The photodynamic and non-photodynamic actions of porphyrins

Brazilian Journal of Medical and Biological Research

Volumn 32, Issue 3, 1999, Pages 255-266

  Afonso, S C ^a,b   Enriquez De Salamanca R ^b   Del C Batlle, A M ^a,c  

^a UNIVERSIDAD DE BUENOS AIRES   (Argentina)

^b HOSPITAL UNIVERSITARIO 12 DE OCTUBRE   (Spain)

^c NONE   (Argentina)

Author keywords

Photodynamic; Porphyrias; Porphyrins; Protein alterations

Indexed keywords

ENZYME; HEME; HEMOPROTEIN; PHOTOSENSITIZING AGENT; PORPHYRIN; PROTOPORPHYRIN; REACTIVE OXYGEN METABOLITE; UROPORPHYRIN;

CHEMICALLY INDUCED DISORDER; DARKNESS; HUMAN; LIGHT; METABOLISM; PORPHYRIA; RADIATION EXPOSURE; REVIEW; SKIN DISEASE; ULTRAVIOLET RADIATION;

DARKNESS; ENZYMES; HEME; HEMEPROTEINS; HUMANS; LIGHT; PHOTOSENSITIZING AGENTS; PORPHYRIAS; PORPHYRINS; PROTOPORPHYRINS; REACTIVE OXYGEN SPECIES; SKIN DISEASES; ULTRAVIOLET RAYS; UROPORPHYRINS;

EID: 0033090642     PISSN: 0100879X     EISSN: 1414431X     Source Type: Journal    
DOI: 10.1590/S0100-879X1999000300002     Document Type: Article

References (56)

