메뉴 건너뛰기




Volumn 66, Issue 2, 1997, Pages 164-170

Anthraquinone Photonucleases: A Surprising Role for Chloride in the Sequence-Neutral Cleavage of DNA and the Footprinting of Minor Groove-Bound Ligands

Author keywords

[No Author keywords available]

Indexed keywords

ANTHRAQUINONE DERIVATIVE; CHLORIDE; CONGOCIDINE; DIMINAZENE; DIMINAZENE ACETURATE; DNA; DRUG DERIVATIVE; HYDROGEN; HYDROXYL RADICAL; INTERCALATING AGENT; LIGAND; SUPEROXIDE;

EID: 0031196041     PISSN: 00318655     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1751-1097.1997.tb08638.x     Document Type: Article
Times cited : (15)

References (40)
  • 1
    • 0029103994 scopus 로고
    • Carbon-hydrogen bonds of DNA sugar units as targets for chemical nucleases and drugs
    • Pratviel, G., J. Bernadou and B. Meunier (1995) Carbon-hydrogen bonds of DNA sugar units as targets for chemical nucleases and drugs. Angew. Chem. Int. Ed. Engl. 34, 746-769.
    • (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 746-769
    • Pratviel, G.1    Bernadou, J.2    Meunier, B.3
  • 2
    • 29544444893 scopus 로고
    • Photoinduced DNA cleavage via electron transfer: Demonstration that the guanine residues located 5′ to guanines are the most electron-donating sites
    • Saito, I. M., H. Takayama, S. Sugiyama and K. Nakatani (1995) Photoinduced DNA cleavage via electron transfer: demonstration that the guanine residues located 5′ to guanines are the most electron-donating sites. J. Am. Chem. Soc. 117, 6406-6407.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 6406-6407
    • Saito, I.M.1    Takayama, H.2    Sugiyama, S.3    Nakatani, K.4
  • 3
    • 0029833916 scopus 로고    scopus 로고
    • Oxidative damage through long-range electron transfer
    • Hall, D. B., R. E. Holmlin and J. K. Barton (1996) Oxidative damage through long-range electron transfer. Nature 382, 731-735.
    • (1996) Nature , vol.382 , pp. 731-735
    • Hall, D.B.1    Holmlin, R.E.2    Barton, J.K.3
  • 4
    • 0027934952 scopus 로고
    • 1,2-Diamino-4-[(3,5-di-O-acetyl 2-deoxy-β-D-erythro-pentafuraosyl)amino]-5-(2H) oxazolone: A novel and predominant radical product of 3′,5′-di-O-acetyl-2′-deoxy-guanosine
    • Cadet, J., M. Berger, G. W. Buchko, P. C. Joshi, S. Raoul and J.-L. Ravanat (1994) 1,2-Diamino-4-[(3,5-di-O-acetyl 2-deoxy-β-D-erythro-pentafuraosyl)amino]-5-(2H) oxazolone: a novel and predominant radical product of 3′,5′-di-O-acetyl-2′-deoxy-guanosine. J. Am. Chem. Soc. 116, 7403-7404.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 7403-7404
    • Cadet, J.1    Berger, M.2    Buchko, G.W.3    Joshi, P.C.4    Raoul, S.5    Ravanat, J.-L.6
  • 5
    • 0027490583 scopus 로고
    • 8-Hydroxydeoxyguanosine formation at the 5′ site of the 5′-GG-3′ sequences in double-stranded DNA by UV radiation with riboflavin
    • Ito, K., S. Inoue, K. Yamamoto and S. Kawanishi (1993) 8-Hydroxydeoxyguanosine formation at the 5′ site of the 5′-GG-3′ sequences in double-stranded DNA by UV radiation with riboflavin. J. Biol. Chem. 268, 13221-13227.
    • (1993) J. Biol. Chem. , vol.268 , pp. 13221-13227
    • Ito, K.1    Inoue, S.2    Yamamoto, K.3    Kawanishi, S.4
  • 6
    • 84877627020 scopus 로고
    • Photosensitized formation of 7,8-dihydro-8-oxo-2′-deoxyguanosine (8-hydroxy-2′-deoxyguanosine) in DNA by riboflavin: A non singlet oxygen mediated reaction
    • Kasai, H., Z. Yamaizumi, M. Berger and J. Cadet (1992) Photosensitized formation of 7,8-dihydro-8-oxo-2′-deoxyguanosine (8-hydroxy-2′-deoxyguanosine) in DNA by riboflavin: a non singlet oxygen mediated reaction. J. Am. Chem. Soc. 114, 9692-9694.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 9692-9694
    • Kasai, H.1    Yamaizumi, Z.2    Berger, M.3    Cadet, J.4
  • 7
    • 0025835151 scopus 로고
    • Formation of 8-hydroxy(deoxy)guanosine and generation of strand breaks at guanine residues in DNA by singlet oxygen
