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Volumn 33, Issue 19, 2005, Pages 6214-6224

Role of stacking interactions in the binding sequence preferences of DNA bis-intercalators: Insight from thermodynamic integration free energy simulations

Author keywords

[No Author keywords available]

Indexed keywords

2,6 DIAMINOPURINE; ADENOSINE; ECHINOMYCIN; INOSINE; QUINOLINE DERIVED ANTIINFECTIVE AGENT; QUINOXALINE; TRIOSTIN A;

EID: 28544431620     PISSN: 03051048     EISSN: 13624962     Source Type: Journal    
DOI: 10.1093/nar/gki916     Document Type: Article
Times cited : (31)

References (51)
  • 2
    • 0035052128 scopus 로고    scopus 로고
    • Sequence recognition of DNA by lexitropsins
    • Goodsell,D.S. (2001) Sequence recognition of DNA by lexitropsins. Curr. Med. Chem., 8, 509-516.
    • (2001) Curr. Med. Chem. , vol.8 , pp. 509-516
    • Goodsell, D.S.1
  • 3
    • 0032824901 scopus 로고    scopus 로고
    • Structural studies of atom-specific anticancer drugs acting on DNA
    • Yang,X.L. and Wang,A.H. (1999) Structural studies of atom-specific anticancer drugs acting on DNA. Pharmacol. Ther., 83, 181-215.
    • (1999) Pharmacol. Ther. , vol.83 , pp. 181-215
    • Yang, X.L.1    Wang, A.H.2
  • 4
    • 0028863271 scopus 로고
    • Statistical analysis of DNA duplex structural features
    • Ulyanov,N.B. and James,T.L. (1995) Statistical analysis of DNA duplex structural features. Methods Enzymol., 261, 90-120.
    • (1995) Methods Enzymol. , vol.261 , pp. 90-120
    • Ulyanov, N.B.1    James, T.L.2
  • 5
    • 0029006896 scopus 로고
    • Analysis of local helix bending in crystal structures of DNA oligonucleotides and DNA-protein complexes
    • Young,M.A., Ravishanker,G., Beveridge,D.L. and Berman,H.M. (1995) Analysis of local helix bending in crystal structures of DNA oligonucleotides and DNA-protein complexes. Biophys. J., 68, 2454-2468.
    • (1995) Biophys. J. , vol.68 , pp. 2454-2468
    • Young, M.A.1    Ravishanker, G.2    Beveridge, D.L.3    Berman, H.M.4
  • 6
    • 0031693340 scopus 로고    scopus 로고
    • Stacking interactions and intercalative DNA binding
    • Gago,F. (1998) Stacking interactions and intercalative DNA binding. Methods, 14, 277-292.
    • (1998) Methods , vol.14 , pp. 277-292
    • Gago, F.1
  • 9
    • 0033887479 scopus 로고    scopus 로고
    • Designed sequence-specific minor groove ligands
    • Wemmer,D.E. (2000) Designed sequence-specific minor groove ligands. Annu. Rev. Biophys. Biomol. Struct., 29, 439-461.
    • (2000) Annu. Rev. Biophys. Biomol. Struct. , vol.29 , pp. 439-461
    • Wemmer, D.E.1
  • 10
    • 0032840116 scopus 로고    scopus 로고
    • Recognition elements that determine affinity and sequence-specific binding to DNA of 2QN, a biosynthetic bis-quinoline analogue of echinomycin
    • Bailly,C., Echepare,S., Gago,F. and Waring,M.J. (1999) Recognition elements that determine affinity and sequence-specific binding to DNA of 2QN, a biosynthetic bis-quinoline analogue of echinomycin. Anticancer Drug Des., 14, 291-303.
    • (1999) Anticancer Drug Des. , vol.14 , pp. 291-303
    • Bailly, C.1    Echepare, S.2    Gago, F.3    Waring, M.J.4
  • 16
    • 0028173451 scopus 로고
    • 7]TANDEM and triostin A to DNA containing a CpI step
    • 7]TANDEM and triostin A to DNA containing a CpI step. Biochemistry, 33, 12397-12404.
    • (1994) Biochemistry , vol.33 , pp. 12397-12404
    • Addess, K.J.1    Feigon, J.2
  • 18
    • 0021773061 scopus 로고
    • Sequence preferences in the binding to DNA of triostin A and TANDEM as reported by DNase I footprinting
    • Low,L.C.M., Olsen,R.K. and Waring,M.J. (1984) Sequence preferences in the binding to DNA of triostin A and TANDEM as reported by DNase I footprinting. FEBS Lett., 176, 414-420.