1. McDonagh AF & Bissell DM (1998). Porphyria and porphyrinology - the past fifteen years Seminars in Liver Disease, 18: 3-15.
2. Moore MR, McColl KEL, Rimington C & Goldberg A (1987). Disorders of Porphyrin Metabolism. Plenum Medical Book Co., New York & London, 21-116.
3. van Steveninck J, Dubbelman TMAR & Verweij H (1983). Photodynamic membrane damage. In: Kessel D & Dougherty TV (Editors), Porphyrin Photosensitization. Plenum Press, New York, 227-240.
4. Batlle AM del C (1993). Porphyrins, porphyrias, cancer and photodynamic therapy. A model for carcinogenesis. Journal of Photochemistry and Photobiology. B, Biology, 20: 5-22.
5. Sandberg S, Romslo I, Hovding G & Bjorndal T (1982). Porphyrin-induced photodamage as related to the subcellular localization of the porphyrins. Acta Dermato-Venereologica, 100 (Suppl): 75-80.
6. Verweij H & van Steveninck J (1982). Model studies on photodynamic cross-linking. Photochemistry and Photobiology, 35: 265-267.
7. Vincent SH, Holeman B, Cully BC & Müller-Eberhard U (1986). Porphyrin-induced photodynamic cross-linking of hepatic heme-binding proteins. Life Sciences, 38: 365-372.
8. Sandberg S & Brun A (1982). Light-induced protoporphyrin release from erythrocytes in erythropoietic protoporphyria Journal of Clinical Investigation, 70: 693-698.
9. Girotti AW & Deziel MR (1983). Photodynamic action of protoporphyrin on resealed erythrocyte membranes: mechanisms of release of trapped markers. Advances in Experimental Medicine and Biology, 60: 213-225.
10. Firey PA & Rodgers MJA (1988). Photochemical properties of erythrocyte ghosts containing porphyrin. Photochemistry and Photobiology, 47: 615-619.
11. De Goeij AFPM, Ververgaert PHJT & van Steveninck J (1975). Photodynamic effects of protoporphyrin on the architecture of erythrocyte membranes in protoporphyria and in normal red blood cells Clinica Chimica Acta, 62: 287-292.
12. Girotti AW (1976). Photodynamic action of protoporphyrin IX on human erythrocytes: cross-linking of membrane proteins. Biochemical and Biophysical Research Communications, 72: 1367-1374.
13. Brun A & Sandberg S (1985). Photodynamic release of protoporphyrin from intact erythrocytes in erythropoietic protoporphyria: The effect of small repetitive light doses. Photochemistry and Photobiology, 41: 535-541.
14. Sandberg S & Romslo I (1981). Porphyrin-induced photodamage at the cellular and subcellular level as related to the solubility of the porphyrins. Clinica Chimica Acta, 28: 13-23.
15. Jon G, Reddi E, Cozzani I & Tomio L (1986). Controlled targeting of different subcellular sites by porphyrins in tumourbearing mice. British Journal of Cancer, 53: 615-621.
16. Sandberg S, Glette J, Hopen G, Solberg C & Romslo I (1981). Porphyrin-induced photodamage to isolated human neutrophils. Photochemistry and Photobiology, 34: 471-475.
17. Christensen T, Moan J, Brown J, Waksvik H & Stigum H (1983). Studies on HPD: Chemical composition and in vitro photosensitization. Advances in Experimental Medicine and Biology, 60: 151-164.
18. Lim HW, Gigli I & Wasserman SI (1987). Differential effects of protoporphyrin and uroporphyrin on murine mast cells. Journal of Investigative Dermatology, 88: 281-286.
19. Konrad K, Hönigsmann H, Gschnait F & Wolff K (1975) Mouse model for protoporphyria II. Cellular and subcellular events in the photosensitivity flare of the skin. Journal of Investigative Dermatology, 65: 300-310.
20. Gomer CJ & Razum NJ (1984). Acute skin response in albino mice following porphyrin sensitization under oxic and anoxic conditions. Photochemistry and Photobiology, 40: 435-439.
21. Dubertret L, Santus R, Bazin M & de Sa e Melo T (1982). Photochemistry in human epidermis. A quantitative approach. Photochemistry and Photobiology, 35: 103-107.
22. Parrish JA, Rosen CF & Gange RW (1985). Therapeutic uses of light Annals of the New York Academy of Sciences, 454: 354-364.
23. Kohn K & Kessel D (1979). On the mode of cytotoxic action of photoactivated porphyrins. Biochemical Pharmacology, 28: 2465-2470.
24. Sandberg S & Romslo I (1980). Porphyrin-sensitized photodynamic damage of isolated rat liver mitochondria. Biochimica et Biophysics Acta, 593: 187-195.
25. Moan J, Rognan SE, Evensen JF & Malik Z (1987). Cell photosensitization by porphyrins. Photochemistry and Photobiology, 46 (Suppl): 385-395.
26. Lamola AA, Asher I, Müller-Eberhardt U & Poh-Fitzpatrick MB (1981). Fluorometric study of the binding of protoporphyrin to naemopexin and albumin. Biochemical Journal, 196: 693-698.
27. Poh-Fitzpatrick MB (1985). Porphyrin-sensitized cutaneous photosensitivity. Clinics in Dermatology, 3: 41-82.
28. Vazquez ES, Buzaleh AM, Navone NM, Polo CF, Schoua EA & Batlle AM del C (1987). The effect of griseofulvin on the heme pathway Studies on tissue explant cultures. Toxicology, 46: 73-82.
29. Rimington C, Lockwood WH & Belcher RV (1968). The excretion of porphyrin-peptide conjugates in variegate porphyria. Clinical Sciences, 35: 211-247.
30. Eales L, Day RS & Blekkenhorst GH (1980). The clinical ana biochemical features of variegate porphyria. International Journal of Biochemistry, 12: 837-854.
