Synthesis and protonation behavior of a water-soluble N-fused porphyrin: Conjugation with an oligoarginine by click chemistry
Synthesis and protonation behavior of a water-soluble N-fused porphyrin: Conjugation with an oligoarginine by click chemistry
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DOI：
10.1016/j.bmcl.2009.03.066
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发表时间：
2009-05-01
影响因子：
2.7
通讯作者：
Furuta, Hiroyuki
中科院分区：
文献类型：
--
作者：
Ikawa, Yoshiya;Harada, Hiroyuki;Furuta, Hiroyuki
通过Cu（I）催化的叠氮-炔“点击”反应，首次合成了一种具有九精氨酸（R9）肽尾的水溶性N-稠合卟啉（NFP）衍生物。在水溶液中，当pH为8时，共轭分子（NFP-R9）以游离碱的形式存在，在pH < 6.5以下质子化，主要形成单质子化产物，在pH < 2.3以下质子化产物主要形成双质子化产物，而在DMF溶液中没有观察到这种明显的两步质子化行为。(c)2009爱思唯尔有限公司保留所有权利。
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.