pH-Dependent photodynamic activity of bis(6-methyl-3-pyridylmethoxy)P(V)tetrakis(p-methoxyphenyl)porphyrin

被引:5
|
作者
Hirakawa, Kazutaka [1 ,2 ]
Onishi, Yusuke [1 ]
Ouyang, Dongyan [3 ]
Horiuchi, Hiroaki [4 ]
Okazaki, Shigetoshi [5 ]
机构
[1] Shizuoka Univ, Grad Sch Integrated Sci & Technol, Appl Chem & Biochem Engn Course, Dept Engn,Naka Ku, Johoku 3-5-1, Hamamatsu, Shizuoka 4328561, Japan
[2] Shizuoka Univ, Grad Sch Sci & Technol, Dept Optoelect & Nanostruct Sci, Naka Ku, Johoku 3-5-1, Hamamatsu, Shizuoka 4328561, Japan
[3] Natl Inst Nat Sci, Inst Mol Sci, Res Ctr Integrat Mol Syst CIMoS, 38 Nishigo Naka, Okazaki, Aichi 4448585, Japan
[4] Gunma Univ, Grad Sch Sci & Technol, Div Mol Sci, Tenjin Cho 1-5-1, Kiryu, Gunma 3768515, Japan
[5] Hamamatsu Univ, Preeminent Med Photon Educ & Res Ctr, Sch Med, Higashi Ku, Handayama 1-20-1, Hamamatsu, Shizuoka 4313192, Japan
基金
日本学术振兴会;
关键词
P(V)porphyrin; Pyridine; Photosensitizer; Electron transfer; Singlet oxygen; PHOTOSENSITIZED SINGLET OXYGEN; PORPHYRIN; MICROENVIRONMENT; DEACTIVATION; MECHANISMS; SENSITIZER; TRYPTOPHAN; STABILITY; OXIDATION; TUMORS;
D O I
10.1016/j.cplett.2020.137315
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
To control the photodynamic activity of a porphyrin photosensitizer, an electron-donor-connecting porphyrin P (V) complex, bis(6-methyl-3-pyridylmethoxy)P(V)tetrakis(p-methoxyphenyeporphyrin (PyrP(V)TMPP), was synthesized. The fluorescence lifetime measurement demonstrated that the photoexcited PyrP(V)TMPP is quenched through intramolecular electron transfer and this quenching is suppressed by protonation of the pyridyl moiety, an electron donor. The pK(a) value of protonated PyrP(V)TMPP was about 7, and the quantum yields of photosensitized singlet oxygen (O-1(2)) generation and oxidation of nicotinamide adenine dinucleotide through O-1(2) generation and electron transfer mechanisms were increased under acidic condition. In addition, a hydrophobic environment of protein activated PyrP(V)TMPP to photosensitize protein damage.
引用
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页数:5
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