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Proceedings Paper

Strong two-photon absorption and singlet oxygen photogeneration in near-IR with new porphyrin molecule
Author(s): Aliaksandr Karotki; Mikhail A. Drobizhev; Mikalai Kruk; Aleksander Rebane; Eric Nickel; Charles W. Spangler
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Paper Abstract

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).

Paper Details

Date Published: 6 June 2002
PDF: 9 pages
Proc. SPIE 4612, Optical Methods for Tumor Treatment and Detection: Mechanisms and Techniques in Photodynamic Therapy XI, (6 June 2002); doi: 10.1117/12.469344
Show Author Affiliations
Aliaksandr Karotki, Montana State Univ. (United States)
Mikhail A. Drobizhev, Montana State Univ. (United States)
Mikalai Kruk, Institute of Molecular and Atomic Physics (Belarus)
Aleksander Rebane, Montana State Univ. (United States)
Eric Nickel, Synar Technologies, Inc. (United States)
Charles W. Spangler, Montana State Univ. (United States)

Published in SPIE Proceedings Vol. 4612:
Optical Methods for Tumor Treatment and Detection: Mechanisms and Techniques in Photodynamic Therapy XI
Thomas J. Dougherty, Editor(s)

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