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Near-Infrared Dyes for High Technology Applications pp 87–114Cite as

Incorporation of Dye in Resting and Stimulated Leukocytes

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Part of the book series: NATO ASI Series ((ASHT,volume 52))

Abstract

Methods of investigating the incorporation efficiency of dye molecules into leukocytes and other cells are reviewed. The application of polarized light spectroscopy into the establishment of changes in the structure of biological membranes due to cell stimulation is reported. Results obtained by polarized light absorption, fluorescence, delayed luminescence and photoacoustic spectra and flow cytometry applications are described. The incorporation of two types of dyes: stilbazolium merocyanines and porphyrins are discussed on the basis of the authors’ results.

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References

  1. Bonnett, R. (1995) Photosensitizers of the porphyrin and phthalocyanine series for photodynamic therapy, Chem. Soc.Rev., 24, 19–33.

    Article  CAS  Google Scholar 

  2. Levy, J.G., and Obochi, M. (1996) New applications in photodynamic therapy, Photochem. Photobiol. 64, 737–739.

    Article  PubMed  CAS  Google Scholar 

  3. Shen, H.-R., Spikes, J.D., Kopečekova, P., Kopeček, J. (1996) Photodynamic crosslinking of proteins. I. Model studies using histidine-and lysine-containing N -(2-hydroxypropyl) methacrylamide copolymers, J. Photochem. Photobiol. 34,203–210.

    Article  CAS  Google Scholar 

  4. Witjes, M.J.H., Mank, A.J.G., Speelman, O.C., Posthumus, R., Nooren, C.A.A., Nauta, J.M., Roodenburg, J.L.N., and Star, W.M. (1997) Distribution of aluminium phthalocyanine disulfonate in an oral squamous cell Carcinoma model. In vivo fluorescence imaging compared with ex vivo analytical methods, Photochem. Photobiol. 65, 685–693.

    PubMed  CAS  Google Scholar 

  5. Malik, Z., Amit, I., and Rothmann, C. (1997) Subcellular localization of sulfonated tetraphenyl porphines in colon. Carcinoma cells by spectrally resolved imaging, Photochem. Photobiol. 65, 389–396.

    Article  PubMed  CAS  Google Scholar 

  6. Jiang, F., Lilge, L., Logie, B., Li, Y., and Chopp, M. (1997) Photodynamic therapy of 9L Gliosarcoma with liposome-delivered Photofrin, Photochem. Photobiol. 65, 701–706.

    Article  PubMed  CAS  Google Scholar 

  7. Planner, A., Goc, J., Dudkowiak, A., Frockowiak, D., and Miyake, J. (1997) The influence of lipid presence on the aggregation of 8,12-diethyl farnesyl bacteriochlorophyll c located in adsorbed and monolayers, J. Photochem. Photobiol.,B: Biol. (in press).

    Google Scholar 

  8. Goc, J., Hara, M., Tateishi, T., Miyake, J., Planner, A., Frackowiak, D. (1997) Spectral properties of the photosynthetic reaction units reconstituted of the bacterial reaction centres and antenna pigments located in liposomes suspended in buffer or ordered in Langmuir-Blodgett films, J. Photochem. Photobiol. A: Chem. (accepted).

    Google Scholar 

  9. Miller, G.G., Brown, K., Ballangrud, A.M., Barajas, O., Xiao, Z., Tulip, J., Lown, J.W., Leithoff, J.M., Allalunis-Turner, M. J., Mehta, R.D., and Moore, R.B. (1997) Preclinical assessment of hypocrellin B and hypocrellin B derivatives as sensitizers for photodynamic therapy of cancer: progress update, Photochem. Photobiol. 65, 714–722.

    Article  PubMed  CAS  Google Scholar 

  10. Soukos, N.S., Hamblin, M.R. and Hasan, T. (1997) The effect of charge on cellular uptake and phototoxicity of polylysine chlorin, conjugates, Photochem. Photobiol. 65, 723–729.