    • Devasagayam, T. P. A., S. Steenken, M. S. Obendorf, W. A. Schulz and H. Sies (1991) Formation of 8-hydroxy(deoxy)guanosine and generation of strand breaks at guanine residues in DNA by singlet oxygen. Biochemistry 30, 6283-6290.
    • (1991) Biochemistry , vol.30 , pp. 6283-6290
    • Devasagayam, T.P.A.1    Steenken, S.2    Obendorf, M.S.3    Schulz, W.A.4    Sies, H.5
  • 8
    • 0025096836 scopus 로고
    • Methylene blue plus light mediates 8-hydroxy-2′-deoxyguanosine formation in DNA preferentially over strand breakage
    • Schneider, J. E., S. Price, L. Maidt, J. M. Gutteridge and R. A. Floyd (1990) Methylene blue plus light mediates 8-hydroxy-2′-deoxyguanosine formation in DNA preferentially over strand breakage. Nucleic Acids Res. 18, 631-635.
    • (1990) Nucleic Acids Res. , vol.18 , pp. 631-635
    • Schneider, J.E.1    Price, S.2    Maidt, L.3    Gutteridge, J.M.4    Floyd, R.A.5
  • 9
    • 0024391958 scopus 로고
    • Methylene blue plus light mediates 8-hydroxy-2′-deoxyguanosine formation in DNA
    • Floyd, R. A., M. S. West, K. L. Eneff and J. E. Schneider (1989) Methylene blue plus light mediates 8-hydroxy-2′-deoxyguanosine formation in DNA. Arch. Biochem. Biophys. 273, 106-111.
    • (1989) Arch. Biochem. Biophys. , vol.273 , pp. 106-111
    • Floyd, R.A.1    West, M.S.2    Eneff, K.L.3    Schneider, J.E.4
  • 10
    • 0023714176 scopus 로고
    • DNA damage by oxygen radicals and excited state species: A comparative study using enzymatic probes
    • Epe, B., P. Mützel and A. Adam (1988) DNA damage by oxygen radicals and excited state species: a comparative study using enzymatic probes. In Vitro Chem.-Biol. Interact. 67, 149-165.
    • (1988) Vitro Chem.-Biol. Interact. , vol.67 , pp. 149-165
    • Epe, B.1    Mützel, P.2    Adam, A.3
  • 11
    • 0029797028 scopus 로고    scopus 로고
    • Cleavage of DNA by irradiation of substituted anthraquinones: Intercalation promotes electron transfer and efficient reaction at GG steps
    • Ly, D., Y. Kan, B. Armitage and G. B. Schuster (1996) Cleavage of DNA by irradiation of substituted anthraquinones: intercalation promotes electron transfer and efficient reaction at GG steps. J. Am. Chem. Soc. 118, 8747-8748.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 8747-8748
    • Ly, D.1    Kan, Y.2    Armitage, B.3    Schuster, G.B.4
  • 12
    • 0029971352 scopus 로고    scopus 로고
    • Anthraquinone photonucleases: Mechanisms for GG-selective and nonselective cleavage of double-stranded DNA
    • Breslin, D. T. and G. B. Schuster (1996) Anthraquinone photonucleases: mechanisms for GG-selective and nonselective cleavage of double-stranded DNA. J. Am. Chem. Soc. 118, 2311-2319.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 2311-2319
    • Breslin, D.T.1    Schuster, G.B.2
  • 13
    • 0028099885 scopus 로고
    • Cationic anthraquinone derivatives as catalytic DNA photonucleases: Mechanism for DNA damage and quinone recycling
    • Armitage, B., C. Yu. C. Devadoss and G. B. Schuster (1994) Cationic anthraquinone derivatives as catalytic DNA photonucleases: mechanism for DNA damage and quinone recycling. J. Am. Chem. Soc. 116, 9847-9859.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 9847-9859
    • Armitage, B.1    Devadoss, C.Yu.C.2    Schuster, G.B.3
  • 14
    • 0027673044 scopus 로고
    • Photocleavage of DNA: Irradiation of quinone-containing reagents converts supercoiled to linear DNA
    • Koch, T., J. D. Ropp, S. G. Sugar and G. B. Schuster (1993) Photocleavage of DNA: irradiation of quinone-containing reagents converts supercoiled to linear DNA. Photochem. Photobiol. 58, 554-558.
    • (1993) Photochem. Photobiol. , vol.58 , pp. 554-558
    • Koch, T.1    Ropp, J.D.2    Sugar, S.G.3    Schuster, G.B.4
  • 15
    • 28644445611 scopus 로고
    • Triplet exciplexes in the photochemistry of quinones
    • Levin, P. P. and V. A. Kuz'min (1987). Triplet exciplexes in the photochemistry of quinones. Russ. Chem. Rev. 56, 307-325.
