Phototransformations of 5‐Aminolevulinic Acid–induced Protoporphyrin IX in vitro: A Spectroscopic Study ¶

Human adenocarcinoma cells of the line WiDr were incubated with 5‐aminolevulinic acid to induce protoporphyrin IX (PpIX) and then exposed to laser light of wavelength 635 nm. The PpIX fluorescence decreased with increasing exposure. The decay rate was slightly dependent on the initial PpIX concentration. The PpIX fluorescence was halved by a fluence of about 40 J/cm2. Several fluorescing photoproducts were formed. The main one, supposedly the chlorin‐type photoprotoporphyrin (Ppp), had a fluorescence excitation spectrum stretching out to about 680 nm with a maximum at around 668 nm. The formation kinetics of this product was dependent on the initial PpIX concentration. Moreover, it was selectively bleached by exposure to light at 670 nm. A photoproduct with an emission maximum at 652 nm, different from Ppp, remained after this exposure. Traces of a photoproduct(s) with fluorescence emission slightly blueshifted compared with that of PpIX, supposedly water‐soluble porphyrins, were also detected after light exposure.

[1]  Stanley B. Brown,et al.  Protoporphyrin IX Fluorescence Photobleaching during ALA‐Mediated Photodynamic Therapy of UVB‐Induced Tumors in Hairless Mouse Skin , 1999, Photochemistry and photobiology.

[2]  F. Guillemin,et al.  Characterization of Photodegradation of Meta‐tetra (Hydroxyphenyl)chlorin (mTHPC) in Solution: Biological Consequences in Human Tumor Cells , 1998, Photochemistry and photobiology.

[3]  W S Strauss,et al.  Selective Examination of Plasma Membrane–Associated Photosensitizers Using Total Internal Reflection Fluorescence Spectroscopy: Correlation between Photobleaching and Photodynamic Efficacy of Protoporphyrin IX , 1998, Photochemistry and photobiology.

[4]  Stanley B. Brown,et al.  Fluorescence Photobleaching of ALA‐induced Protoporphyrin IX during Photodynamic Therapy of Normal Hairless Mouse Skin: The Effect of Light Dose and Irradiance and the Resulting Biological Effect , 1998, Photochemistry and photobiology.

[5]  Kristian Berg,et al.  Photobleaching of protoporphyrin IX in cells incubated with 5‐aminolevulinic acid , 1997, International journal of cancer.

[6]  Y. Garini,et al.  Fourier Transform Multipixel Spectroscopy and Spectral Imaging of Protoporphyrin in Single Melanoma Cells , 1996, Photochemistry and photobiology.

[7]  R. Pottier,et al.  Formation of water-soluble porphyrins and protoporphyrin IX in 5-aminolevulinic-acid-incubated carcinoma cells. , 1996, Journal of photochemistry and photobiology. B, Biology.

[8]  S. Bagdonas,et al.  Spectroscopic studies of photobleaching and photoproduct formation of porphyrins used in tumour therapy. , 1996, Journal of photochemistry and photobiology. B, Biology.

[9]  Wolfgang Baeumler,et al.  Wavelength-dependent in-vitro and in-vivo photodynamic effects after sensitization with 5-aminolevulinic acid induced protoporphyrin IX , 1996, European Conference on Biomedical Optics.

[10]  Martin Kriegmair,et al.  CELLULAR FLUORESCENCE OF THE ENDOGENOUS PHOTOSENSITIZER PROTOPORPHYRIN IX FOLLOWING EXPOSURE TO 5‐AMINOLEVULINIC ACID , 1995, Photochemistry and photobiology.

[11]  R. Pottier,et al.  On the role of protoporphyrin IX photoproducts in photodynamic therapy. , 1995, Journal of photochemistry and photobiology. B, Biology.

[12]  L. Dubertret,et al.  SUBCELLULAR LOCALIZATION OF AND PHOTOSENSITIZATION BY PROTOPORPHYRIN IX IN HUMAN KERATINOCYTES AND FIBROBLASTS CULTIVATED WITH 5‐AMINOLEVULINIC ACID , 1995 .

[13]  Muriel Barberi-Heyob,et al.  Quantum yields of photodegradation of protoporphyrin IX in solution: luminescent, spectrophotometric, and biological testing of photobleaching , 1995, Other Conferences.

[14]  Daniel Brault,et al.  Chlorin-type photosensitizers derived from vinyl porphyrins , 1995, Other Conferences.

[15]  W. Dietel,et al.  Phototransformation of ALA-induced protoporphyrin IX (PPIX) in carcinoma cells and of exogenous PPIX in cells and solutions , 1994, Other Conferences.