    Article  PubMed  CAS  Google Scholar 

  11. Colasanti, A., Kisslinger, A., Kusch, D., Liuzzi, R., Mastrocinque, M., Montforts, F.-P., Quarto, M., Riccio, P., Roberti, G., Villani, F. (1997) In vitro photo-activation of newly synthesized chlorin derivatives with red-light-emitting diodes,J. Photochem. Photobiol. B: Biol. 38, 54–60.

    Article  CAS  Google Scholar 

  12. Krasnovsky, A.A., Jr. (1979) Photoluminescence of singlet oxygen in pigment solutions, Photochem. Photobiol. 29, 29–36.

    Article  CAS  Google Scholar 

  13. Jori, G., Pratesi, R., and Scalvini, M. (1984) A multi LED source for photoradiotherapy, in A. Andreoni and R. Cubeddu (eds.), Porphyrins Power Light Emitting Diodes (LEDs), Plenum, New York, pp. 301–307.

    Google Scholar 

  14. Dougherty, T.J. (1993) Photodynamic therapy, Photochem. Photobiol. 58, 895–900.

    Article  PubMed  CAS  Google Scholar 

  15. Frąckowiak, D., Wiktorowicz, K., Cofta, J., Niedbalska, M., and Latosiríska, M. (1995) Incorporation of stilbazolium merocyanines into resting and stimulated mononuclear leukocytes, Acta Biochim. Polon. 42, 61–68.

    PubMed  Google Scholar 

  16. Schechter, B. (1976) Lymphocyte stimulation by nonspecific mitogens, in A. Castellani (ed.), Lymphocyte Stimulation, Differential Sensitivity to Radiation,Biochemical and Immunological Processes, Plenum, New York, pp. 1–13.

    Google Scholar 

  17. Frąckowiak, D., Niedbalska, M., Wiktorowicz, K. (1996) Influence of mitogenic activators on the structure of leukocytes, J. Photochem. Photobiol. B: Biol. 33, 4550.

    Google Scholar 

  18. Marijnissen, J.P.A., Star, W.M., in’t Zandt, H.J.A., D’ Hallewin, M.A., and Baert, L. (1993) In situ light dosimetry during whole bladder wall photodynamic therapy: clinical results and experimental verification, Phys. Med. Biol. 38, 567–582.

    Article  PubMed  CAS  Google Scholar 

  19. Isakov, N., Scholtz, W., and Altman, A. (1986) Signal transduction and intercellular events in T- lymphocyte activation, Immunol. Today 7, 271–277.

    Article  CAS  Google Scholar 

  20. Bucci, E., Gryczyríski, Z., Fronticelli, C., Gryczyríski, I., and Lakowicz, J.R. (1996) Fluorescence intensity and anisotropy decays of the intrinsic tryptophan emission of hemoglobin measured with a 10 GHz fluorometer using front-face geometry on a free liquid surface, J. Fluorescence 2, 29–36.

    Article  Google Scholar 

  21. Frackowiak, D., Gruda, I., Niedbalska, M., Romanowski, M., and Dudkowiak, A., (1990) Polarized absorption and emission spectra of stilbazolium merocyanines, J. Photochem. Photobiol. A: Chem. 54, 37–48.

    Article  CAS  Google Scholar 

  22. Lydaki, E., Dimitriou, H., Papazoglou, Th., Bolonaki, E., Kalmanti, M. (1996) Merocyanine 540 mediated photoirradiation of leukemic cells. In vitro inference on cell survival, J. Photochem. Photobiol. 32, 27–32.

    Article  CAS  Google Scholar 

  23. Wiktorowicz, K., Niedbalska, M., Planner, A., and Frackowiak, D. (1995) Incorporation of stilbazolium merocyanines into human leukocytes measured by flow cytometry, Acta Biochim. Polon. 42, 333–338.

    PubMed  CAS  Google Scholar 

  24. Ion, R.M., Planner, A., Wiktorowicz, K., and Frackowiak D. (1997) The incorporation of various porphyrins into human blood cells measured via flow cytometry, absorption and emission spectroscopy, J. Photochem. Photobiol. B: Biol. (submitted).

