메뉴 건너뛰기




Volumn 1760, Issue 7, 2006, Pages 993-1000

Minor groove binding of Co(III)meso-tetrakis(N-methylpyridinium-4-yl)porphyrin to various duplex and triplex polynucleotides

Author keywords

Binding mode; Circular dichroism; DNA; Linear dichroism; Metalloporphyrin; Triple helical DNA

Indexed keywords

COPPER MESO TETRAKIS(N METHYLPYRIDINIUM 4 YL)PORPHYRIN; DNA; MONOMER; POLYNUCLEOTIDE; PORPHYRIN DERIVATIVE; UNCLASSIFIED DRUG;

EID: 33745006837     PISSN: 03044165     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bbagen.2006.02.001     Document Type: Article
Times cited : (19)

References (45)
  • 1
    • 0018788077 scopus 로고
    • Interaction of DNA with a porphyrin ligand: evidence for intercalation
    • Fiel R.J., Howard J.C., Mark E.H., and Datta Gupta N. Interaction of DNA with a porphyrin ligand: evidence for intercalation. Nucleic Acids Res. 6 (1979) 3093-3118
    • (1979) Nucleic Acids Res. , vol.6 , pp. 3093-3118
    • Fiel, R.J.1    Howard, J.C.2    Mark, E.H.3    Datta Gupta, N.4
  • 2
    • 0024320510 scopus 로고
    • Porphyrin-nucleic acid interactions: a review
    • Fiel R.J. Porphyrin-nucleic acid interactions: a review. J. Biomol. Struct. Dyn. 6 (1989) 1259-1274
    • (1989) J. Biomol. Struct. Dyn. , vol.6 , pp. 1259-1274
    • Fiel, R.J.1
  • 3
    • 0000484138 scopus 로고
    • Medical aspects of DNA-porphyrin interactions
    • Marzilli L.G. Medical aspects of DNA-porphyrin interactions. New J. Chem. 14 (1990) 409-420
    • (1990) New J. Chem. , vol.14 , pp. 409-420
    • Marzilli, L.G.1
  • 5
    • 0031027079 scopus 로고    scopus 로고
    • Oxidative damage induced by novel porphyrin in tumour mitochondria and other model systems: potential applications in photodynamic therapy
    • Chatterjee S.R., Kamat J.P., Shetty S.J., Banerjee S., Srivastava T.S., and Devasagayam T.P.A. Oxidative damage induced by novel porphyrin in tumour mitochondria and other model systems: potential applications in photodynamic therapy. Radiat. Phys. Chem. 49 (1997) 135-140
    • (1997) Radiat. Phys. Chem. , vol.49 , pp. 135-140
    • Chatterjee, S.R.1    Kamat, J.P.2    Shetty, S.J.3    Banerjee, S.4    Srivastava, T.S.5    Devasagayam, T.P.A.6
  • 6
    • 0031772582 scopus 로고    scopus 로고
    • The photobiology of photodynamic therapy: cellular targets and mechanisms
    • Oleinick N.L., and Evans H.H. The photobiology of photodynamic therapy: cellular targets and mechanisms. Radiat. Res. 150 (1998) S146-S156
    • (1998) Radiat. Res. , vol.150
    • Oleinick, N.L.1    Evans, H.H.2
  • 7
    • 0035132136 scopus 로고    scopus 로고
    • Photodynamic therapy: shedding light on the biochemical pathways regulating porphyrin-mediated cell death
    • Granville D.J., McManus B.M., and Hunt D.W. Photodynamic therapy: shedding light on the biochemical pathways regulating porphyrin-mediated cell death. Histol. Histopathol. 16 (2001) 309-317
    • (2001) Histol. Histopathol. , vol.16 , pp. 309-317
    • Granville, D.J.1    McManus, B.M.2    Hunt, D.W.3
  • 8
    • 0000436861 scopus 로고    scopus 로고
    • Porphyrin-based sensitizer in detection and treatment of cancer: recent progress
    • Vicente M.G. Porphyrin-based sensitizer in detection and treatment of cancer: recent progress. Curr. Med. Chem. Anti-Canc. Agents. 1 (2001) 175-194
