A new Phenol Red-modified porphyrin as efficient protein photocleaving agent.

A new Phenol Red-modified porphyrin as efficient protein photocleaving agent.
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DOI:
10.1039/c0cp00012d
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发表时间:
2010-09
期刊:
Physical chemistry chemical physics : PCCP
影响因子:
--
通讯作者:
Guoyu Jiang;Wanhua Lei;Qian-Xiong Zhou;Yuan-jun Hou;Xuesong Wang;Bao-wen Zhang
Guoyu Jiang;Wanhua Lei;Qian-Xiong Zhou;Yuan-jun Hou;Xuesong Wang;Bao-wen Zhang
中科院分区:
其他
文献类型:
--
作者:
Guoyu Jiang;Wanhua Lei;Qian-Xiong Zhou;Yuan-jun Hou;Xuesong Wang;Bao-wen Zhang

文献摘要

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蛋白质亲和力对于卟啉在光动力疗法(PDT)中的应用具有重要意义。为了充分利用酚红与蛋白质的结合特性,设计合成了一种新的酚红修饰的卟啉(R-TPP)。通过吸收光谱、荧光光谱、正辛醇/水分配系数、(1)O(2)量子产率和蛋白质光裂解能力的详细比较,清楚地证明了酚红的修饰带来的好处。一方面,酚红的存在大大提高了R-TPP与模型蛋白(牛血清白蛋白和鸡蛋溶菌酶)的结合亲和力,从而提高了(1)O(2)的利用率。另一方面,酚红部分的存在使R-TPP具有两亲性,从而限制了聚集,有利于(1)O(2)的生成。结果表明,R-TPP能有效地光解蛋白质,在光动力疗法中显示出良好的应用前景。
Protein affinity is of importance for porphyrins in their application in photodynamic therapy (PDT). A new Phenol Red-modified porphyrin (R-TPP) was designed and synthesized to fully take advantage of the binding character of Phenol Red towards protein. Detailed comparisons of absorption spectra, fluorescence spectra, n-octanol/water partition coefficients, (1)O(2) quantum yields, as well as protein photocleaving abilities between R-TPP and its parent porphyrin Br-TPP clearly demonstrate the benefits stemming from the modification of Phenol Red. On one hand, the presence of Phenol Red moiety greatly enhances the binding affinity of R-TPP towards model proteins (bovine serum albumin and hen egg lysozyme), and therefore improves the availability of (1)O(2). On the other hand, the presence of Phenol Red moiety provides R-TPP with amphiphilic character, and therefore restricts aggregation and favors the generation of (1)O(2). As a result, R-TPP photocleaves proteins efficiently, showing promising application potential in PDT.