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Development of a reduction-responsive amino acid that induces peptide bond cleavage in hypoxic cells |
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| Authors: | Shigenaga Akira Ogura Keiji Hirakawa Hiroko Yamamoto Jun Ebisuno Koji Miyamoto Licht Ishizawa Keisuke Tsuchiya Koichiro Otaka Akira |
| Affiliation: | Department of Bioorganic Synthetic Chemistry, Institute of Health Biosciences and Graduate School of Pharmaceutical Sciences, The University of Tokushima, Shomachi, Tokushima 770-8505, Japan. ashige@ph.tokushima-u.ac.jp |
| Abstract: | Hypoxia-responsive amino acids are indispensable in the preparation of hypoxic tumor-specific peptidyl prodrugs. In this paper, the design and synthesis of a reduction-responsive amino acid that induces peptide bond cleavage after reduction of the nitro group are described. Application to hypoxia-responsive peptide bond cleavage system is also reported. |
| Keywords: | FRET hypoxia‐responsive peptide bond cleavage prodrugs stimulus‐responsive trimethyl lock |
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