Covalent binding and interstrand cross-linking of duplex DNA by dirhodium(II,II) carboxylate compounds

Shari U. Dunham; Helen T. Chifotides; Szymon Mikulski; Amity E. Burr; Kim R. Dunbar

doi:10.1021/bi0486637

Covalent binding and interstrand cross-linking of duplex DNA by dirhodium(II,II) carboxylate compounds

Shari U. Dunham, Helen T. Chifotides, Szymon Mikulski, Amity E. Burr, Kim R. Dunbar

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Abstract

The study of the interactions of double-stranded (ds) DNA with the dirhodium carboxylate compounds Rh₂(O₂CCH ₃)₄(H₂O)₂ (Rh1), [Rh ₂(O₂CCH₃)₂(CH₃CN) ₆](BF₄)₂ (Rh2), and Rh₂(O ₂CCF₃)₄ (Rh3) supports the presence of covalently linked DNA adducts, including stable DNA interstrand cross-links. The present biochemical study refutes earlier claims that no reaction between dirhodium compounds and dsDNA occurs. The reversal behavior of these interstrand cross-links in 5 M urea at 95 °C (for different heating times) implies the presence of various coordination modes involving ax/ax, ax/eq, and eq/eq DNA interactions with the dirhodium core. The reaction rates of the dirhodium compounds with dsDNA were determined spectroscopically and are in the order Rh1 ≪ Rh2 < Rh3. This difference in behavior of the three dirhodium compounds correlates with the lability of the leaving groups and corresponds to the extent of interstrand cross-link formation by these compounds on a 123 bp DNA fragment, as observed by denaturing polyacrylamide gel electrophoresis (dPAGE). Since all three dirhodium compounds form covalent Rh-DNA adducts, including interstrand cross-links, it is important that DNA be considered a potential target for biological activity of these dirhodium carboxylate compounds.

Original language	English (US)
Pages (from-to)	996-1003
Number of pages	8
Journal	Biochemistry
Volume	44
Issue number	3
DOIs	https://doi.org/10.1021/bi0486637
State	Published - Jan 25 2005
Externally published	Yes

ASJC Scopus subject areas

Biochemistry

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title = "Covalent binding and interstrand cross-linking of duplex DNA by dirhodium(II,II) carboxylate compounds",

abstract = "The study of the interactions of double-stranded (ds) DNA with the dirhodium carboxylate compounds Rh2(O2CCH 3)4(H2O)2 (Rh1), [Rh 2(O2CCH3)2(CH3CN) 6](BF4)2 (Rh2), and Rh2(O 2CCF3)4 (Rh3) supports the presence of covalently linked DNA adducts, including stable DNA interstrand cross-links. The present biochemical study refutes earlier claims that no reaction between dirhodium compounds and dsDNA occurs. The reversal behavior of these interstrand cross-links in 5 M urea at 95 °C (for different heating times) implies the presence of various coordination modes involving ax/ax, ax/eq, and eq/eq DNA interactions with the dirhodium core. The reaction rates of the dirhodium compounds with dsDNA were determined spectroscopically and are in the order Rh1 ≪ Rh2 < Rh3. This difference in behavior of the three dirhodium compounds correlates with the lability of the leaving groups and corresponds to the extent of interstrand cross-link formation by these compounds on a 123 bp DNA fragment, as observed by denaturing polyacrylamide gel electrophoresis (dPAGE). Since all three dirhodium compounds form covalent Rh-DNA adducts, including interstrand cross-links, it is important that DNA be considered a potential target for biological activity of these dirhodium carboxylate compounds.",

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AU - Mikulski, Szymon

AU - Burr, Amity E.

AU - Dunbar, Kim R.

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AB - The study of the interactions of double-stranded (ds) DNA with the dirhodium carboxylate compounds Rh2(O2CCH 3)4(H2O)2 (Rh1), [Rh 2(O2CCH3)2(CH3CN) 6](BF4)2 (Rh2), and Rh2(O 2CCF3)4 (Rh3) supports the presence of covalently linked DNA adducts, including stable DNA interstrand cross-links. The present biochemical study refutes earlier claims that no reaction between dirhodium compounds and dsDNA occurs. The reversal behavior of these interstrand cross-links in 5 M urea at 95 °C (for different heating times) implies the presence of various coordination modes involving ax/ax, ax/eq, and eq/eq DNA interactions with the dirhodium core. The reaction rates of the dirhodium compounds with dsDNA were determined spectroscopically and are in the order Rh1 ≪ Rh2 < Rh3. This difference in behavior of the three dirhodium compounds correlates with the lability of the leaving groups and corresponds to the extent of interstrand cross-link formation by these compounds on a 123 bp DNA fragment, as observed by denaturing polyacrylamide gel electrophoresis (dPAGE). Since all three dirhodium compounds form covalent Rh-DNA adducts, including interstrand cross-links, it is important that DNA be considered a potential target for biological activity of these dirhodium carboxylate compounds.

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Covalent binding and interstrand cross-linking of duplex DNA by dirhodium(II,II) carboxylate compounds

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