ID 111909
Author
Kita, Miku Tokushima University
Yamamoto, Jun Tokushima University
Morisaki, Takuya Tokushima University
Komiya, Chiaki Tokushima University
Keywords
Amide bond cleavage
Hydrogen peroxide
Oxidative stress
Stimulus-responsive
Trimethyl lock
Content Type
Journal Article
Description
Oxidative stress-responsive compounds are attracting significant attention in the field of medicinal chemistry and chemical biology. Here, we disclose the development of a hydrogen peroxide (H2O2)-responsive amino acid that induces peptide bond cleavage in the presence of H2O2 that closely relates to the oxidative stress. The H2O2-responsive amino acid possessing a boronate or boronic acid moiety was incorporated into a peptide using Fmoc-based solid-phase peptide synthesis or that with minor modification, respectively, and the peptide bond cleavage of the obtained peptide was successfully triggered by the addition of H2O2.
Journal Title
Tetrahedron Letters
ISSN
00404039
NCID
AA00861801
AA11539822
Publisher
Elsevier Ltd.
Volume
56
Issue
28
Start Page
4228
End Page
4231
Published Date
2015-05-21
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