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ID 119421
Author
Hayashi, Junya Tokushima University
Kobayashi, Daishiro Tokushima University
Content Type
Journal Article
Description
Late-stage formation of a sactionine thioether bond connecting a Gly α-carbon and Cys thiol was achieved by Lossen rearrangement of a glycyl hydroxamic acid (GlyHA) residue in a peptide. Lossen rearrangement allowed conversion of GlyHA within a peptide to an N-acyl iminium equivalent, which subsequently reacted with S-acetamidomethyl Cys (Cys(Acm)) in TFA in the presence of guanidine hydrochloride (Gn·HCl) to yield the desired thioether linkage in the final stage.
Journal Title
Organic Letters
ISSN
15237060
15237052
NCID
AA11347843
AA1218968X
Publisher
ACS Publications
Volume
26
Issue
24
Start Page
5167
End Page
5171
Published Date
2024-06-07
Remark
論文本文は2025-06-07以降公開予定
Rights
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.orglett.4c01685.
EDB ID
DOI (Published Version)
URL ( Publisher's Version )
language
eng
TextVersion
その他
departments
Pharmaceutical Sciences