86610-15-3Relevant academic research and scientific papers
Interactions of the carbonylbis(triphenylphosphine)rhodium(I) cation with purine-pyrimidine base pairs as studied by carbon-13, phosphorus-31, and proton NMR
Abbott, David W.,Woods, Clifton
, p. 2918 - 2923 (2008/10/08)
The interactions of the electrophile [(PPh3)2(CO)Rh]+ (denoted as Rh(I)) with purine-pyrimidine base pairs have been investigated with use of 13C, 1H, and 31P{1H} NMR analyses. Nucleoside stability orders for the electrophile have been found to be cytidine (N(3)) > guanosine (O(6)) > adenosine (N(1)) ? thymidine and uridine. Since coordination of Rh(I) to guanosine (Guo) occurs at O(6), the relative order of stability of the Guo and adenosine (Ado) interactions is somewhat surprising. The hydrogen bonding between Guo and cytidine (Cyd) has been shown to be strong enough to prevent the total breakdown of the Guo-Cyd base pair upon addition of Rh(I) to 1:1 nucleoside mixtures. In 1:1:1 Guo-Cyd-Rh(I) mixtures a complex set of equilibria exists involving Guo-Rh(I), Cyd-Rh(I), and Guo-Cyd interactions. As Cyd is added to the 1:1:1 Guo-Cyd-Rh(I) mixture, the Cyd-Rh(I) interaction increases and the Guo-Rh(I) interaction decreases, with the Guo being more extensively involved in hydrogen bonding with the excess Guo. In 1:1:2 mixtures of Guo-Cyd-Rh(I), the Guo-Rh(I) and Cyd-Rh(I) interactions are present in equal amounts. When triethylamine is added to 1:1:1 Guo-Cyd-Rh(I) mixtures, deprotonation of Guo occurs and the equilibria shift away from the Cyd-Rh(I) interaction in favor of the Rh(I)-guanosinate interaction. The effects of Rh(I) on purine-pyrimidine base pairs are discussed in terms of the possible relevance to antitumor behavior of metal complexes through hydrogen bond disruption and base mispairing in DNA.