    • (1984) FEBS Lett. , vol.176 , pp. 414-420
    • Low, L.C.M.1    Olsen, R.K.2    Waring, M.J.3
  • 19
    • 0026602022 scopus 로고
    • 7]TANDEM binding to DNA oligonucleotides: Sequence-specific binding at the TpA site
    • 7]TANDEM binding to DNA oligonucleotides: sequence-specific binding at the TpA site. Biochemistry, 31, 339-350.
    • (1992) Biochemistry , vol.31 , pp. 339-350
    • Addess, K.J.1    Gilbert, D.E.2    Olsen, R.K.3    Feigon, J.4
  • 22
    • 0035876020 scopus 로고    scopus 로고
    • 7]TANDEM determined using a universal footprinting substrate
    • 7]TANDEM determined using a universal footprinting substrate. Anal. Biochem., 293, 246-250.
    • (2001) Anal. Biochem. , vol.293 , pp. 246-250
    • Lavesa, M.1    Fox, K.R.2
  • 23
    • 0007211352 scopus 로고
    • New binding sites for antitumor antibiotics created by relocating the purine 2-amino group in DNA
    • Bailly,C., Marchand,C. and Waring,M.J. (1993) New binding sites for antitumor antibiotics created by relocating the purine 2-amino group in DNA. J. Am. Chem. Soc., 115, 3784-3785.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 3784-3785
    • Bailly, C.1    Marchand, C.2    Waring, M.J.3
  • 24
    • 0030847848 scopus 로고    scopus 로고
    • Footprinting of echinomycin and actinomycin D on DNA molecules asymmetrically substituted with inosine and/or 2,6-diaminopurine
    • Jennewein,S. and Waring,M.J. (1997) Footprinting of echinomycin and actinomycin D on DNA molecules asymmetrically substituted with inosine and/or 2,6-diaminopurine. Nucleic Acids Res., 25, 1502-1510.
    • (1997) Nucleic Acids Res. , vol.25 , pp. 1502-1510
    • Jennewein, S.1    Waring, M.J.2
  • 25
    • 0032519952 scopus 로고    scopus 로고
    • DNA recognition by quinoxaline antibiotics: Use of base-modified DNA molecules to investigate determinants of sequence-specific binding of triostin A and TANDEM
    • Bailly,C. and Waring,M.J. (1998) DNA recognition by quinoxaline antibiotics: Use of base-modified DNA molecules to investigate determinants of sequence-specific binding of triostin A and TANDEM. Biochem. J., 330, 81-87.
    • (1998) Biochem. J. , vol.330 , pp. 81-87
    • Bailly, C.1    Waring, M.J.2
  • 26
    • 0026462851 scopus 로고
    • The 2-amino group of guanine is absolutely required for specific binding of the anti-cancer antibiotic echinomycin to DNA
    • Marchand,C., Bailly,C., McLean,M., Moroney,S.E. and Waring,M.J. (1992) The 2-amino group of guanine is absolutely required for specific binding of the anti-cancer antibiotic echinomycin to DNA. Nucleic Acids Res., 20, 5601-5606.
    • (1992) Nucleic Acids Res. , vol.20 , pp. 5601-5606
    • Marchand, C.1    Bailly, C.2    McLean, M.3    Moroney, S.E.4    Waring, M.J.5
  • 28
    • 0344011113 scopus 로고    scopus 로고
    • Energetics of echinomycin binding to DNA
    • Leng,F., Chaires,J.B. and Waring,M.J. (2003) Energetics of echinomycin binding to DNA. Nucleic Acids Res., 31, 6191-6197.
    • (2003) Nucleic Acids Res. , vol.31 , pp. 6191-6197
    • Leng, F.1    Chaires, J.B.2    Waring, M.J.3
  • 29
    • 0025033918 scopus 로고
    • Phosphorescence and optically detected magnetic resonance studies of echinomycin-DNA complexes
    • Alfredson,T.V. and Maki,A.H. (1990) Phosphorescence and optically detected magnetic resonance studies of echinomycin-DNA complexes. Biochemistry, 29, 9052-9064.
    • (1990) Biochemistry , vol.29 , pp. 9052-9064
    • Alfredson, T.V.1    Maki, A.H.2
  • 30
    • 0025943208 scopus 로고
    • Optically detected triplet-state magnetic resonance studies of the DNA complexes of the bisquinoline analogue of echinomycin
    • Alfredson,T.V., Maki,A.H. and Waring,M.J. (1991) Optically detected triplet-state magnetic resonance studies of the DNA complexes of the bisquinoline analogue of echinomycin. Biochemistry, 30, 9665-9675.
