Molecular recognition between DNA and chiral intercalative metalloprobes

Kymberley A. Vickery, Antonio M. Bonin, Robert S. Vagg, Peter A. Williams

    Research output: Chapter in Book/Report/Conference proceedingConference proceeding contributionpeer-review

    1 Citation (Scopus)

    Abstract

    Novel substitutionally inert chiral ruthenium(II) complex cations of the form [Ru(R*R*-picchxnMe(2))(bidentate)](2+), where R*R*-picchxnMe2 is the linear N-4-tetradentate N,N'-dimethyl-N, N'-di(2-picolyl)-1R*, 2R*-diaminocyclohexane, have been synthesised and a preliminary assessment made of their value as discriminatory metallointercalators of nucleic acids. Intermolecular interactions with DNA for the series of metalloprobes where the aromatic N-2-bidentate fragment is 1,10-phenanthroline (phen), dipyrido[3,2-d:2'3-f]quinoxaline (dpq) or 9,10-phenanthrenequinone diimine (phdi) have been studied. The chiral recognition properties of DNA towards the diastereomeric and enantiomeric forms of the cations were investigated using calf thymus DNA, synthetic oligonucleotide fragments, poly[dA].poly[dT], (poly[dG.dC])(2) and bacterial DNA systems. Equilibrium binding constants have been determined by intrinsic methods and these are used to rank the intercalating ability of the different bidentate systems as phdi > dpq > phen. Bacterial mutagenicity investigations correlate well with this ranking order, with the Delta-cis-alpha isomers demonstrating an implied higher intercalation affinity than for the Lambda and cis-beta forms in each of the bidentate systems. However, there is no correlation between the observed mutagenic activities and enantioselectivities indicated by the binding constant data within each bidentate system.

    Original languageEnglish
    Title of host publicationStructure, Motion, Interaction and Expression of Biological Macromolecules
    Subtitle of host publicationProceedings of the Tenth Conversation held at the University, June 17-21, 1997
    EditorsRamaswamy H. Sarma, Mukti H. Sarma
    Place of PublicationSchenectady, NY
    PublisherAdenine Press
    Pages195-206
    Number of pages12
    Volume15 (5)
    ISBN (Print)0940030764
    DOIs
    Publication statusPublished - 1998
    Event10th Conversation in Biomolecular Stereodynamics Conference - ALBANY
    Duration: 17 Jun 199721 Jun 1997

    Conference

    Conference10th Conversation in Biomolecular Stereodynamics Conference
    CityALBANY
    Period17/06/9721/06/97

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