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ID 111910
Author
Ebisuno, Koji The University of Tokushima
Ogura, Keiji The University of Tokushima
Shigenaga, Akira The University of Tokushima KAKEN Search Researchers
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