ID 111910
Author
Ebisuno, Koji The University of Tokushima
Denda, Masaya The University of Tokushima
Ogura, Keiji The University of Tokushima
Keywords
caged peptide
nonhydrolyzable
phosphoamino acid
phosphopeptide
UV-responsive
Content Type
Journal Article
Description
The design and synthesis of caged non-hydrolyzable phospho-serine, -threonine, and -tyrosine derivatives that generate parent non-hydrolyzable phosphoamino acids, containing a difluoromethylene unit instead of the oxygen of a phosphoester, after UV-irradiation are described. The caged non-hydrolyzable amino acids were incorporated into peptides by standard Fmoc solid-phase peptide synthesis, and the obtained peptides were successfully converted to the parent non-hydrolyzable phosphopeptides by UV-irradiation. Application of the caged non-hydrolyzable phosphoserine-containing peptide to photo-control the binding affinity of the peptide to 14-3-3β protein is also reported.
Journal Title
Bioorganic & Medicinal Chemistry
ISSN
09680896
NCID
AA10938083
AA11522681
Publisher
Elsevier Ltd.
Volume
22
Issue
11
Start Page
2984
End Page
2991
Published Date
2014-04-13
Rights
© 2014. 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