    • (1987) Russ. Chem. Rev. , vol.56 , pp. 307-325
    • Levin, P.P.1    Kuz'min, V.A.2
  • 16
    • 0028050433 scopus 로고
    • The role of quinone methide in sequence specific alkylation of DNA
    • Chatterjee, M. and S. E. Rokita (1994) The role of quinone methide in sequence specific alkylation of DNA. J. Am. Chem. Soc. 116, 1690-1697.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 1690-1697
    • Chatterjee, M.1    Rokita, S.E.2
  • 18
    • 0028860380 scopus 로고
    • An anionic diplatinum DNA photocleavage agent: Chemical mechanism and tootprinting of λ repressor
    • Breiner, K. M., M. A. Daugherty, T. G. Oas and H. H. Thorp (1995) An anionic diplatinum DNA photocleavage agent: chemical mechanism and tootprinting of λ repressor. J. Am. Chem. Soc. 117, 11673-11679.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 11673-11679
    • Breiner, K.M.1    Daugherty, M.A.2    Oas, T.G.3    Thorp, H.H.4
  • 21
    • 33845552162 scopus 로고
    • Photochemistry of 9,10-anthraquinone-2-sulfonate in solution. 1. Intermediates and mechanism
    • Loeff, I., A. Treinin and H. Linschitz (1983) Photochemistry of 9,10-anthraquinone-2-sulfonate in solution. 1. Intermediates and mechanism. J. Phys. Chem. 87, 2536-2544.
    • (1983) J. Phys. Chem. , vol.87 , pp. 2536-2544
    • Loeff, I.1    Treinin, A.2    Linschitz, H.3
  • 22
    • 0000833883 scopus 로고
    • Charge transfer and reactivity of nπ* and ππ* organic triplets, including anthraquinonesulfonates, in interactions with inorganic anions: A comparative study based on classical Marcus theory
    • Loeff, I., J. Rabani, A. Treinin and H. Linschitz (1993) Charge transfer and reactivity of nπ* and ππ* organic triplets, including anthraquinonesulfonates, in interactions with inorganic anions: a comparative study based on classical Marcus theory. J. Am. Chem. Soc. 115, 8933-8942.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 8933-8942
    • Loeff, I.1    Rabani, J.2    Treinin, A.3    Linschitz, H.4
  • 23
    • 33845469224 scopus 로고
    • The photochemistry of 9,10-anthraquinone-2-sulfonate in solution. 2. Effects of inorganic anions: Quenching vs. radical formation at moderate and high anion concentrations
    • Loeff, I., A. Treinin and H. Linschitz (1984) The photochemistry of 9,10-anthraquinone-2-sulfonate in solution. 2. Effects of inorganic anions: quenching vs. radical formation at moderate and high anion concentrations. J. Phys. Chem. 88, 4931-4937.
    • (1984) J. Phys. Chem. , vol.88 , pp. 4931-4937
    • Loeff, I.1    Treinin, A.2    Linschitz, H.3
  • 24
    • 0027132217 scopus 로고
    • Highly efficient DNA strand scission by photoactivated ehlorobithiazoles
    • Quada, J. C. Jr., M. J. Levy and S. M. Hecht (1993) Highly efficient DNA strand scission by photoactivated ehlorobithiazoles. J. Am. Chem. Soc. 115, 12171-12172.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 12171-12172
    • Quada Jr., J.C.1    Levy, M.J.2    Hecht, S.M.3
  • 25
    • 33845553874 scopus 로고
    • Cleavage of double helical DNA by (methidiumpropyl-EDTA)iron(II)
    • Hertzberg, R. P. and P. B. Dervan (1982) Cleavage of double helical DNA by (methidiumpropyl-EDTA)iron(II). J. Am. Chem, Soc. 102, 313-315.
    • (1982) J. Am. Chem, Soc. , vol.102 , pp. 313-315
    • Hertzberg, R.P.1    Dervan, P.B.2
  • 26
    • 0028896119 scopus 로고
    • Chemical nucleases as probes for studying DNA-protein interactions
    • Papavassiliou, A. G. (1995) Chemical nucleases as probes for studying DNA-protein interactions. Biochem. J. 305, 345-357.
    • (1995) Biochem. J. , vol.305 , pp. 345-357
    • Papavassiliou, A.G.1
  • 27
    • 0025382508 scopus 로고
    • Chemical and photochemical probing of DNA complexes
    • Nielsen, P. E. (1990) Chemical and photochemical probing of DNA complexes. J. Mol. Recog. 3, 1-25.
    • (1990) J. Mol. Recog. , vol.3 , pp. 1-25
    • Nielsen, P.E.1
  • 31
    • 0023180127 scopus 로고