    • (2001) Curr. Med. Chem. Anti-Canc. Agents. , vol.1 , pp. 175-194
    • Vicente, M.G.1
  • 9
    • 0023024694 scopus 로고
    • Photoradiation diagnosis and therapy. Dermatologic and photobiologic aspects
    • Bickers D.R. Photoradiation diagnosis and therapy. Dermatologic and photobiologic aspects. Invest. Radiol. 21 (1986) 885-890
    • (1986) Invest. Radiol. , vol.21 , pp. 885-890
    • Bickers, D.R.1
  • 10
    • 0042831120 scopus 로고    scopus 로고
    • Combination and cleavage HBV DNA fragments by triple helix-forming oligonucleotides modified with manganese porphyrin in vitro
    • Guang L., Yuan F., Xi M., Zhao C., Liu L., Wen E., and Ai Y. Combination and cleavage HBV DNA fragments by triple helix-forming oligonucleotides modified with manganese porphyrin in vitro. Chin. Med. J. 116 (2003) 1248-1252
    • (2003) Chin. Med. J. , vol.116 , pp. 1248-1252
    • Guang, L.1    Yuan, F.2    Xi, M.3    Zhao, C.4    Liu, L.5    Wen, E.6    Ai, Y.7
  • 11
    • 0026733060 scopus 로고
    • Anti-human immunodeficiency virus effects of cationic metalloporphyrin-ellipticine complexes
    • Ding L., Balzarini J., Schols D., Meunier B., and Clercq E. Anti-human immunodeficiency virus effects of cationic metalloporphyrin-ellipticine complexes. Biochem. Pharmacol. 44 (1992) 1675-1679
    • (1992) Biochem. Pharmacol. , vol.44 , pp. 1675-1679
    • Ding, L.1    Balzarini, J.2    Schols, D.3    Meunier, B.4    Clercq, E.5
  • 12
    • 0028518561 scopus 로고
    • Photosensitized formation of 8-hydroxy-2'-deoxyguanosine and DNA strand breakage by a cationic meso-substituted porphyrin
    • Nicotera T.M., Munson B.R., and Fiel R.J. Photosensitized formation of 8-hydroxy-2'-deoxyguanosine and DNA strand breakage by a cationic meso-substituted porphyrin. Photochem. Photobiol. 60 (1994) 295-300
    • (1994) Photochem. Photobiol. , vol.60 , pp. 295-300
    • Nicotera, T.M.1    Munson, B.R.2    Fiel, R.J.3
  • 13
    • 0030111364 scopus 로고    scopus 로고
    • Supramolecular cationic tetraruthenated porphyrin induces single-strand breaks and 8-oxo-7,8-dihydro-2'-deoxyguanosine formation in DNA in the presence of light
    • Onuki J., Ribas A.V., Medeiros M.H., Araki K., Toma H.E., Catalani L.H., and DiMascio P. Supramolecular cationic tetraruthenated porphyrin induces single-strand breaks and 8-oxo-7,8-dihydro-2'-deoxyguanosine formation in DNA in the presence of light. Photochem. Photobiol. 63 (1996) 272-277
    • (1996) Photochem. Photobiol. , vol.63 , pp. 272-277
    • Onuki, J.1    Ribas, A.V.2    Medeiros, M.H.3    Araki, K.4    Toma, H.E.5    Catalani, L.H.6    DiMascio, P.7
  • 14
    • 0000171197 scopus 로고
    • 2] and to three tetradecaoligodeoxyribonucleotides: evidence for symmetric, selective binding to 5′CG3′ sequence
    • 2] and to three tetradecaoligodeoxyribonucleotides: evidence for symmetric, selective binding to 5′CG3′ sequence. J. Am. Chem. Soc. 108 (1986) 4188-4192
    • (1986) J. Am. Chem. Soc. , vol.108 , pp. 4188-4192
    • Marzilli, L.G.1    Banville, L.D.2    Wilson, W.D.3
  • 15
    • 0033598685 scopus 로고    scopus 로고
    • Cationic 5, 10, 15, 20-tetrakis(N-methylpyridinium-4-yl)porphyrin fully intercalations at the 5′-CG-3′ steps of duplex DNA in solution
