| ID | 111904 |
| Author |
Yamamoto, Jun
The University of Tokushima
Nishioka, Naomi
The University of Tokushima
Otaka, Akira
The University of Tokushima
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|
| Keywords | Asymmetric α-amination
Organocatalyst
Peptide bond cleavage
Stimulus-responsive
UV-responsive
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| Content Type |
Journal Article
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| Description | Development of a methodology to control the function of peptides and proteins is an indispensable task in the field of chemical biology and drug delivery. Recently, we reported synthesis of racemic stimulus-responsive amino acids and their application for controlling peptidyl function. In this study, we report enantioselective synthesis of a key intermediate of stimulus-responsive amino acids via asymmetric α-amination reaction of an aldehyde. The obtained chiral intermediate was converted to an Fmoc protected UV-responsive amino acid with (S)-configuration, and it was successfully incorporated into a model peptide by Fmoc solid phase peptide synthesis.
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| Journal Title |
Tetrahedron
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| ISSN | 00404020
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| NCID | AA00861787
AA11539786
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| Publisher | Elsevier Ltd.
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| Volume | 66
|
| Issue | 37
|
| Start Page | 7367
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| End Page | 7372
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| Published Date | 2010-07-21
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| Rights | © 2010. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/
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| EDB ID | |
| DOI (Published Version) | |
| URL ( Publisher's Version ) | |
| FullText File | |
| language |
eng
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| TextVersion |
Author
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| departments |
Pharmaceutical Sciences
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