메뉴 건너뛰기




Volumn 105, Issue 13, 2008, Pages 5052-5056

Crystal structure of DNA-bound Co(III)·bleomycin B2: Insights on intercalation and minor groove binding

Author keywords

Antitumor; DNA binding; HOO Co(III) bleomycin

Indexed keywords

2,3 DIAMINOPROPIONIC ACID; BLEOMYCIN B2; COBALT; DISACCHARIDE; HISTIDINE; HYDROPEROXIDE; IMIDAZOLE; OLIGONUCLEOTIDE; PYRIMIDINE; THREONINE; BLEOMYCIN; CROSS LINKING REAGENT; DNA;

EID: 42449157091     PISSN: 00278424     EISSN: 10916490     Source Type: Journal    
DOI: 10.1073/pnas.0708143105     Document Type: Article
Times cited : (75)

References (49)
  • 2
    • 27244442106 scopus 로고    scopus 로고
    • State-of-the-art therapeutics: Hodgkin's lymphoma
    • Connors JM (2005) State-of-the-art therapeutics: Hodgkin's lymphoma. J Clin Oncol 23:6400-6408.
    • (2005) J Clin Oncol , vol.23 , pp. 6400-6408
    • Connors, J.M.1
  • 3
    • 20144369743 scopus 로고    scopus 로고
    • ACVBP versus CHOP plus radiotherapy for localized aggressive lymphoma
    • Reyes F, et al. (2005) ACVBP versus CHOP plus radiotherapy for localized aggressive lymphoma. N Engl J Med 352:1197-1205.
    • (2005) N Engl J Med , vol.352 , pp. 1197-1205
    • Reyes, F.1
  • 4
    • 0037007094 scopus 로고    scopus 로고
    • Curing metastatic testicular cancer
    • Einhorn LH (2002) Curing metastatic testicular cancer. Proc Natl Acad Sci USA 99:4592-4595.
    • (2002) Proc Natl Acad Sci USA , vol.99 , pp. 4592-4595
    • Einhorn, L.H.1
  • 5
    • 0014682995 scopus 로고
    • The combined effects of bleomycin and sulfhydryl compounds on the thermal denaturation of DNA
    • Nagai K, et al. (1969) The combined effects of bleomycin and sulfhydryl compounds on the thermal denaturation of DNA. Biochim Biophys Acta 179:165-171.
    • (1969) Biochim Biophys Acta , vol.179 , pp. 165-171
    • Nagai, K.1
  • 6
    • 0017548298 scopus 로고
    • DNA double-strand breaks and alkali-labile bonds produced by bleomycin
    • Povirk LF, Wubker W, Kohnlein W, Hutchinson F (1977) DNA double-strand breaks and alkali-labile bonds produced by bleomycin. Nucleic Acids Res 4:3573-3579.
    • (1977) Nucleic Acids Res , vol.4 , pp. 3573-3579
    • Povirk, L.F.1    Wubker, W.2    Kohnlein, W.3    Hutchinson, F.4
  • 7
    • 0017094368 scopus 로고
    • A role for ferrous ion and oxygen in the degradation of DNA by bleomycin
    • Sausville EA, Peisach J, Horwitz SB (1976) A role for ferrous ion and oxygen in the degradation of DNA by bleomycin. Biochem Biophys Res Commun 73:814-822.
    • (1976) Biochem Biophys Res Commun , vol.73 , pp. 814-822
    • Sausville, E.A.1    Peisach, J.2    Horwitz, S.B.3
  • 8
    • 0022296144 scopus 로고
    • Mechanism of bleomycin: Evidence for a rate-determining 4′-hydrogen abstraction from poly(dA-dU) associated with the formation of both free base and base propenal
    • Wu JC, Kozarich JW, Stubbe J (1985) Mechanism of bleomycin: Evidence for a rate-determining 4′-hydrogen abstraction from poly(dA-dU) associated with the formation of both free base and base propenal. Biochemistry 24:7562-7568.
    • (1985) Biochemistry , vol.24 , pp. 7562-7568
    • Wu, J.C.1    Kozarich, J.W.2    Stubbe, J.3
  • 9
    • 0018146737 scopus 로고
    • Sequence specific cleavage of DNA by the antitumor antibiotics neocarzinostatin and bleomycin
    • D'Andrea AD, Haseltine WA (1978) Sequence specific cleavage of DNA by the antitumor antibiotics neocarzinostatin and bleomycin. Proc Natl Acad Sci USA 75:3608-3612.