31. Longas MO & Poh-Fitzpatrick MB (1982). A tightly bound protein-porphyrin complex isolated from the plasma of a patient with variegate porphyria. Clinica Chimica Acta, 118: 219-228.
32. Varigos G, Schiltz JR & Bickers DR (1982). Uroporphyrin I stimulation of collagen biosynthesis in human skin fibroblasts. Journal of Clinical Investigation, 69: 129-135.
33. Ignarro LJ, Wood KS & Wolin MS (1982). Activation of purified soluble guanylate cyclase by protoporphyrin. IX Proceedings of the National Academy of Sciences, USA, 70: 2870-2873.
34. Khanum F & Jain V (1989). Effects of hematoporphyrin derivative on the cellular energy metabolism in the absence and presence of light. Photochemistry and Photobiology, 50: 647-651
35. + Biochemical and Biophysical Research Communications, 118: 191-197.
36. van Steveninck J, Boegheim JPJ, Dubbelman TMAR & van der Zee J (1988). The influence of porphyrins on iron-catalyzed generation of hydroxyl radicals. Biochemical Journal, 250: 197-201.
37. Köningsberger JC, Rademakers LHPM, van Hattum J, Baart de la Faille H, Wiegman LJJM, Italiaander E, van Berge Henegouwen GP & Marx JJM (1995). Exogenous protoporphyrin inhibits Hep G2 proliferation, increases the intracellular hydrogen peroxide concentration and causes ultrastructural alterations. Journal of Hepatology, 22: 57-65.
38. Afonso S, Chinarro S, Muñoz J, Salamanca RE & Batlle A (1987). Light-dependent and light-independent inactivation of red cell porphobilinogenase and deaminase by type I and III porphyrins. Bollettino dell'lstituto Dermatologico San Gallicano, XIII: 35-40.
39. Afonso S, Chinarro S, Salamanca R & Batlle A (1991). Further evidence on the photodynamic and the novel non-photodynamic inactivation of uroporphyrinogen decarboxylase by uroporphyrin I. Journal of Enzyme Inhibition, 5: 225-233.
40. Afonso SG, Chinarro S, Salamanca R & Batlle A (1994). δ-aminolevulinic acid dehydratase inactivation by uroporphyin I in light and darkness. International Journal of Biochemistry, 26: 255-258.
41. Afonso SG, Salamanca R & Batlle A (1996). Cytosolic and mitochondrial enzymes inactivation by uroporphyrin in light and darkness. Journal of Enzyme Inhibition, 10: 141-146.
42. Afonso SG, Chinarro S, Muñoz J, Salamanca RE & Batlle A (1990). Photodynamic and non-photodynamic action of several porphyrins on the activity of some heme-enzymes. Journal of Enzyme Inhibition, 3: 303-310
43. Afonso SG, Chinarro S, Enriquez de Salamanca R & Batlle AM del C (1994). How the atmosphere and the presence of substrate affect the photo and non-photo inactivation of heme enzymes by uroporphyrin I. International Journal of Biochemistry, 26: 259-262.
44. Afonso SG, Polo CF, Enriquez de Salamanca R & Batlle A (1996). Mechanistic studies on URO I-induced enzyme photoinactivation. International Journal of Biochemistry and Cellular Biology, 38: 415-420.
45. Bachowsky GJ, Morehouse KM & Girotti AW (1988). Porphyrin-sensitized photoreactions in the presence of ascorbate. Oxidation of cell membrane lipids and hydroxyl radical traps. Photochemistry and Photobiology, 47: 635-645.
46. van Steveninck J, Boegheim JPJ, Dubbelman TMAR & van der Zee J (1988). The influence of porphyrins on iron-catalized generation of hydroxyl radicals Biochemical Journal, 250: 197-201.
47. Buettner GR & Hall RD (1987). Superoxide, hydrogen peroxide, and singlet oxygen in hematoporphyrin derivative, cysteine. NADPH and light systems. Biochimica et Biophysica Acta, 923: 501-507.
48. Mauzerall D & Fehrer G (1964). A study of the photoinduced porphyrin free radical by electron spin resonance. Biochimica et Biophysica Acta, 79: 430-432.
49. Girotti AW (1979). Protoporphyrin-sensitized photodamage in isolated membranes of human erythrocytes. Biochemistry, 18: 4403-4411.
50. Afonso SG, Enriquez de Salamanca R & Batlle A (1997). Porphyrin induced protein structural alterations of heme enzymes International Journal of Biochemistry and Cellular Biology, 29: 1113-1121.
51. Afonso SG, Enriquez de Salamanca R & Batlle A (1998). Porphyrin induced protein structural alterations of heme enzymes. II. Protection of ALA-D and PBG-D from the photodynamic and non-photodynamic effects of URO and PROTO International Journal of Biochemistry and Cellular Biology, 30: 535-543.
52. Davies KJ (1987). Protein damage and degradation by oxygen radicals I. General aspects. Journal of Biological Chemistry, 262: 9895-9901.
53. Afonso SG, Enriquez de Salamanca R & Batlle AM del C (1997). Folding and unfolding of δ-aminolevulinic acid dehydratase and porphobilinogen deaminase induced by URO and PROTO porphyrin International Journal of Biochemistry and Cellular Biology, 29: 493-503.
54. Dean RT (1987). A mechanism for accelerated degradation of intracellular proteins after limited damage by free radicals. FEBS Letters, 220: 278-282.
55. Davies KJ, Lin SW & Pacifici RE (1987). Protein damage and degradation by oxygen radicals. IV. Modification of denatured protein Journal of Biological Chemistry, 262: 9914-9920.
56. Kehrer JP (1993). Free radical as mediators of tissue iniury and disease. Critical Reviews in Toxicology, 23: 21-48.