Minor groove binding of a bis-quaternary ammonium compound: the crystal structure of SN 7167 bound to d(CGCGAATTCGCG)(2)

被引:18
|
作者
Squire, CJ [1 ]
Clark, GR [1 ]
Denny, WA [1 ]
机构
[1] UNIV AUCKLAND, SCH MED, CANC RES LAB, AUCKLAND, NEW ZEALAND
关键词
D O I
10.1093/nar/25.20.4072
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The X-ray crystal structure of the complex between the synthetic antitumour and antiviral DNA binding ligand SN 7167 and the DNA oligonucleotide d(CGCGAATTCGCG)(2) has been determined to an R factor of 18.3% at 2.6 Angstrom resolution, The ligand is located within the minor groove and covers almost 6 bp with the 1-methylpyridinium ring extending as far as the C9-G16 base pair and the 1-methylquinolinium ring lying between the G4-C21 and A5-T20 base pairs, The ligand interacts only weakly with the DNA, as evidenced by long range contacts and shallow penetration into the groove, This structure is compared with that of the complex between the parent compound SN 6999 and the alkylated DNA sequence d(CGC[e(6)G]AATTCGCG)(2). There are significant differences between the two structures in the extent of DNA bending, ligand conformation and groove binding.
引用
收藏
页码:4072 / 4078
页数:7
相关论文
共 40 条
  • [1] CONFORMATIONAL CHANGES ON GROOVE BINDING TO DNA: MOLECULAR STRUCTURE OF SN7167 COMPLEXED WITH d(CGCGAATTCGCG)2
    Squire, Christopher J.
    Clark, George R.
    Denny, William A.
    ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES, 1996, 52 : C151 - C151
  • [2] VARIABILITY IN DNA MINOR-GROOVE WIDTH RECOGNIZED BY LIGAND-BINDING - THE CRYSTAL-STRUCTURE OF A BIS-BENZIMIDAZOLE COMPOUND BOUND TO THE DNA DUPLEX D(CGCGAATTCGCG)(2)
    WOOD, AA
    NUNN, CM
    CZARNY, A
    BOYKIN, DW
    NEIDLE, S
    NUCLEIC ACIDS RESEARCH, 1995, 23 (18) : 3678 - 3684
  • [3] Crystal Structures of Two Minor Groove Binders Complexed with d(CGCGAATTCGCG)2
    Adams, Adrienne
    Leong, Caroline
    Denny, William A.
    Guss, J. Mitchell
    ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES, 2005, 61 : C218 - C218
  • [4] Structure of the d( CGCGAATTCGCG)2 complex of the minor groove binding alkylating agent alkamin studied by mass spectrometry
    Majid, Amin M. S. Abdul
    Smythe, George
    Denny, William A.
    Wakelin, Laurence P. G.
    MOLECULAR PHARMACOLOGY, 2007, 71 (04) : 1165 - 1178
  • [5] Structures of two minor-groove-binding quinolinium quaternary salts complexed with d(CGCGAATTCGCG)2 at 1.6 and 1.8 Å resolution
    Adams, A
    Leong, C
    Denny, WA
    Guss, JM
    ACTA CRYSTALLOGRAPHICA SECTION D-STRUCTURAL BIOLOGY, 2005, 61 : 1348 - 1353
  • [6] CRYSTAL STRUCTURE OF A COMPLEX BETWEEN THE SEQUENCE d(CGCGAATTCGCG) AND A NOVEL MINOR-GROOVE DRUG.
    Johansson, E. M.
    Parkinson, G. N.
    Mann, J.
    Neidle, S.
    ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES, 1999, 55 : 313 - 313
  • [7] Association of the minor groove binding drug Hoechst 33258 with d(CGCGAATTCGCG)2:: Volumetric, calorimetric, and spectroscopic characterizations
    Han, FX
    Taulier, N
    Chalikian, TV
    BIOCHEMISTRY, 2005, 44 (28) : 9785 - 9794
  • [8] AT selectivity and DNA minor groove binding: Modelling, NMR and structural studies of the interactions of propamidine and pentamidine with d(CGCGAATTCGCG)(2)
    Jenkins, TC
    Lane, AN
    BIOCHIMICA ET BIOPHYSICA ACTA-GENE STRUCTURE AND EXPRESSION, 1997, 1350 (02): : 189 - 204
  • [9] Structure of the d(CGCGAATTCGCG)2 complex of the minor groove binding alkylating agent alkamin studied by mass spectrometry (vol 71, pg 1165, 2007)
    Majid, A. M. S. Abdul
    Smythe, G.
    Denny, W. A.
    Wakelin, L. P. G.
    MOLECULAR PHARMACOLOGY, 2007, 72 (02) : 485 - 485
  • [10] Crystal structure of DNA-bound Co(III)-bleomycin B2:: Insights on intercalation and minor groove binding
    Goodwin, Kristie D.
    Lewis, Mark A.
    Long, Eric C.
    Georgiadis, Millie M.
    PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2008, 105 (13) : 5052 - 5056