    • (1978) Proc Natl Acad Sci USA , vol.75 , pp. 3608-3612
    • D'Andrea, A.D.1    Haseltine, W.A.2
  • 10
    • 0025608830 scopus 로고
    • Site-specific cleavage of RNA by Fe(II)·bleomycin
    • Carter BJ, et al. (1990) Site-specific cleavage of RNA by Fe(II)·bleomycin. Proc Natl Acad Sci USA 87:9373-9377.
    • (1990) Proc Natl Acad Sci USA , vol.87 , pp. 9373-9377
    • Carter, B.J.1
  • 11
    • 0023141849 scopus 로고
    • Copper-dependent cleavage of DNA by bleomycin
    • Ehrenfeld GM, et al. (1987) Copper-dependent cleavage of DNA by bleomycin. Biochemistry 26:931-942.
    • (1987) Biochemistry , vol.26 , pp. 931-942
    • Ehrenfeld, G.M.1
  • 12
    • 33646030556 scopus 로고    scopus 로고
    • eds Cragg GM, Kingston DGI, Newman DJ CRC, Boca Raton, FL, pp
    • Hecht SM (2005) in Anticancer Agents from Natural Products, eds Cragg GM, Kingston DGI, Newman DJ (CRC, Boca Raton, FL), pp 357-381.
    • (2005) Anticancer Agents from Natural Products , pp. 357-381
    • Hecht, S.M.1
  • 13
    • 0033558171 scopus 로고    scopus 로고
    • Bleomycin: Synthetic and mechanistic studies
    • Boger DL, Cai H (1999) Bleomycin: Synthetic and mechanistic studies. Angew Chem Int Ed 38:448-476.
    • (1999) Angew Chem Int Ed , vol.38 , pp. 448-476
    • Boger, D.L.1    Cai, H.2
  • 14
    • 13444257678 scopus 로고    scopus 로고
    • Bleomycins: Towards better therapeutics
    • Chen J, Stubbe J (2005) Bleomycins: Towards better therapeutics. Nat Rev Cancer 5:102-112.
    • (2005) Nat Rev Cancer , vol.5 , pp. 102-112
    • Chen, J.1    Stubbe, J.2
  • 15
    • 0020680072 scopus 로고
    • Identification of a key structural feature of cobalt(III)-bleomycins: An exogenous ligand (e.g. hydroperoxide) bound to cobalt
    • Chang CH, Dallas JL, Meares CF (1983) Identification of a key structural feature of cobalt(III)-bleomycins: An exogenous ligand (e.g. hydroperoxide) bound to cobalt. Biochem Biophys Res Commun 110:959-966.
    • (1983) Biochem Biophys Res Commun , vol.110 , pp. 959-966
    • Chang, C.H.1    Dallas, J.L.2    Meares, C.F.3
  • 16
    • 0020422989 scopus 로고
    • Light-induced nicking of deoxyribonucleic acid by cobalt(III) bleomycins
    • Chang CH, Meares CF (1982) Light-induced nicking of deoxyribonucleic acid by cobalt(III) bleomycins. Biochemistry 21:6332-6334.
    • (1982) Biochemistry , vol.21 , pp. 6332-6334
    • Chang, C.H.1    Meares, C.F.2
  • 17
    • 0027237224 scopus 로고
    • DNA structure influences sequence specific cleavage by bleomycin
    • Nightingale KP, Fox KR (1993) DNA structure influences sequence specific cleavage by bleomycin. Nucleic Acids Res 21:2549-2555.
    • (1993) Nucleic Acids Res , vol.21 , pp. 2549-2555
    • Nightingale, K.P.1    Fox, K.R.2
  • 18
    • 0028098076 scopus 로고
    • Light-activated cleavage of DNA by cobalt-bleomycin
    • Nightingale KP, Fox KR (1994) Light-activated cleavage of DNA by cobalt-bleomycin. Eur J Biochem 220:173-181.
    • (1994) Eur J Biochem , vol.220 , pp. 173-181
    • Nightingale, K.P.1    Fox, K.R.2
  • 19
    • 0024644702 scopus 로고
    • Differences between sites of binding to DNA and strand cleavage for complexes of bleomycin with iron or cobalt
    • McLean MJ, Dar A, Waring MJ (1989) Differences between sites of binding to DNA and strand cleavage for complexes of bleomycin with iron or cobalt. J Mol Recognit 1:184-192.
