Model systems for fluorescence and singlet oxygen quenching by metal loporphyrins
Model systems for fluorescence and singlet oxygen quenching by metal loporphyrins
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DOI：
10.1002/cmdc.200600244
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发表时间：
2007-03-01
期刊：
影响因子：
3.4
通讯作者：
Weissleder, Ralph
中科院分区：
文献类型：
--
作者：
McCarthy, Jason R.;Weissleder, Ralph
下一代光动力治疗剂将通过仅在靶部位起作用来最小化外源性光毒性。为此，我们开发了一个模型系统，系统地研究了一些金属卟啉的激发态猝灭能力。使用优选四配位正方形平面取向的中心金属离子（Ag“、Cu”、Ni“、Pd”和Zn“）。合成了以5-（4-氨基苯基）-10，15，20-三苯基卟啉为基础的卟啉二聚体，其中卟啉和金属卟啉通过5个碳原子的烷基链共价连接。二聚体的荧光和单线态氧量子产率分别在630和650 nm处探测，导致仅激发游离碱卟啉，并允许比较每个中心金属离子的淬灭功效。这些结果表明，金属卟啉可以作为有效的猝灭剂，并可能是有用的，在新的光激活治疗剂的设计。
Next-generation photodynamic therapy agents will minimize extraneous phototoxicity by being active only at the target site. To this end, we have developed a model system to systematically investigate the excited-state quenching ability of a number of metalloporphyrins. Central metal ions that prefer four-coordinate, square planar orientations (Ag '', Cu '', Ni '', Pd '', and Zn '') were used. Porphyrin dimers based on 5-(4-aminophenyl)-10,15,20-triphenylporphyrin and comprising both a free base porphyrin and a metalloporphyrin covalently linked through a five-carbon alkyl chain were synthesized. The fluorescence and singlet oxygen quantum yields for the dimers were probed at 630 and 650 nm, respectively, resulting in the excitation of only the free base porphyrin and allowing a comparison of the quenching efficacy of each central metal ion. These results demonstrate that metalloporphyrins can serve as efficient quenchers, and may be useful in the design of novel light-activated therapeutic agents.