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A Bulky Rhodium Complex Bound to an Adenosine-Adenosine DNA Mismatch: General Architecture of the Metalloinsertion Binding Mode
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Current address: Department of Chemistry, University of Minnesota, Minneapolis, MN 55455.
Section:Abstract
Two crystal structures of Δ-Rh(bpy)2(chrysi)3+ (chrysi is 5,6-chrysenequinone diimine) bound to the oligonucleotide duplex 5′-CGGAAATTACCG-3′ containing two adenosine-adenosine mismatches (italics) through metalloinsertion were determined. Diffraction quality crystals with two different space groups (P3221 and P43212) were obtained under very similar crystallization conditions. In both structures, the bulky rhodium complex inserts into the two mismatched sites from the minor groove side, ejecting the mismatched bases into the major groove. The conformational changes are localized to the mismatched site; the metal complex replaces the mismatched base pair without an increase in base pair rise. The expansive metal complex is accommodated in the duplex by a slight opening in the phosphodiester backbone; all sugars retain a C2′-endo puckering, and flanking base pairs neither stretch nor shear. The structures differ, however, in that in one of the structures, an additional metal complex is bound by intercalation from the major groove at the central 5′-AT-3′ step. We conclude that this additional metal complex is intercalated into this central step because of crystal packing forces. The structures described here of Δ-Rh(bpy)2(chrysi)3+ bound to thermodynamically destabilized AA mismatches share critical features with binding by metalloinsertion in two other oligonucleotides containing different single-base mismatches. These results underscore the generality of metalloinsertion as a new mode of noncovalent binding by small molecules with a DNA duplex.
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This article has been cited by 4 ACS Journal articles (4 most recent appear below).
Detecting DNA Mismatches with Metallo-Insertors: A Molecular Simulation Study
Attilio V. Vargiu and Alessandra MagistratoInorganic Chemistry2012 Article ASAPDetecting DNA Mismatches with Metallo-Insertors: A Molecular Simulation Study
Attilio V. Vargiu and Alessandra MagistratoInorganic Chemistry2012 Article ASAPMolecules that selectively recognize DNA mismatches (MMs) play a key role as nucleic acids probes and as chemotherapeutic agents. Metallo-insertors bind to the minor groove (mG) of double strand (ds) DNA, expelling the mismatched base pairs and acting as ...
Selective Cytotoxicity of Rhodium Metalloinsertors in Mismatch Repair-Deficient Cells
Russell J. Ernst, Alexis C. Komor, and Jacqueline K. BartonBiochemistry2011 50 (50), 10919-10928Selective Cytotoxicity of Rhodium Metalloinsertors in Mismatch Repair-Deficient Cells
Russell J. Ernst, Alexis C. Komor, and Jacqueline K. BartonBiochemistry2011 50 (50), 10919-10928Mismatches in DNA occur naturally during replication and as a result of endogenous DNA damaging agents, but the mismatch repair (MMR) pathway acts to correct mismatches before subsequent rounds of replication. Rhodium metalloinsertors bind to DNA ...
Aggregation and DNA Intercalation Properties of Di(isocyano) Rhodium(I) Diimine Complexes
Larry Tso-Lun Lo, Wing-Kin Chu, Chun-Yat Tam, Shek-Man Yiu, Chi-Chiu Ko, and Sung-Kay ChiuOrganometallics2011 30 (21), 5873-5881Aggregation and DNA Intercalation Properties of Di(isocyano) Rhodium(I) Diimine Complexes
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Modulating the Light Switch by 3MLCT-3ππ* State Interconversion
Brigitte R. Spencer, Brian J. Kraft, Chris G. Hughes, Maren Pink, and Jeffrey M. ZaleskiInorganic Chemistry2010 49 (24), 11333-11345Modulating the Light Switch by 3MLCT-3ππ* State Interconversion
Brigitte R. Spencer, Brian J. Kraft, Chris G. Hughes, Maren Pink, and Jeffrey M. ZaleskiInorganic Chemistry2010 49 (24), 11333-11345The spectroscopic, electronic, and DNA-binding characteristics of two novel ruthenium complexes based on the dialkynyl ligands 2,3-bis(phenylethynyl)-1,4,8,9-tetraaza-triphenylene (bptt, 1) and 2,3-bis(4-tert-butyl-phenylethynyl)-1,4,8,9-tetraaza-...
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History
- Published In Issue May 26, 2009
- Article ASAPApril 17, 2009
- Received: February 05, 2009
Revised: March 27, 2009
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