    • (1989) J Mol Recognit , vol.1 , pp. 184-192
    • McLean, M.J.1    Dar, A.2    Waring, M.J.3
  • 20
    • 33645864966 scopus 로고    scopus 로고
    • Fluorescent intercalator displacement analyses of DNA binding by the peptide-derived natural products netropsin, actinomycin, and bleomycin
    • Lewis MA, Long EC (2006) Fluorescent intercalator displacement analyses of DNA binding by the peptide-derived natural products netropsin, actinomycin, and bleomycin. Bioorg Med Chem 14:3481-3490.
    • (2006) Bioorg Med Chem , vol.14 , pp. 3481-3490
    • Lewis, M.A.1    Long, E.C.2
  • 21
  • 22
    • 0031148721 scopus 로고    scopus 로고
    • 2: Recognition at the d(GpT) site and implications for double-stranded DNA cleavage
    • 2: Recognition at the d(GpT) site and implications for double-stranded DNA cleavage. Chem Biol 4:373-387.
    • (1997) Chem Biol , vol.4 , pp. 373-387
    • Vanderwall, D.E.1
  • 23
    • 0037173569 scopus 로고    scopus 로고
    • 2: Structure-reactivity relationships of Co and Fe bleomycins
    • 2: Structure-reactivity relationships of Co and Fe bleomycins. J Inorg Biochem 91:259-268.
    • (2002) J Inorg Biochem , vol.91 , pp. 259-268
    • Zhao, C.1
  • 24
    • 0035918531 scopus 로고    scopus 로고
    • Solution structure of Co(III)-bleomycin- OOH bound to a phosphoglycolate lesion containing oligonucleotide: Implications for bleomycin-induced double-strand DNA cleavage
    • Hoehn ST, et al. (2001) Solution structure of Co(III)-bleomycin- OOH bound to a phosphoglycolate lesion containing oligonucleotide: Implications for bleomycin-induced double-strand DNA cleavage. Biochemistry 40:5894-5905.
    • (2001) Biochemistry , vol.40 , pp. 5894-5905
    • Hoehn, S.T.1
  • 25
    • 33748719327 scopus 로고
    • Mechanisms of bleomycin-induced DNA degradation
    • Stubbe J, Kozarich JW (1987) Mechanisms of bleomycin-induced DNA degradation. Chem Rev 87:1107-1136.
    • (1987) Chem Rev , vol.87 , pp. 1107-1136
    • Stubbe, J.1    Kozarich, J.W.2
  • 26
    • 22844442812 scopus 로고    scopus 로고
    • A host-guest approach for determining drug-DNA interactions: An example using netropsin
    • Goodwin KD, Long EC, Georgiadis MM (2005) A host-guest approach for determining drug-DNA interactions: An example using netropsin. Nucleic Acids Res 33:4106-4116.
    • (2005) Nucleic Acids Res , vol.33 , pp. 4106-4116
    • Goodwin, K.D.1    Long, E.C.2    Georgiadis, M.M.3
  • 27
    • 33745422093 scopus 로고    scopus 로고
    • A high-throughput, high-resolution strategy for the study of site-selective DNA binding agents: Analysis of a "highly twisted" benzimidazolediamidine
    • Goodwin KD, et al. (2006) A high-throughput, high-resolution strategy for the study of site-selective DNA binding agents: Analysis of a "highly twisted" benzimidazolediamidine. J Am Chem Soc 128:7846-7854.
    • (2006) J Am Chem Soc , vol.128 , pp. 7846-7854
    • Goodwin, K.D.1
  • 28
    • 0033827849 scopus 로고    scopus 로고
    • Use of an N-terminal fragment from moloney murine leukemia virus reverse transcriptase to facilitate crystallization and analysis of a pseudo-16-mer DNA molecule containing G-A mispairs
    • Cote, ML, Yohannan, SJ, Georgiadis, MM (2000) Use of an N-terminal fragment from moloney murine leukemia virus reverse transcriptase to facilitate crystallization and analysis of a pseudo-16-mer DNA molecule containing G-A mispairs. Acta Crystallogr D 56 (Pt 9):1120-1131.
