Photodynamic inhibition of acetylcholinesterase after two-photon excitation of copper tetrasulfophthalocyanine

Lasers in Medical Science

Volumn 23, Issue 1, 2008, Pages 19-25

  Mir, Youssef ^a   Houde, Daniel ^a   Van Lier, Johan E ^a  

^a UNIVERSITY OF SHERBROOKE   (Canada)

Author keywords

Acetylcholinesterase; Laser; Photodynamic therapy; Phthalocyanine; Two photon

Indexed keywords

ACETYLCHOLINESTERASE; OXYGEN; REACTIVE OXYGEN METABOLITE; TETRASULFOPHTHALOCYANINE; TETRASULFOPHTHALOCYANINE COPPER; UNCLASSIFIED DRUG;

ARTICLE; COMPARATIVE STUDY; ENZYME ACTIVITY; ENZYME INACTIVATION; ENZYME INHIBITION; GAMMA IRRADIATION; LIGHT; LIGHT ABSORPTION; LINEAR SYSTEM; MOLECULAR INTERACTION; PHOTODYNAMICS; PHOTOMETRY; PHOTON; PRIORITY JOURNAL; SPECTRAL SENSITIVITY; TIME;

EID: 36649030199     PISSN: 02688921     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10103-007-0446-x     Document Type: Article

References (39)

