |
URL ( Publisher's Version ) | |
FullText File | |
language |
eng
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TextVersion |
Author
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departments |
Pharmaceutical Sciences
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