    • (2000) Acta Crystallogr D , vol.56 , Issue.PART 9 , pp. 1120-1131
    • Cote, M.L.1    Yohannan, S.J.2    Georgiadis, M.M.3
  • 29
    • 0031854137 scopus 로고    scopus 로고
    • Cloning, expression, and purification of a catalytic fragment of Moloney murine leukemia virus reverse transcriptase: Crystallization of nucleic acid complexes
    • Sun D, et al. (1998) Cloning, expression, and purification of a catalytic fragment of Moloney murine leukemia virus reverse transcriptase: Crystallization of nucleic acid complexes. Protein Sci 7:1575-1582.
    • (1998) Protein Sci , vol.7 , pp. 1575-1582
    • Sun, D.1
  • 30
    • 34848899274 scopus 로고    scopus 로고
    • Enzymatic capture of an extrahelical thymine in the search for uracil in DNA
    • Parker JB, et al. (2007) Enzymatic capture of an extrahelical thymine in the search for uracil in DNA. Nature 449:433-437.
    • (2007) Nature , vol.449 , pp. 433-437
    • Parker, J.B.1
  • 31
    • 0023990694 scopus 로고
    • Sequence-specific recognition and cleavage of DNA by metallobleomycin: Minor groove binding and possible interaction mode
    • Kuwahara J, Sugiura Y (1988) Sequence-specific recognition and cleavage of DNA by metallobleomycin: Minor groove binding and possible interaction mode. Proc Natl Acad Sci USA 85:2459-2463.
    • (1988) Proc Natl Acad Sci USA , vol.85 , pp. 2459-2463
    • Kuwahara, J.1    Sugiura, Y.2
  • 32
    • 0028126823 scopus 로고    scopus 로고
    • 2 complex. J Am Chem Soc 116:10851-10852.
    • 2 complex. J Am Chem Soc 116:10851-10852.
  • 33
    • 0000357885 scopus 로고    scopus 로고
    • Nucleic Acid recognition by metal complexes of bleomycin
    • Claussen CA, Long EC (1999) Nucleic Acid recognition by metal complexes of bleomycin. Chem Rev 99:2797-2816.
    • (1999) Chem Rev , vol.99 , pp. 2797-2816
    • Claussen, C.A.1    Long, E.C.2
  • 34
    • 0038390597 scopus 로고    scopus 로고
    • 15N] HSQC NMR investigation of bleomycin, deglycobleomycin, and their hydroperoxide-cobalt(III) complexes
    • 15N] HSQC NMR investigation of bleomycin, deglycobleomycin, and their hydroperoxide-cobalt(III) complexes. Biochemistry 42:6559-6564.
    • (2003) Biochemistry , vol.42 , pp. 6559-6564
    • Xia, C.1    Forsterling, F.H.2    Petering, D.H.3
  • 35
    • 0020058649 scopus 로고
    • Deglyco-bleomycin. Degradation of DNA and formation of a structurally unique Fe(II)·CO complex
    • Oppenheimer NJ, et al. (1982) Deglyco-bleomycin. Degradation of DNA and formation of a structurally unique Fe(II)·CO complex. J Biol Chem 257:1606-1609.
    • (1982) J Biol Chem , vol.257 , pp. 1606-1609
    • Oppenheimer, N.J.1
  • 36
    • 0022366988 scopus 로고
    • DNA strand scission by bleomycin group antibiotics
    • Sugiyama H, et al. (1985)DNA strand scission by bleomycin group antibiotics. J Nat Prod 48:869-877.
    • (1985) J Nat Prod , vol.48 , pp. 869-877
    • Sugiyama, H.1
  • 37
    • 0037126848 scopus 로고    scopus 로고
    • The 1.6-Å crystal structure of the copper(II)-bound bleomycin complexed with the bleomycin-binding protein from bleomycin-producing Streptomyces verticillus
    • Sugiyama M, et al. (2002) The 1.6-Å crystal structure of the copper(II)-bound bleomycin complexed with the bleomycin-binding protein from bleomycin-producing Streptomyces verticillus. J Biol Chem 277:2311-2320.
    • (2002) J Biol Chem , vol.277 , pp. 2311-2320
    • Sugiyama, M.1
  • 38
    • 33646042908 scopus 로고    scopus 로고
    • Direct hydrogen-atom abstraction by activated bleomycin: An experimental and computational study
    • Decker A, et al. (2006) Direct hydrogen-atom abstraction by activated bleomycin: An experimental and computational study. J Am Chem Soc 128:4719-4733.