    Google Scholar 

  25. Valenzeno, D.P. (1987) Photomodification of biological membranes with emphasis on singlet oxygen mechanisms, Photochem. Photobiol. 46, 147–160.

    Article  PubMed  CAS  Google Scholar 

  26. Gruda, I., Page, M., Bolduc, F., Laliberte, S., and Noel, C. (1987) Merocyanines: Potential new anticancer agents, Anticancer Research 7, 1125–1128.

    CAS  Google Scholar 

  27. Hoebeke, M., Seret, A., Piette, J., and van de Vorst, A. (1988) Singlet oxygen production and photoisomerization: two competitive processes for merocyanine 540 irradiated with visible light, J. Photochem. Photobiol. B: Biol. 1, 437–446.

    Article  CAS  Google Scholar 

  28. Gruda, I., and Bolduc, F. (1984) Spectral properties and basicity of stilbazolium betaines containing bulk substituents on quinoid ring, J. Org. Chem. 49, 3300–3305.

    Article  CAS  Google Scholar 

  29. Dion, F., Bolduc, F., and Gruda, I. (1980) Effect of stilbazolium betaines structure on their incorporation into bilayer vesicles, J. Colloid Interface Sci. 77, 465–469.

    Google Scholar 

  30. Frąkowiak, D. Niedbalska, M., Romanowski, M., and Gruda, I. (1988) Electrochromic effect of stilbazolium merocyanines, Studia Biophysica 123, 135–143.

    Google Scholar 

  31. Gruda, I., Laliberte, S., Niedbalska, M., and FrFkowiak, D. (1987) Polarized spectra of a series of stilbazolium merocyanines in polyvinyl alkohol films, J. Luminescence 39, 1–10.

    Article  CAS  Google Scholar 

  32. Gruda, I., Hotchandani, S., and Frąkowiak, D. (1986) Spectra of merocyanines oriented in nematic liquid crystal, Photobiochem. Photobiophys. 12, 267–274.

    CAS  Google Scholar 

  33. Niedbalska, M., Gruda, I. (1992) Incorporation of stilbazolium merocyanines into biological membranes, (1992) Current Topics in Biophysics 16, 1–7.

    CAS  Google Scholar 

  34. Carter, N.P., and Meyer, E.W. (1990) Introduction to the principles of flow cytometry, in M.G. Ormerod (ed.), Flow cytometry. A practical approach, Oxford University Press, Oxford-New York-Tokyo, pp.1–28.

    Google Scholar 

  35. Berg, K., Western, A., Bommer J.C., and Moan, J. (1990) Intracellular localization of sulfonated meso-tetraphenylporphyrins in a human carcinoma cell line, Photochem. Photobiol. 52, 481–487.

    Article  PubMed  CAS  Google Scholar 

  36. Reddi, E., and Jori, G. (1988) Steady state and time resolved spectroscopic studies of photodynamic sensitizers, porphyrins and phtalocyanines, Rev. Chem. Intermed. 10, 241–268.

    Article  CAS  Google Scholar 

  37. Ricchelli, F. (1995) Photophysical properties of porphyrins in biological membranes, J. Photochem. Photobiol. B: Biol. 29, 109–118.

    Article  CAS  Google Scholar 

  38. Zankevich, E., Sagun, E., Knyukshto, V., Shulga, A., Mironov, A., Efremova, O., Bonnett, R., Songca, S.P., and Kassem, M. (1966) Photophysical and photochemical properties of potential porphyrin and chlorin photosensitizer, J. Photochem. Photobiol. B: Biol. 33, 171–180.

    Article  Google Scholar 

  39. Berg, K. (1990) Cellular uptake and photosynthetizing effects of porphyrins and phtalocyanines, Ph. D. Thesis, Oslo, p. 22.

    Google Scholar 

  40. Sarna, T. (1992) Properties and function of the ocular melanin - A photobiophysical view, J. Photochem. Photobiol. B: Biol. 12, 215–258.

