Interaction of meso-tetrakis (4-N-methylpyridyl) porphyrin in its free base and as a Zn(II) derivative with large unilamellar phospholipid vesicles

European Biophysics Journal

Volumn 42, Issue 4, 2013, Pages 267-279

  De Sousa Neto, Diógenes ^a,b   Hawe, Andrea ^c   Tabak, Marcel ^b  

^a FEDERAL UNIVERSITY OF MINAS GERAIS   (Brazil)

^b UNIVERSITY OF SÃO PAULO   (Brazil)

^c Coriolis Pharma ^*  (Germany)

Author keywords

Cationic porphyrin binding; Dynamic light scattering; Fluorescence; Phospholipid vesicles; Zeta potential

Indexed keywords

LIPOSOME; METALLOPORPHYRIN; PHOSPHOLIPID; PHOTOSENSITIZING AGENT; PORPHYRIN; TETRA(4 N METHYLPYRIDYL)PORPHINE; TETRA(4-N-METHYLPYRIDYL)PORPHINE; ZINC TETRA(4 N METHYLPYRIDYL)PORPHINE; ZINC TETRA(4-N-METHYLPYRIDYL)PORPHINE;

ABSORPTION; ARTICLE; METABOLISM; SPECTROFLUOROMETRY;

ABSORPTION; METALLOPORPHYRINS; PHOSPHOLIPIDS; PHOTOSENSITIZING AGENTS; PORPHYRINS; SPECTROMETRY, FLUORESCENCE; UNILAMELLAR LIPOSOMES;

BACTERIA (MICROORGANISMS); NEGIBACTERIA;

EID: 84879413412     PISSN: 01757571     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00249-012-0872-y     Document Type: Article

References (28)

