Synthesis and protonation behavior of a water-soluble N-fused porphyrin: Conjugation with an oligoarginine by click chemistry |
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| Authors: | Yoshiya Ikawa Hiroyuki Harada Motoki Toganoh Hiroyuki Furuta |
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| Institution: | 1. Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University, 744 Moto-oka, Nishi-Ku Fukuoka 819-0395, Japan;2. PRESTO, Precursory Research for Embryonic Science and Technology, Japan Science and Technology Agency, Tokyo 102-0075, Japan |
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| Abstract: | A water-soluble derivative of N-fused porphyrin (NFP) possessing a nona-arginine (R9) peptide tail was synthesized for the first time by a Cu(I)-catalyzed azide-alkyne ‘click’ reaction. In aqueous solution, at pH 8, the conjugated molecule (NFP-R9) exists as free base and protonated below pH < 6.5 to form monoprotonated species dominantly, and diprotonated one below pH < 2.3, while such clear two-step protonation behavior was not observed in the DMF solution. |
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