    • (1991) Biochemistry , vol.30 , pp. 9665-9675
    • Alfredson, T.V.1    Maki, A.H.2    Waring, M.J.3
  • 32
    • 0025231445 scopus 로고
    • Netropsin binding to poly[d(IC)]·poly[d(IC)] and poly[d(GC)]·poly[d(GC)]: A computer simulation
    • Gago,F. and Richards,W.G. (1990) Netropsin binding to poly[d(IC)]·poly[d(IC)] and poly[d(GC)]·poly[d(GC)]: A computer simulation. Mol. Pharmacol., 37, 341-346.
    • (1990) Mol. Pharmacol. , vol.37 , pp. 341-346
    • Gago, F.1    Richards, W.G.2
  • 33
    • 3042524904 scopus 로고
    • A well-behaved electrostatic potential based method using charge restraints for determining atom-centered charges: The RESP model
    • Bayly,C.I., Cieplak,P., Cornell,W.D. and Kollman,P.A. (1993) A well-behaved electrostatic potential based method using charge restraints for determining atom-centered charges: The RESP model. J. Phys. Chem., 97, 10269-10280.
    • (1993) J. Phys. Chem. , vol.97 , pp. 10269-10280
    • Bayly, C.I.1    Cieplak, P.2    Cornell, W.D.3    Kollman, P.A.4
  • 36
    • 0015527058 scopus 로고
    • Optimised parameters for A-DNA and B-DNA
    • Arnott,S. and Hukins,D.W. (1972) Optimised parameters for A-DNA and B-DNA. Biochem. Biophys. Res. Comm., 47, 1504-1509.
    • (1972) Biochem. Biophys. Res. Comm. , vol.47 , pp. 1504-1509
    • Arnott, S.1    Hukins, D.W.2
  • 37
    • 0344796204 scopus 로고
    • Ion-water interaction potentials derived from free energy perturbation simulations
    • Åqvist,J. (1990) Ion-water interaction potentials derived from free energy perturbation simulations. J. Phys. Chem., 94, 8021-8024.
    • (1990) J. Phys. Chem. , vol.94 , pp. 8021-8024
    • Åqvist, J.1
  • 38
    • 0004016501 scopus 로고
    • Comparison of simple potential functions for simulating liquid water
    • Jorgensen,W.L., Chandrasekhar,J. and Madura,J.D. (1983) Comparison of simple potential functions for simulating liquid water. J. Chem. Phys., 79, 926-935.
    • (1983) J. Chem. Phys. , vol.79 , pp. 926-935
    • Jorgensen, W.L.1    Chandrasekhar, J.2    Madura, J.D.3
  • 39
    • 33846823909 scopus 로고
    • Particle mesh Ewald: An N*log(N) method for computing Ewald sums
    • Darden,T.A., York,D. and Pedersen,L.G. (1993) Particle mesh Ewald: An N*log(N) method for computing Ewald sums. J. Chem. Phys., 98, 10089-10092.
    • (1993) J. Chem. Phys. , vol.98 , pp. 10089-10092
    • Darden, T.A.1    York, D.2    Pedersen, L.G.3
  • 40
    • 33646940952 scopus 로고
    • Numerical integration of the cartesian equations of motion of a system with constraints: Molecular dynamics of n-alkanes
    • Ryckaert,J.P., Ciccoti,G. and Berendsen,H.J.C. (1977) Numerical integration of the cartesian equations of motion of a system with constraints: Molecular dynamics of n-alkanes. J. Comput. Phys., 23, 327-341.
    • (1977) J. Comput. Phys. , vol.23 , pp. 327-341
    • Ryckaert, J.P.1    Ciccoti, G.2    Berendsen, H.J.C.3
  • 41
    • 7044239742 scopus 로고
    • Free energy calculations: Applications to chemical and biochemical phenomena
    • Kollman,P. (1993) Free energy calculations: Applications to chemical and biochemical phenomena. Chem. Rev., 93, 2395-2417.
    • (1993) Chem. Rev. , vol.93 , pp. 2395-2417
    • Kollman, P.1
  • 42
    • 36449005776 scopus 로고
    • The overlooked bond-stretching contribution in free energy perturbation calculations
    • Pearlman,D.A. and Kollman,P.A. (1991) The overlooked bond-stretching contribution in free energy perturbation calculations. J. Chem. Phys., 94, 4532-4545.
    • (1991) J. Chem. Phys. , vol.94 , pp. 4532-4545
    • Pearlman, D.A.1    Kollman, P.A.2
  • 43
    • 0032510317 scopus 로고    scopus 로고