[16]  W. Cheong,et al.  Photoproduct formation during irradiation of tissues containing protoporphyrin. , 1994, Journal of photochemistry and photobiology. B, Biology.

[17]  Herbert Schneckenburger,et al.  Photoproducts and new spectral bands during PDT probed by cw and time-gated microscopy and spectroscopy , 1994, SPIE LASE.

[18]  Herbert Schneckenburger,et al.  Studies on porphyrin photoproducts in solution, cells, and tumor tissue , 1994, Photonics West - Lasers and Applications in Science and Engineering.

[19]  Ronald Sroka,et al.  Is the photobleaching signal a useful tool for dosimetry during photodynamic therapy? , 1994, Other Conferences.

[20]  K König,et al.  Time-resolved in-vivo fluorescence of photosensitizing porphyrins. , 1993, Journal of photochemistry and photobiology. B, Biology.

[21]  J. Bommer,et al.  PHOTOBLEACHING OF MONO‐l‐ASPARTYL CHLORIN e6 (NPe6): A CANDIDATE SENSITIZER FOR THE PHOTODYNAMIC THERAPY OF TUMORS , 1993, Photochemistry and photobiology.

[22]  K König,et al.  In vivo photoproduct formation during PDT with ALA-induced endogenous porphyrins. , 1993, Journal of photochemistry and photobiology. B, Biology.

[23]  P. Charlesworth,et al.  The use of 5-aminolevulinic acid (ALA) in photodynamic therapy (PDT). , 1993, Journal of photochemistry and photobiology. B, Biology.

[24]  R. Sroka,et al.  Photodegradation of protoporphyrin-dimethylester in solution and in organized environments. , 1993, International journal of radiation biology.

[25]  H. Schneckenburger,et al.  Fluorescence detection and photodynamic activity of endogenous protoporphyrin in human skin , 1992 .

[26]  H. Schneckenburger,et al.  Intracellular fluorescence polarization, picosecond kinetics, and light-induced reactions of photosensitizing porphyrins , 1992 .

[27]  K König,et al.  Variation in the fluorescence decay properties of haematoporphyrin derivative during its conversion to photoproducts. , 1990, Journal of photochemistry and photobiology. B, Biology.

[28]  R. Steiner,et al.  Competition between photobleaching and fluorescence increase of photosensitizing porphyrins and tetrasulphonated chloroaluminiumphthalocyanine. , 1990, Journal of photochemistry and photobiology. B, Biology.

[29]  G. Jonusauskas,et al.  Light-induced transformations of hematoporphyrin diacetate and hematoporphyrin. , 1988, Journal of photochemistry and photobiology. B, Biology.

[30]  T. Seki,et al.  Fluorescence of hematoporphyrin in living cells and in solution. , 1988, Journal of photochemistry and photobiology. B, Biology.

[31]  S. Sandberg,et al.  Light-induced redistribution and photobleaching of protoporphyrin in erythrocytes from patients with erythropoietic protoporphyria: an explanation of the rapid fading of fluorocytes. , 1988, Journal of photochemistry and photobiology. B, Biology.

[32]  G. Reinhart,et al.  APPLICATION OF TIME‐RESOLVED FLUOROMETRY TO THE RESOLUTION OF PORPHYRIN‐PHOTOPRODUCT MIXTURES , 1988, Photochemistry and photobiology.

[33]  J. Moan,et al.  Photomodification of Porphyrins in Biological Systems , 1988 .

[34]  J Moan,et al.  PHOTOBLEACHING OF PORPHYRINS USED IN PHOTODYNAMIC THERAPY AND IMPLICATIONS FOR THERAPY , 1987, Photochemistry and photobiology.

[35]  J Moan,et al.  Effect of bleaching of porphyrin sensitizers during photodynamic therapy. , 1986, Cancer letters.

[36]  J. Spikes.  QUANTUM YIELDS AND KINETICS OF THE PHOTOBLEACHING OF HEMATOPORPHYRIN, PHOTOFRIN II, TETRA(4‐SULFONATOPHENYL)‐PORPHINE AND UROPORPHYRIN , 1984 .

[37]  Marianne Krieg,et al.  Self-sensitized photooxidation of protoporphyrin IX and related free-base porphyrins in natural and model membrane systems. Evidence for novel photooxidation pathways involving amino acids , 1984 .

[38]  J. Moan,et al.  A Chromatographic Study of Hematoporphyrin Derivatives , 1984 .

[39]  David G. Whitten,et al.  PHOTOOXIDATION AND SINGLET OXYGEN SENSITIZATION BY PROTOPORPHYRIN IX AND ITS PHOTOOXIDATION PRODUCTS , 1982 .