    • Guliave A.B., and Leontis N.B. Cationic 5, 10, 15, 20-tetrakis(N-methylpyridinium-4-yl)porphyrin fully intercalations at the 5′-CG-3′ steps of duplex DNA in solution. Biochemistry 38 (1999) 15425-15437
    • (1999) Biochemistry , vol.38 , pp. 15425-15437
    • Guliave, A.B.1    Leontis, N.B.2
  • 17
    • 37049079878 scopus 로고
    • DNA-porphyrin interactions probed by induced CD spectroscopy
    • Kuroda R., and Tanaka H. DNA-porphyrin interactions probed by induced CD spectroscopy. J. Chem. Soc. Chem. Commun. (1994) 1575-1576
    • (1994) J. Chem. Soc. Chem. Commun. , pp. 1575-1576
    • Kuroda, R.1    Tanaka, H.2
  • 19
    • 0028580134 scopus 로고
    • DNA interactions with porphyrins bearing ammonium side chains
    • Schneider H.J., and Wang M. DNA interactions with porphyrins bearing ammonium side chains. J. Org. Chem. 59 (1994) 7473-7478
    • (1994) J. Org. Chem. , vol.59 , pp. 7473-7478
    • Schneider, H.J.1    Wang, M.2
  • 20
    • 0036286322 scopus 로고    scopus 로고
    • Rotation of periphery methylpyridine of meso-tetrakis(n-N-methylpyridiniumyl)porphyrin(n = 2, 3, 4) and its selective binding to native and synthetic DNAs
    • Lee S., Lee Y.-A., Lee H.M., Lee J.Y., Kim D.H., and Kim S.K. Rotation of periphery methylpyridine of meso-tetrakis(n-N-methylpyridiniumyl)porphyrin(n = 2, 3, 4) and its selective binding to native and synthetic DNAs. Biophys. J. 63 (2002) 371-381
    • (2002) Biophys. J. , vol.63 , pp. 371-381
    • Lee, S.1    Lee, Y.-A.2    Lee, H.M.3    Lee, J.Y.4    Kim, D.H.5    Kim, S.K.6
  • 22
    • 84871981465 scopus 로고    scopus 로고
    • Drug self-assembly on DNA: sequence effects with trans-bis(4-N-methylpyridiniumyl)diphenyl porphyrin and Hoechst 33258
    • Ismail M.A., Rodger P.M., and Rodger A. Drug self-assembly on DNA: sequence effects with trans-bis(4-N-methylpyridiniumyl)diphenyl porphyrin and Hoechst 33258. J. Biomol. Struct. Dyn. Conversat. 11 (2000) 335-348
    • (2000) J. Biomol. Struct. Dyn. Conversat. , vol.11 , pp. 335-348
    • Ismail, M.A.1    Rodger, P.M.2    Rodger, A.3
  • 23
    • 0037266843 scopus 로고    scopus 로고
    • Circular dichroism and the interactions of water soluble porphyrins with DNA
    • Pasternack R.F. Circular dichroism and the interactions of water soluble porphyrins with DNA. Chirality 15 (2003) 329-332
    • (2003) Chirality , vol.15 , pp. 329-332
    • Pasternack, R.F.1
  • 24
    • 0025208210 scopus 로고
    • DNA binding and intercalation by novel porphyrin: role of charge and substituents probed by DNase I footprinting and topoisomerase I unwinding
    • Kuroda R., Takahashi E., Austin C.A., and Fisher L.M. DNA binding and intercalation by novel porphyrin: role of charge and substituents probed by DNase I footprinting and topoisomerase I unwinding. FEBS Lett. 262 (1990) 293-298
    • (1990) FEBS Lett. , vol.262 , pp. 293-298
    • Kuroda, R.1    Takahashi, E.2    Austin, C.A.3    Fisher, L.M.4
  • 26
    • 0031838316 scopus 로고    scopus 로고
    • A study of metallo-porphyrin-polynucleotide interactions by microcalorimetry and circular dichroism
    • Wheeler G., Miskovsky P., Jancura D., and Chinsky L. A study of metallo-porphyrin-polynucleotide interactions by microcalorimetry and circular dichroism. J. Biomol. Struct. Dyn. 15 (1998) 967-985
    • (1998) J. Biomol. Struct. Dyn. , vol.15 , pp. 967-985
