Synthesis and protonation behavior of a water-soluble N-fused porphyrin: Conjugation with an oligoarginine by click chemistry

被引：24

作者：

Ikawa, Yoshiya ^{[1
,2
]}

Harada, Hiroyuki ^{[1
]}

Toganoh, Motoki ^{[1
]}

Furuta, Hiroyuki ^{[1
]}

机构：

[1] Kyushu Univ, Grad Sch Engn, Dept Chem & Biochem, Nishi Ku, Fukuoka 8190395, Japan

[2] Japan Sci & Technol Agcy, PRESTO Precursory Res Embryon Sci & Technol, Tokyo 1020075, Japan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2009年 / 19卷 / 09期

关键词：

N-Fused porphyrin; Water-soluble porphyrin; Oligoarginine; Click chemistry; Protonation; CONFUSED PORPHYRIN; RING; TETRAPHENYLPORPHYRIN; FLUORESCENT; COMPLEXES; REGION; ISOMER; DYES;

D O I：

10.1016/j.bmcl.2009.03.066

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

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. (c) 2009 Elsevier Ltd. All rights reserved.

引用

页码：2448 / 2452

页数：5

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