title: Molecular modelling study of DNA-Troeger's bases interactions.
abstract: The two enantiomeric forms: 1R,5R (R) and 1S,5S (S) of the Troeger's base analog, 9,19-methano-9,10,19,20-tetrahydrodiacridino-[b,f]-[1,5]- diazocine which possess a C2 axis of symmetry, are susceptible to interact differently with DNA. This paper reports the results of molecular modelling calculations on B DNA-Troeger's base complexes. Two interaction modes have been examined: intercalation and binding in the grooves. Into the limits of accuracy of such a kind of calculations, some tendencies seem to appear. In the intercalation mode, the R and S enantiomers exhibit a selectivity for alternating dinucleotidic sequences and the minor groove is enantioselective for S. Binding in the major groove is selective for S with G-C sequences, and in the minor groove the stereoselectivity appears for R with A-T sequences. The S-(dG-dC)5.(dG-dC)5 complex in the major groove seems to be the most favoured.
authors.affiliation: LEDSS, CNRS URA 332, Grenoble, France.
authors.forename: Y
authors.initials: Y
authors.lastname: Coppel
authors.forename: C
authors.initials: C
authors.lastname: Coulombeau
authors.forename: C
authors.initials: C
authors.lastname: Coulombeau
authors.forename: J
authors.initials: J
authors.lastname: Lhomme
authors.forename: M L
authors.initials: ML
authors.lastname: Dheu-Andries
authors.forename: P
authors.initials: P
authors.lastname: Vatton
mesh_terms: D001392:Azocines / Q000737:chemistry / Q000378:metabolism*; D001483:Base Sequence; D003196:Computer Graphics; D003198:Computer Simulation; D004247:DNA / Q000737:chemistry / Q000378:metabolism*; D007364:Intercalating Agents / Q000737:chemistry / Q000378:metabolism; D008024:Ligands; D008958:Models, Molecular; D009690:Nucleic Acid Conformation; D011067:Poly dA-dT / Q000378:metabolism; D011089:Polydeoxyribonucleotides / Q000378:metabolism; D012984:Software; D013237:Stereoisomerism
chemical_list: D001392:Azocines; D007364:Intercalating Agents; D008024:Ligands; D011089:Polydeoxyribonucleotides; D011067:Poly dA-dT; C019530:poly(dC-dG); C083830:Troeger's base; D004247:DNA