    Article  CAS  Google Scholar 

  41. Schmitz, S., Thomas, P.D., Allen, T.M., Poznansky, M.J., and Jimbow, K. (1995) Dual role of melanins and melanin precursors as photoprotective and phototoxic agents: inhibition of ultraviolet radiation-induced lipid peroxidation, Photochem. Photobiol. 61, 650–655.

    Article  PubMed  CAS  Google Scholar 

  42. Kollias, N., Sayre, R.M., Zeise, L., and Chedekel, M.R. (1991) Photoprotection by melanin, J. Photochem. Photobiol. B: Biol. 9, 135–160.

    Article  CAS  Google Scholar 

  43. Green, A., Neale, R., Kelly, R., Smith, I., Ablett, E., Meyers, B., and Parsons, P. (1996) An animal model for human melanoma, Photochem. Photobiol. 64, 577–580.

    Article  PubMed  CAS  Google Scholar 

  44. Wrcbel, D., Planner, A., Hanyz, I., Wielgus, A., Sarna, T. (1997) Melanin - porphyrin interaction monitored by delayed luminescence and photoacoustic. J. Photochem. Photobiol. B: Biol. (accepted).

    Google Scholar 

  45. West, C.M., and Moore, J.V. (1989) Flow cytometric analysis of intercellular haematoporphyrins derivative in human tumour cells and multicellular spheroids, Photochem. Photobiol. 50, 665–669.

    Article  PubMed  CAS  Google Scholar 

  46. Glück, S., Chadderton, A., Ho, A.D. (1996) The selective uptake of benzoporphyrin derivative mono-acid ring a results in differential cell kill of multiple myeloma cells in vitro, Photochem. Photobiol. 63, 846–853.

    Article  PubMed  Google Scholar 

  47. Wessels, J., Strauss, W., Seidlitz, H.K., Ruck, A., and Schneckenburger, H. (1992) Intracellular localization of meso-tetraporphine tetrasulfonate probed by time-resolved and microscopic fluorescence spectroscopy, J. Photochem. Photobiol. B: Biol. 12, 275–284.

    Article  CAS  Google Scholar 

  48. Borokov, V.V., Anikin, M.,Wasa, K. and Sakata, Y. (1996) Structurally controled porphyrin - aggregation process in phospholipid membranes, Photochem. Photobiol. 63, 477–482.

    Google Scholar 

  49. Cubeddu, R., Ramponi, R., and Bottiroli, G. (1987) Disaggregation effects onhematoporphyrin in the presence of surfactants at different concentrations: temperature dependence, Proc. SPIE 701, 316–319.

    Article  CAS  Google Scholar 

  50. Moan, J., and Sommer, S., Uptake of the components of hematoporphyrine derivatives by cells and tumors, Cancer Lett. 21, 167–174.

    Google Scholar 

  51. Kessel, D., Thomson, P., Saatio, K., and Nauwi, K.D. (1987) Tumor localization and photosensitization by sulfonated derivatives of TPP, Photochem.Photobiol. 45,787–790.

    Article  PubMed  CAS  Google Scholar 

  52. Winkelman, J.W., Arad, D., Kimel, S. (1993) Stereochemical factors in the transport and binding photosensitizers in biological systems and in photodynamic therapy, J. Photochem. Photobiol. B: Biol. 18, 181–189.

    Article  CAS  Google Scholar 

  53. Ion, R.M. (1993) The spectrophotometric study of the photodegradation reaction of tetraphenyl porphyrine. The solvent effect, Rev. Chim. (Bucharest), 44, 957–959.

    CAS  Google Scholar 

  54. Moan, J., Christensen, T, and Jacobsen, P.B. (1984) Porphyrin - sensitized photoinactivation of cells in vitro, in D.R. Doiron and C.J. Gomer (eds), Porphyrin Localization and treatment of tumors, Alan R. Liss, New York, pp. 419–442.

