Development of a fluoride-responsive amide bond cleavage device that is potentially applicable to a traceable linker

Yamamoto, Jun; Maeda, Nami; Komiya, Chiaki; Tanaka, Tomohiro; Denda, Masaya; Ebisuno, Koji; Nomura, Wataru; Tamamura, Hirokazu; Sato, Youichi; Yamauchi, Aiko; Shigenaga, Akira; Otaka, Akira

doi:10.1016/j.tet.2014.05.110

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Use this link to cite this item : https://repo.lib.tokushima-u.ac.jp/111908

ID	111908
Author	Yamamoto, Jun The University of Tokushima Maeda, Nami The University of Tokushima Komiya, Chiaki The University of Tokushima Tanaka, Tomohiro Tokyo Medical and Dental University Denda, Masaya The University of Tokushima Tokushima University Educator and Researcher Directory KAKEN Search Researchers Ebisuno, Koji The University of Tokushima Nomura, Wataru Tokyo Medical and Dental University Tamamura, Hirokazu Tokyo Medical and Dental University Sato, Youichi The University of Tokushima Tokushima University Educator and Researcher Directory KAKEN Search Researchers Yamauchi, Aiko The University of Tokushima Tokushima University Educator and Researcher Directory KAKEN Search Researchers Shigenaga, Akira The University of Tokushima\|JST KAKEN Search Researchers Otaka, Akira The University of Tokushima Tokushima University Educator and Researcher Directory KAKEN Search Researchers
Keywords	Cleavable linker Fluoride-responsive Traceable linker Stimulus-responsive amino acid
Content Type	Journal Article
Description	A fluoride-responsive (FR) amino acid that induces amide bond cleavage upon the addition of a fluoride was developed, and it was applied to a FR traceable linker. By the use of an alkyne-containing peptide as a model of an alkynylatd target protein of a bioactive compound, introduction of the FR traceable linker onto the peptide was achieved. Subsequent fluoride induced cleavage of the linker followed by labeling of the released peptide derivative was also conducted to examine the potential applicability of the FR traceable linker to the enrichment and labeling of alkynylated target molecules.
Journal Title	Tetrahedron
ISSN	00404020
NCID	AA00861787 AA11539786
Publisher	Elsevier Ltd.
Volume	70
Issue	34
Start Page	5122
End Page	5127
Published Date	2014-06-06
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	278985
DOI (Published Version)	10.1016/j.tet.2014.05.110
URL ( Publisher's Version )	https://doi.org/10.1016/j.tet.2014.05.110
FullText File	tet_70_34_5122.pdf 827 KB tet_70_34_5122_si.pdf 54.3 KB
language	eng
TextVersion	Author
departments	Pharmaceutical Sciences