1. 2+ with phospholipid membranes. Biophys Chem 90:57-94
2. Brault D, Vever-Bizet C, Le Doan TS (1986) Spectrofluorimetric study of porphyrin incorporation into membrane models - evidence for pH effects. Biochim Biophys Acta 857:238-250
3. Calzavara-Pinton PG, Venturini M, Sala R (2005) A comprehensive overview of photodynamic therapy in the treatment of superficial fungal infections of the skin. J Photochem Photobiol B 78:1-6
4. Caminos DA, Spesia MB, Durantini EN (2006) Photodynamic inactivation of Escherichia coli by novel meso-substituted porphyrins by 4-(3-N,N,N-trimethyl ammonium propoxy) phenyl and 4-(trifluoromethyl)phenyl groups. Photochem Photobiol Sci 5:56-65
5. Cantor CR, Schimmel PR (1980) Biophysical chemistry: the behavior of biological molecules. W.H. Freeman, Oxford
6. de Sousa ND, Tabak M (2012) Interaction of the meso-tetrakis (4-N-methylpyridyl) porphyrin with gel and liquid state phospholipid vesicles. J Coll Int Sci 381:73-82
7. Domingues MM, Castanho MA, Santos NC (2009) rBPI(21) promotes lipopolysaccharide aggregation and exerts its antimicrobial effects by (hemi)fusion of PG-containing membranes. PLoS ONE 4:1-8
8. Engelmann FM, Rocha SVO, Toma HE, Araki K, Baptista MS (2007a) Determination of n-octanol/water partition and membrane binding of cationic porphyrins. Int J Pharm 329:12-18
9. Engelmann FM, Mayer I, Gabrielli DS, Toma HE, Kowaltowski AJ, Araki K, Baptista MS (2007b) Interaction of cationic meso-porphyrins with liposomes, mitochondria and erythrocytes. J Bioenerg Biomembr 39:175-185
10. Goldfine H (1984) Bacterial membrane and lipid packing theory. J Lipid Res 25:1501-1507
11. Gonçalves PJ, Franzen PL, Correa DS, Almeida LM, Takara M, Ito AS, Zílio SC, Borissevitch IE (2011) Effects of environment on the photophysical characteristics of mesotetrakis methylpyridiniumyl porphyrin (TMPyP). Spectrochim Acta, Part A 79:1532-1539
12. Gouterman M (1978) In: Dolphin D (ed) The porphyrins, vol. 3, Academic press, New York
13. Hirohara S, Obata M, Ogura SI, Okura I, Higashida S, Ohtsuki C, Ogata SI, Nishikawa Y, Takenaka M, Ono H, Mikata Y, Yano S (2004) Hydrophobicity parameters (Log P) of glycoconjugated porphyrins for photodynamic therapy evaluated by reverse phase HPLC. J Porphyr Phtalocyan 8(11):1289-1292
14. Jones MN, Hammond K, Reboiras MD, Acerete C, Jackson SM, Nogueira M, Nicholas AR (1986) The interaction of lanthanum ions with dipalmitoylphosphatidylcholine phosphatidylinositol vesicles. Colloids and Surf 18:75-91
15. Kalyanasundaram K, Neumann-Spallart M (1982) Photophysical and redox properties of water-soluble porphyrins in aqueous media. J Phys Chem 86:5163-5169
16. Komagoe K, Kato H, Inoue T, Katsu T (2011) Continuous real-time monitoring of cationic porphyrin-induced photodynamic inactivation of bacterial membrane functions using electrochemical sensors. Photochem Photobiol Sci 10:1181-1188
17. Lakowicz JR (1999) Principles of fluorescence spectroscopy, 2nd edn. New York, Kluwer Academic
18. Merchat M, Spikes JD, Bertoloni G, Jori G (1996a) Studies on the mechanism of bacteria photosensitization by meso-substituted cationic porphyrins. Photochem Photobiol B 35:149-157
19. Merchat M, Bertolini G, Giacomini P, Villanueva A, Jori G (1996b) Meso-substituted cationic porphyrins as efficient photosensitizers of gram-positive and gram-negative bacteria. J Photochem Photobiol B 32:153-157
20. Nitzan Y, Ashkenazi H (2001) Photoinactivation of acinetobacter baumannii and escherichia coli B by a cationic hydrophilic porphyrin at various light wavelengths. Curr Microbiol 42:408-414
21. Nitzan Y, Balzam-Sudakevitz A, Ashkenazi H (1998) Eradication of Acinetobacter baumannii by photosensitized agents in vitro. Photochem Photobiol B 42:211-218
22. Pashkovskaya AA, Sokolenko EA, Sokolov VS, Kotova EA, Antonenko YN (2007) Photodynamic activity and binding of sulfonated metallophtalocyanines to phospholipid membranes: contribution of metal-phosphate coordination. Biochim Biophys Acta 1768:2459-2465
23. Pavani C, Uchoa AF, Oliveira CS, Iamamoto Y, Baptista MS (2009) Effect of zinc insertion and hydrophobicity on the membrane interactions and PDT activity of porphyrin photosensitizers. Photochem Photobiol Sci 8:233-240
24. Reboiras MD, Jones MN (1985) The electrophoretic properties of dipalmitoylphosphatidylcholine phosphatidylinositol vesicles in the presence of lanthanum ions. Colloids and Surf 15:239-247
25. Santiago PS, de Sousa ND, Gandini SCM, Tabak M (2008a) On the localization of water-soluble porphyrins in micellar systems evaluated by static and time-resolved frequency-domain fluorescence techniques. Colloid Surf B: biointerface 65:247-256
26. Santiago PS, Gandini SCM, Moreira LM, Tabak M (2008b) Interaction of cationic water-soluble meso-tetrakis(4-N-methylpyridiniumyl)porphyrin (TMPyP) with ionic and nonionic micelles: aggregation and binding. J Phorphyrin and Phythalocyanines 12:942-952
27. Smijs GMT, Richard NS, van der Haas RNS, Lugtenburg J, Liu Y, de Jong RLP, Schuitmaker H (2004) Photodynamic treatment of the dermatophyte T. rubrum and its microconidia with porphyrin photosensitizers. J Photochem Photobiol 80:197-202
28. Togashi DM, Costa SMB (2002) Excited state quenching kinetics of zinc meso-tetrakis (N-methylpyridinium-4-yl) porphyrin by methyl viologen in AOT reverse micelles. Phys Chem Chem Phys 4:1141-1150