    • Comparative binding energy analysis of HIV-1 protease inhibitors: Incorporation of solvent effects and validation as a powerful tool in receptor-based drug design
    • Pérez,C., Ortiz,A.R., Pastor,M. and Gago,F. (1998) Comparative binding energy analysis of HIV-1 protease inhibitors: Incorporation of solvent effects and validation as a powerful tool in receptor-based drug design. J. Med. Chem., 41, 836-852.
    • (1998) J. Med. Chem. , vol.41 , pp. 836-852
    • Pérez, C.1    Ortiz, A.R.2    Pastor, M.3    Gago, F.4
  • 44
    • 20144369676 scopus 로고    scopus 로고
    • Molecular determinants of topoisomerase I poisoning by lamellarins: Comparison with camptothecin and structure-activity relationships
    • Marco,E., Laine,W., Tardy,C., Lansiaux,A., Iwao,M., Ishibashi,F., Bailly,C. and Gago,F. (2005) Molecular determinants of topoisomerase I poisoning by lamellarins: Comparison with camptothecin and structure-activity relationships. J. Med. Chem., 48, 3796-3807.
    • (2005) J. Med. Chem. , vol.48 , pp. 3796-3807
    • Marco, E.1    Laine, W.2    Tardy, C.3    Lansiaux, A.4    Iwao, M.5    Ishibashi, F.6    Bailly, C.7    Gago, F.8
  • 45
    • 9644290714 scopus 로고    scopus 로고
    • Understanding the basis of resistance in the irksome Lys103Asn HIV-1 reverse transcriptase mutant through targeted molecular dynamics simulations
    • Rodriguez-Barrios,F. and Gago,F. (2004) Understanding the basis of resistance in the irksome Lys103Asn HIV-1 reverse transcriptase mutant through targeted molecular dynamics simulations. J. Am. Chem. Soc., 126, 15386-15387.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 15386-15387
    • Rodriguez-Barrios, F.1    Gago, F.2
  • 46
    • 0029016182 scopus 로고
    • Classical electrostatics in biology and chemistry
    • Honig,B. and Nicholls,A. (1995) Classical electrostatics in biology and chemistry. Science, 268, 1144-1149.
    • (1995) Science , vol.268 , pp. 1144-1149
    • Honig, B.1    Nicholls, A.2
  • 47
    • 0001554001 scopus 로고    scopus 로고
    • Ab initio study of stacking interactions in A- and B-DNA
    • Alhambra,C., Luque,F.J., Gago,F. and Orozco,M. (1997) Ab initio study of stacking interactions in A- and B-DNA. J. Phys. Chem. B, 101, 3846-3853.
    • (1997) J. Phys. Chem. B , vol.101 , pp. 3846-3853
    • Alhambra, C.1    Luque, F.J.2    Gago, F.3    Orozco, M.4
  • 48
    • 14544274054 scopus 로고    scopus 로고
    • Stabilization energies of the hydrogen-bonded and stacked structures of nucleic acid base pairs in the crystal geometries of CG, AT, and AC DNA Steps and in the NMR Geometry of the 5′-d(GCGAAGC)-3′ hairpin: Complete basis set calculations at the MP2 and CCSD(T) levels
    • Dabkowska,I., Gonzalez,H.V., Jurecka,P. and Hobza,P. (2005) Stabilization energies of the hydrogen-bonded and stacked structures of nucleic acid base pairs in the crystal geometries of CG, AT, and AC DNA Steps and in the NMR Geometry of the 5′-d(GCGAAGC)-3′ hairpin: complete basis set calculations at the MP2 and CCSD(T) levels. J. Phys. Chem. A, 109, 1131-1136.
    • (2005) J. Phys. Chem. A , vol.109 , pp. 1131-1136
    • Dabkowska, I.1    Gonzalez, H.V.2    Jurecka, P.3    Hobza, P.4
  • 50
    • 0028670828 scopus 로고
    • 7] TANDEM complexes with DNA oligonucleotides
    • 7] TANDEM complexes with DNA oligonucleotides. Nucleic Acids Res., 22, 5484-5491.
    • (1994) Nucleic Acids Res. , vol.22 , pp. 5484-5491
    • Addess, K.J.1    Feigon, J.2
  • 51
    • 0036286321 scopus 로고    scopus 로고
    • Simulations of nucleic acids and their complexes
    • Giudice,E. and Lavery,R. (2002) Simulations of nucleic acids and their complexes. Acc. Chem. Res., 35, 350-357.
    • (2002) Acc. Chem. Res. , vol.35 , pp. 350-357
    • Giudice, E.1    Lavery, R.2


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