ID 111884
Author
Aihara, Keisuke Tokushima University
Komiya, Chiaki Tokushima University
Keywords
Lactam-bridged peptide
Cyclic peptide
Ring-closing metathesis
Fmoc solid-phase peptide synthesis
Diimide reduction
Content Type
Journal Article
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.
Journal Title
Tetrahedron
ISSN
00404020
NCID
AA00861787
AA11539786
Publisher
Elsevier
Volume
71
Issue
24
Start Page
4183
End Page
4191
Published Date
2015-05-01
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/
EDB ID
DOI (Published Version)
URL ( Publisher's Version )
FullText File
language
eng
TextVersion
Author
departments
Pharmaceutical Sciences