    • Wheeler, G.1    Miskovsky, P.2    Jancura, D.3    Chinsky, L.4
  • 27
    • 0037659192 scopus 로고    scopus 로고
    • Theoretical study of the interaction between a high-valent manganese porphyrin oxyl-(hydroxo)-Mn(IV)-TMPyP and double-stranded DNA
    • Arnaud P., Zakrzewska K., and Meunier B. Theoretical study of the interaction between a high-valent manganese porphyrin oxyl-(hydroxo)-Mn(IV)-TMPyP and double-stranded DNA. J. Comput. Chem. 24 (2003) 797-805
    • (2003) J. Comput. Chem. , vol.24 , pp. 797-805
    • Arnaud, P.1    Zakrzewska, K.2    Meunier, B.3
  • 28
    • 1842789677 scopus 로고    scopus 로고
    • B-DNA binding with Cobalt(III) and Vanadyl(2+) derivative of tetracationic 5,10,15,20-tetrakis(4-N-methylpyridyl)porphyrine: combined CD, optical, and electronic MCD spectra
    • Barnes N.B., and Schreiner A.F. B-DNA binding with Cobalt(III) and Vanadyl(2+) derivative of tetracationic 5,10,15,20-tetrakis(4-N-methylpyridyl)porphyrine: combined CD, optical, and electronic MCD spectra. Inorg. Chem. 37 (1998) 6935-6938
    • (1998) Inorg. Chem. , vol.37 , pp. 6935-6938
    • Barnes, N.B.1    Schreiner, A.F.2
  • 29
    • 0038682669 scopus 로고    scopus 로고
    • Binding mode of meso-tetrakis(N-methylpyridinium-4-yl)porphyrin to triplex oligonucleotides: evidence for the porphyrin stacking in the major groove
    • Lee Y.-A., Kim J.-O., Cho T.-S., Song R., and Kim S.K. Binding mode of meso-tetrakis(N-methylpyridinium-4-yl)porphyrin to triplex oligonucleotides: evidence for the porphyrin stacking in the major groove. J. Am. Chem. Soc. 125 (2003) 8106-8107
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 8106-8107
    • Lee, Y.-A.1    Kim, J.-O.2    Cho, T.-S.3    Song, R.4    Kim, S.K.5
  • 30
    • 1142310679 scopus 로고    scopus 로고
    • Binding of meso-tetrakis(N-methylpyridinium-4-yl)porphyrin to AT oligomers: effect of chain length and the location of the porphyrin stacking
    • Kim J.-O., Lee Y.-A., Yun H.W., Han S.W., Kwag S.T., and Kim S.K. Binding of meso-tetrakis(N-methylpyridinium-4-yl)porphyrin to AT oligomers: effect of chain length and the location of the porphyrin stacking. Biophys. J. 86 (2004) 1012-1017
    • (2004) Biophys. J. , vol.86 , pp. 1012-1017
    • Kim, J.-O.1    Lee, Y.-A.2    Yun, H.W.3    Han, S.W.4    Kwag, S.T.5    Kim, S.K.6
  • 31
    • 0027534081 scopus 로고
    • Methyl green: a DNA major-groove binding drug
    • Kim S.K., and Nordén B. Methyl green: a DNA major-groove binding drug. FEBS Lett. 315 (1993) 61-64
    • (1993) FEBS Lett. , vol.315 , pp. 61-64
    • Kim, S.K.1    Nordén, B.2
  • 32
    • 0028881605 scopus 로고
    • Methylene blue intercalates with triplex poly(dT)*poly(dA)·poly(dT) but not duplex poly(dA)·poly(dT)
    • Tuite E., and Nordén B. Methylene blue intercalates with triplex poly(dT)*poly(dA)·poly(dT) but not duplex poly(dA)·poly(dT). J. Chem. Soc. Chem. Commun. (1995) 53-54
    • (1995) J. Chem. Soc. Chem. Commun. , pp. 53-54
    • Tuite, E.1    Nordén, B.2
  • 35
    • 0000341638 scopus 로고
    • The substitution reactions of a water soluble cobalt(III) porphyrin with thiocyanate as a function of PH
    • Pasternack R.F., and Cobb M.A. The substitution reactions of a water soluble cobalt(III) porphyrin with thiocyanate as a function of PH. J. Inorg. Nucl. Chem. 35 (1973) 4327-4339