    • (2006) J Am Chem Soc , vol.128 , pp. 4719-4733
    • Decker, A.1
  • 39
    • 1642351476 scopus 로고    scopus 로고
    • Resonance Raman studies of HOO-Co(III)bleomycin and Co(III)bleomycin: Identification of two important vibrational modes, ν(Co-OOH) and ν (O-OH)
    • Rajani C, Kincaid JR, Petering DH (2004) Resonance Raman studies of HOO-Co(III)bleomycin and Co(III)bleomycin: Identification of two important vibrational modes, ν(Co-OOH) and ν (O-OH). J Am Chem Soc 126:3829-3836.
    • (2004) J Am Chem Soc , vol.126 , pp. 3829-3836
    • Rajani, C.1    Kincaid, J.R.2    Petering, D.H.3
  • 41
    • 84920325457 scopus 로고
    • AMoRe: An automated package for molecular replacement
    • Navaza J (1994) AMoRe: An automated package for molecular replacement. Acta Crystallogr A 50:157-163.
    • (1994) Acta Crystallogr A , vol.50 , pp. 157-163
    • Navaza, J.1
  • 42
    • 44349147574 scopus 로고    scopus 로고
    • Macke T, Case DA (1998) in Molecular Modeling of Nucleic Acids, eds Leontes NB, SantaLucia J, Jr American Chemical Society, Washington, DC, 1, pp 379-393
    • Macke T, Case DA (1998) in Molecular Modeling of Nucleic Acids, eds Leontes NB, SantaLucia J, Jr (American Chemical Society, Washington, DC), Vol. 1, pp 379-393.
  • 43
    • 84889120137 scopus 로고
    • Improved methods for building protein models in electron density maps and the location of errors in these models
    • Jones TA, Zou JY, Cowan SW, Kjeldgaard M (1991) Improved methods for building protein models in electron density maps and the location of errors in these models. Acta Crystallogr A 47:110-119.
    • (1991) Acta Crystallogr A , vol.47 , pp. 110-119
    • Jones, T.A.1    Zou, J.Y.2    Cowan, S.W.3    Kjeldgaard, M.4
  • 44
    • 3543012707 scopus 로고    scopus 로고
    • Crystallography & NMR system: A new software suite for macromolecular structure determination
    • Brunger, AT, et al. (1998) Crystallography & NMR system: A new software suite for macromolecular structure determination. Acta Crystallogr D 54 (Pt 5):905-921.
    • (1998) Acta Crystallogr D , vol.54 , Issue.PART 5 , pp. 905-921
    • Brunger, A.T.1
  • 45
    • 0242396923 scopus 로고    scopus 로고
    • 3DNA: A software package for the analysis, rebuilding and visualization of three-dimensional nucleic acid structures
    • Lu XJ, Olson WK (2003) 3DNA: A software package for the analysis, rebuilding and visualization of three-dimensional nucleic acid structures. Nucleic Acids Res 31:5108-5121.
    • (2003) Nucleic Acids Res , vol.31 , pp. 5108-5121
    • Lu, X.J.1    Olson, W.K.2
  • 47
    • 0026244229 scopus 로고
    • MOLSCRIPT: A Program to produce both detailed and schematic plots of protein structures
    • Kraulis PJ (1991) MOLSCRIPT: A Program to produce both detailed and schematic plots of protein structures. J Appl Cryst 24:946-950.
    • (1991) J Appl Cryst , vol.24 , pp. 946-950
    • Kraulis, P.J.1
  • 48
    • 0028057108 scopus 로고    scopus 로고
    • Merritt EA, Murphy MEP (1994) Raster3D Version 2.0, A program for photorealistic molecular graphics. Acta Crystallogr D 50:869-873
    • Merritt EA, Murphy MEP (1994) Raster3D Version 2.0 - A program for photorealistic molecular graphics. Acta Crystallogr D 50:869-873.
  • 49
    • 0000913086 scopus 로고
    • A fast algorithm for rendering space-filling molecule pictures
    • Bacon DJ, Anderson WF (1988) A fast algorithm for rendering space-filling molecule pictures. J Mol Graphics 6:219-220.
    • (1988) J Mol Graphics , vol.6 , pp. 219-220
    • Bacon, D.J.1    Anderson, W.F.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.