    Google Scholar 

  55. Ion, R.M., Moise, F., Ceafalau, L. and Iosif, L. (1993) Photochemistry in micellar systems. I. Photodegradation and stabilization of porphyrins, Anal. Univ. Buc.: Chimie. I, 51–58.

    Google Scholar 

  56. Ion, R.M., and Nita, I. (1994) Spectrophotometric study of the photodegradation reaction of tetraryl porphyrins. IV. The hydroperoxides effect, Rev.Chim. (Bucharest) 45, 898–901.

    Google Scholar 

  57. Teodorescu, L., and Ion, R.M. The new aspects on the mechanism of the photodegradation reaction of some porphyrin sensitizers, Rev. Chim. (Bucharest) 41, 312–315.

    Google Scholar 

  58. Ion, R.M., Moise, F. and Iosif, A. (1991) La relation entre la structure, la photodegradation et l’activite des porphyrinique photosensibilizateures avec des application dans la therapy photodynamique du cancer, Materials of conference “L’ecole du Biophysique”, Bucharest.

    Google Scholar 

  59. Ochsner, M. (1996) Light scattering of human skin: a comparison between zinc (II)phthalocyanine and Photofrin II, J. Photochem. Photobiol. B: Biol. 32, 3–9.

    Article  CAS  Google Scholar 

  60. Pádula, M., Boiteux, S., Felzenszwalb, I., Menezes, S. (1996) Photodynamic action of phycocyanin: damage and repair, J. Photochem. Photobiol. B: Biol. 32, 19–26.

    Article  Google Scholar 

  61. Viola, A., Hadjur, C., Jeunet, A., Julliard, M. (1996) Electron paramagnetic resonance evidence of the generation of superoxide (02) and hydroxyl (OH) radicals by irradiation of a new photodynamic therapy photosensitizer, Victoria Blue BO, J. Photochem. Photobiol. B: Biol. 32, 49–58.

    Article  CAS  Google Scholar 

  62. Millson, C.E., Wilson, M., MacRobert, A.J., Bown, S.G. (1996) Ex-vivo treatment of gastric Helicobacter infection by photodynamic therapy, J. Photochem. Photobiol. B: Biol. 32, 59–65.

    Article  CAS  Google Scholar 

  63. Post, J.G., te Poele, J.A.M., Schuitmaker, J.J., and Stewart, F. A. (1996) A comparison of functional bladder damage after intravesical photodynamic therapy with three different photosensitizers, Photochem. Photobiol. 63, 314–321.

    Article  PubMed  CAS  Google Scholar 

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Author information

Authors and Affiliations

  1. Institute of Physics, Poznań University of Technology, Piotrowo 3, 60-965, Poznań, Poland

    Danuta Frąckowiak & Alfons Planner

  2. ZECASIN, Splaiul Independentei 202, 79611, Bucharest, Rumania

    Rodica-Mariana Ion

  3. Immunodiagnostics Lab., K. Marcinkowski University of Medical Sciences, ul. Dluga 1/2, 61-848, Poznań, Poland

    Krzysztof Wiktorowicz

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  1. Danuta Frąckowiak
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  2. Alfons Planner
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  3. Rodica-Mariana Ion
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  4. Krzysztof Wiktorowicz
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  1. Federal Institute for Materials Research and Testing, Berlin, Germany

    Siegfried Daehne  & Ute Resch-Genger  & 

  2. Institute of Analytical Chemistry, Chemo-and Biosensors, University of Regensburg, Regensburg, Germany

    Otto S. Wolfbeis

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Frąckowiak, D., Planner, A., Ion, RM., Wiktorowicz, K. (1998). Incorporation of Dye in Resting and Stimulated Leukocytes. In: Daehne, S., Resch-Genger, U., Wolfbeis, O.S. (eds) Near-Infrared Dyes for High Technology Applications. NATO ASI Series, vol 52. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-5102-3_4

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  • DOI: https://doi.org/10.1007/978-94-011-5102-3_4

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-010-6143-8

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