    • (1973) J. Inorg. Nucl. Chem. , vol.35 , pp. 4327-4339
    • Pasternack, R.F.1    Cobb, M.A.2
  • 36
    • 0000132753 scopus 로고
    • Instrument for the studies of differential flow dichroism of polymer solutions
    • Wada A., and Kozawa S. Instrument for the studies of differential flow dichroism of polymer solutions. J. Polym. Sci. 2 (1964) 853-864
    • (1964) J. Polym. Sci. , vol.2 , pp. 853-864
    • Wada, A.1    Kozawa, S.2
  • 37
    • 0028450105 scopus 로고
    • Analysing DNA complexes by circular and linear dichroism
    • Nordén B., and Kurucsev T. Analysing DNA complexes by circular and linear dichroism. J. Mol. Recognit. 7 (1994) 141-556
    • (1994) J. Mol. Recognit. , vol.7 , pp. 141-556
    • Nordén, B.1    Kurucsev, T.2
  • 38
    • 0026560451 scopus 로고
    • Linear dichroism spectroscopy of nucleic acids
    • Nordén B., Kubista M., and Kurucsev T. Linear dichroism spectroscopy of nucleic acids. Q. Rev. Biophys. 25 (1992) 51-170
    • (1992) Q. Rev. Biophys. , vol.25 , pp. 51-170
    • Nordén, B.1    Kubista, M.2    Kurucsev, T.3
  • 39
    • 0022743012 scopus 로고
    • Enantioselective interactions of inversion-labile trigonal iron(II) complexes upon binding to DNA
    • Härd B., and Nordén B. Enantioselective interactions of inversion-labile trigonal iron(II) complexes upon binding to DNA. Biopolymers 25 (1986) 1209-1228
    • (1986) Biopolymers , vol.25 , pp. 1209-1228
    • Härd, B.1    Nordén, B.2
  • 41
    • 0030152230 scopus 로고    scopus 로고
    • DNA structural features responsible for sequence-dependent binding geometries of Hoechst 33258
    • Moon J.-H., Kim S.K., Sehlstedt U., Rodger A., and Nordén B. DNA structural features responsible for sequence-dependent binding geometries of Hoechst 33258. Biopolymers 38 (1996) 593-606
    • (1996) Biopolymers , vol.38 , pp. 593-606
    • Moon, J.-H.1    Kim, S.K.2    Sehlstedt, U.3    Rodger, A.4    Nordén, B.5
  • 42
    • 0027535529 scopus 로고
    • Binding of 4′,6-diamino-2-phenylindole (DAPI) to AT regions of DNA: evidence for an allosteric conformational change
    • Eriksson S., Kim S.K., Kubista M., and Nordén B. Binding of 4′,6-diamino-2-phenylindole (DAPI) to AT regions of DNA: evidence for an allosteric conformational change. Biochemistry 32 (1993) 2987-2998
    • (1993) Biochemistry , vol.32 , pp. 2987-2998
    • Eriksson, S.1    Kim, S.K.2    Kubista, M.3    Nordén, B.4
  • 43
    • 0020485284 scopus 로고
    • Circular dichroism spectroscopy of a cationic porphyrin bound to DNA
    • Calvin M.J., Datta-Gupta N., and Fiel J. Circular dichroism spectroscopy of a cationic porphyrin bound to DNA. Biochem. Biophys. Res. Commun. 108 (1982) 66-73
    • (1982) Biochem. Biophys. Res. Commun. , vol.108 , pp. 66-73
    • Calvin, M.J.1    Datta-Gupta, N.2    Fiel, J.3
  • 45
    • 0035854916 scopus 로고    scopus 로고
    • Synthesis and DNA binding of novel water-soluble cationic methylcobalt porphyrins
    • Trommel J.S., and Marzilli L.G. Synthesis and DNA binding of novel water-soluble cationic methylcobalt porphyrins. Inorg. Chem. 40 (2001) 4374-4383
    • (2001) Inorg. Chem. , vol.40 , pp. 4374-4383
    • Trommel, J.S.1    Marzilli, L.G.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.