Strong two-photon absorption and singlet oxygen photogeneration in near-IR with new porphyrin molecule

被引:6
作者
Karotki, A [1 ]
Drobizhev, M [1 ]
Kruk, M [1 ]
Rebane, A [1 ]
Nickel, E [1 ]
Spangler, CW [1 ]
机构
[1] Montana State Univ, Dept Phys, Bozeman, MT 59717 USA
来源
OPTICAL METHODS FOR TUMOR TREATMENT AND DETECTION: MECHANISMS AND TECHNIQUES IN PHOTODYNAMIC THERAPY XI | 2002年 / 4612卷
关键词
two-photon absorption; singlet molecular oxygen; porphyrins; photosensitization;
D O I
10.1117/12.469344
中图分类号
R73 [肿瘤学];
学科分类号
100214 ;
摘要
Classical photodynamic therapy (PDT) has a drawback of limited penetration of visible light. It has been proposed that by utilizing two-photon absorption (TPA), where illumination is carried out at near-IR wavelengths falling into tissue transparency window, the PDT can be used for deeper treatment of tumors. Here we introduce new porphyrin photosensitizer 5-(4-diphenylaminostilbene),15-(2,6-dichlorophenyl)21H,23H-porphine (hereafter referred as DPASP) with greatly enhanced TPA cross-section in near-IR range of wavelengths. The design of DPASP was based on structure-property relationships, empirically known to enhance TPA cross-section in organic pi-conjugated chromophores. In our case introduction of a 4(diphenylaminostilbene)-substituent into the 5-position of the tetrapyrrole ring results in 20-fold enhancement of TPA cross-section at lambda(exc) = 780 nm as compared with parent molecule 5-phenyl,15-(2,6-dichlorophenyl)-21H,23H-porphine (DPP). The high value of TPA cross-section of DPASP enables to reliably detect for the first time an efficient luminescence of singlet oxygen produced upon two-photon excitation of porphyrin. Singlet oxygen luminescence was also measured upon two-photon excitation of several other porphyrins including water-soluble derivative 5,10,15,20-tetrakis-(4-N-methylpyridyl)21H,23H-porphine (TMpyP).
引用
收藏
页码:143 / 151
页数:9
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