    • The crystal structure of the DNA-binding drug berenil: Molecular modelling of berenil-DNA complexes
    • Pearl, L. H., J. V. Skelly, B. D. Hudson and S. Neidle (1987) The crystal structure of the DNA-binding drug berenil: molecular modelling of berenil-DNA complexes. Nucleic Acids Res. 15, 3469-3478.
    • (1987) Nucleic Acids Res. , vol.15 , pp. 3469-3478
    • Pearl, L.H.1    Skelly, J.V.2    Hudson, B.D.3    Neidle, S.4
  • 32
    • 0029059536 scopus 로고
    • DNA sequence preferences of several AT-selective minor groove hinding ligands
    • Abu-Daya, A., P. M. Brown and K. R. Fox (1995) DNA sequence preferences of several AT-selective minor groove hinding ligands. Nucleic Acids Res. 23, 3385-3392.
    • (1995) Nucleic Acids Res. , vol.23 , pp. 3385-3392
    • Abu-Daya, A.1    Brown, P.M.2    Fox, K.R.3
  • 33
    • 0025179321 scopus 로고
    • Interaction of berenil with the tyrT DNA sequence studied by footprinting and molecular modelling. Implications for the design of sequence-specific DNA recognition agents
    • Laughton, C. A., T. C. Jenkins, K. R. Fox and S. Neidle (1990) Interaction of berenil with the tyrT DNA sequence studied by footprinting and molecular modelling. Implications for the design of sequence-specific DNA recognition agents. Nucleic Acids Res. 18, 4479-4488.
    • (1990) Nucleic Acids Res. , vol.18 , pp. 4479-4488
    • Laughton, C.A.1    Jenkins, T.C.2    Fox, K.R.3    Neidle, S.4
  • 34
    • 0023177036 scopus 로고
    • Comparison of binding sites for berenil, netropsin and distamycin. A footprinting study
    • Portugal, J. and M. J. Waring (1987) Comparison of binding sites for berenil, netropsin and distamycin. A footprinting study, Eur. J. Biochem. 167, 281-289.
    • (1987) Eur. J. Biochem. , vol.167 , pp. 281-289
    • Portugal, J.1    Waring, M.J.2
  • 35
    • 0023650355 scopus 로고
    • Hydroxyl radical footprinting of the sequence-selective binding of netropsin and distamycin to DNA
    • Portugal, J. and M. J. Waring (1987) Hydroxyl radical footprinting of the sequence-selective binding of netropsin and distamycin to DNA. FEBS Lett. 225, 195-200.
    • (1987) FEBS Lett. , vol.225 , pp. 195-200
    • Portugal, J.1    Waring, M.J.2
  • 36
    • 0021768545 scopus 로고
    • DNA structural variations produced by actinomycin and distamycin as revealed by DNase I footprinting
    • Fox, K. R. and M. J. Waring (1984) DNA structural variations produced by actinomycin and distamycin as revealed by DNase I footprinting. Nucleic Acids Res. 12, 9271-9285.
    • (1984) Nucleic Acids Res. , vol.12 , pp. 9271-9285
    • Fox, K.R.1    Waring, M.J.2
  • 37
    • 0000524403 scopus 로고
    • Map of distamycin, netropsin and actinomycin binding sites on heterogeneous DNA: DNA cleavage-inhibition patterns with methidiumpropyl-EDTA-Fe(II)
    • Van Dyke, M. W., R. P. Hertzberg and P. B. Dervan (1979) Map of distamycin, netropsin and actinomycin binding sites on heterogeneous DNA: DNA cleavage-inhibition patterns with methidiumpropyl-EDTA-Fe(II). Proc. Natl. Acad. Sci. USA 79, 5470-5474.
    • (1979) Proc. Natl. Acad. Sci. USA , vol.79 , pp. 5470-5474
    • Van Dyke, M.W.1    Hertzberg, R.P.2    Dervan, P.B.3
  • 38
    • 0021762388 scopus 로고
    • Cleavage of DNA with methidiumpropyl-EDTA-iron(II): Reaction conditions and product analyses
    • Hertzberg, R. P. and P. B. Dervan (1984) Cleavage of DNA with methidiumpropyl-EDTA-iron(II): reaction conditions and product analyses. Biochemistry 23, 3934-3945.
    • (1984) Biochemistry , vol.23 , pp. 3934-3945
    • Hertzberg, R.P.1    Dervan, P.B.2
  • 40
    • 0018846636 scopus 로고
    • Sequencing end-labeled DNA with base-specific chemical cleavages
    • Maxam, A. W. and W. Gilbert (1980) Sequencing end-labeled DNA with base-specific chemical cleavages. Methods Enzymol. 65, 499-560.
    • (1980) Methods Enzymol. , vol.65 , pp. 499-560
    • Maxam, A.W.1    Gilbert, W.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.