1. Dougherty TJ (1987) Photosensitizers: therapy and detection of malignant tumors. Photochem Photobiol 45:879-889
2. Dougherty TJ, Gomer CJ, Henderson BW, Jori G, Kessel D, Korbelik M, Moan J, Peng Q (1998) Photodynamic therapy. J Natl Cancer Inst 90:889-905
3. Rosenthal I, Krishna CM, Riesz P, Ben-Hur E (1986) The role of molecular oxygen in the photodynamic effect of phthalocyanines. Radiat Res 107:136-142
4. Foote CS (1991) Definition of type I and type II photosensitized oxidation. Photochem Photobiol 54:659-664
5. Weishaupt KR, Gomer CJ, Dougherty TJ (1976) Identification of singlet oxygen as the cytotoxic agent in photo-inactivation of a murine tumor. Cancer Res 36:2326-2329
6. Sharman WM, Allen CM, van Lier JE (2000) Role of activated oxygen species in photodynamic therapy. Methods Enzymol 319:376-400
7. Sharman WM, Allen CM, van Lier JE (1999) Photodynamic therapeutics: Basic principles and clinical applications. Drug Discov Today 4:507-517
8. Dolmans DEJGJ, Fukumura D, Jain RK (2003) Photodynamic therapy for cancer. Nat Rev Cancer 3:380-387
9. Vrouenraets MB, Visser GWM, Snow GB, van Dongen GAMS (2003) Basic principles, applications in oncology and improved selectivity of photodynamic therapy. Anticancer Res 23:505-522
10. Capella MAM, Capella LS (2003) A light in multidrug resistance: Photodynamic treatment of multidrug-resistant tumors. J Biomed Sci 10:361-366
11. Hayata Y, Konaka C (1990) Photodynamic therapy of neoplastic disease. In: David Kessel (ed) Photodynamic therapy of neoplastic disease, vol 1. CRC, Boca Raton, FL, pp 44-63
12. Freeman TL, Cope SE, Stringer MR, Cruse-Sawyer JE, Brown SB, Batchelder DN, Birbeck K (1998) Investigation of the subcellular localization of zinc phthalocyanines by Raman mapping. Appl Spectrosc 52:1257-1263
13. Andreoni A, Cubeddu R, De Silvestri S, Laporta P, Svelto O (1982) Two-step laser activation of hematoporphyrin derivative. Chem Phys Lett 88:37-39
14. Andreoni A (1987) Two-step photoactivation of hematoporphyrin by excimer-pumped dye-laser pulses. J Photochem Photobiol B Biol 1:181-193
15. Leupold D, Freyer W (1992) Proposal of modified mechanisms for photodynamic therapy. J Photochem Photobiol B Biol 12:311-313
16. Stiel H, Teuchner K, Paul A, Freyer W, Leupold D (1994) Two-photon excitation of alkaly-substituted magnesium phthalocyanine: radical formation via higher excited states. J Photochem Photobiol A Chem 80:289-298
17. Fluhler EN, Hurley JK, Kochevar IE (1989) Laser intensity and wavelength dependence of Rose-Bengal-photosensitized inhibition of red blood cell acetylcholinesterase. Biochim Biophys Acta 990:269-275
18. Smith G, McGimpsey WG, Lynch M, Kochevar IE, Redmond RW (1994) An efficient oxygen independent two-photon photosensitization mechanism. Photochem Photobiol 59:135-139
19. Mir Y, Houde D, van Lier JE (2006) Two-photon absorption of copper tetrasulfophthalocyanine induces phototoxicity towards Jurkat cells in vitro. Photochem Photobiol Sci 5:1024-1030
20. Kaneko Y, Nishimura Y, Arai T, Sakuragi H, Tokumaru K, Matsunaga D (1995) UV light and red light chemistry of metallophthalocyanine: wavelength dependent photochemical reduction of tetrasodium salts of Zn(II) and Cu (II) tetrasulphonatophthalocyanines with amines. J Photochem Photobiol A Chem 89:37-44
21. Lee See K, Forbes IJ, Betts WH (1984) Oxygen dependency of photocytotoxicity with haematoporphyrin derivative. Photochem Photobiol 39:631-634
22. Halbhuber KJ, Lemke C, Stibenz D, Linss W (1984) Activation of acetylcholine esterase (ACHE) as a sign of erythrocyte membrane alteration. Exp Pathol 25:35-44
23. Valenzeno DP (1987) Photomodification of biological membranes with emphasis on singlet oxygen mechanisms. Photochem Photobiol 46:147-160
24. Cauchon N, Nader M, Bkaily G, van Lier JE, Hunting D (2006) Photodynamic activity of substituted zinc trisulfophthalocyanines: role of plasma membrane damage. DOI 10.1562/2005-12-13-RA-752
25. 64Cu-labeled streptavidin following pretargeting of phosphatidylserine with biotinylated annexin-V. DOI 10.1007/s00259-006-0199-y
26. van Lier JE (1990) Phthalocyanines as sensitizers for PDT of cancer. In: Kessel D (ed) Photodynamic therapy of neoplastic disease, vol 1. CRC, Boca Raton, FL, pp 279-290
27. Allen CM, Sharman WM, van Lier JE (2001) Current status of phthalocyanines in the photodynamic therapy of cancer. J Porphyr Phthalocyanines 5:161-169
28. Gantchev TG, van Lier JE (1995) Catalase inactivation following photosensitization with tetrasulfonated metallophthalocyanines. Photochem Photobiol 62:123-134
29. Fournier M, Pépin C, Houde D, Ouellet R, van Lier JE (2003) Ultrafast studies of the excited-state dynamics of copper and nickel phthalocyanine tetrasulfonates: potential sensitizers for the two-photon photodynamic therapy of tumours. Photochem Photobiol Sci 2:1-8
30. Weber JH, Bush DH (1965) Complexes derived from strong field ligands XIX. Magnetic properties of transition metal derivatives of 4,4′,4″, 4‴-tetrasulfophthalocyanines. Inorg Chem 4:469-471
31. Ellman GL, Courtney KD, Andres Jr V, Featherstone RM (1961) A new and rapid colorimetric determination of acetylcholinesterase activity. Biochem Pharmacol 7:88-95
32. Tomlinson G, Mutus B, McLennan I (1981) Activation and inactivation of acetylcholinesterase by metal ions. Can J Biochem 59:728-735
33. Lambert CR, Stiel H, Leupold D, Lynch MC, Kochevar IE (1996) Intensity-dependent enzyme photosensitization using 532 nm nanosecond laser pulses. Photochem Photobiol 63:154-160
34. Laustriat G (1986) Molecular mechanisms of photosensitization. Biochimie 68:771-778
35. Tõugu V (2001) Acetylcholinesterase: mechanism of catalysis and Inhibition. Curr Med Chem 1:155-170
36. Tan RC, Truong TN, McCammon JA, Sussman JL (1993) Acetylcholinesterase: electrostatic steering increases the rate of ligand binding. Biochemistry 32:401-403
37. Ripoll DR, Faerman CH, Axelsen PH, Silman I, Sussman JL (1993) An electrostatic mechanism for substrate guidance down the aromatic gorge of acetylcholinesterase. Proc Natl Acad Sci USA 90:5128-5132
38. Gilson MK, Straatsma TP, McCammon JA, Ripoll DR, Faerman CH, Axelsen PH, Silman I, Sussman JL (1994) Open "back door" in a molecular dynamics simulation of acetylcholinesterase. Science 263:1276-1278
39. Scaiano JC, Johnston LJ, McGimpsey WG, Weir D (1988) Photochemistry of organic reaction intermediates: novel reaction paths induced by two-photon laser excitation. Acc Chem Res 21:22-29