The interaction of native DNA with dimethyltin(IV) species.
The reaction of aqueous native DNA (calf thymus) with the solvated organotin(IV) species [(CH3)2SnCl2(C2H5OH)n], as well as with [(CH3)2Sn(OH)(H2O)n]+ and (CH3)2Sn(OH)2 (i.e., the hydrolysis products of aqueous (CH3)2SnCl2 at pH approximately 5 and pH approximately 7.4 respectively), was investigated by 119Sn Mössbauer spectroscopy. The addition of [(CH3)2SnCl2(C2H5OH)n] to DNA yielded a solid product, possibly (CH3)2Sn(DNA phosphodiester)2, where the environment of the tin atom is trans-octahedral with linear CSnC skeleton, and the equatorial atoms may consist of oxygen or nitrogen from water as well as from the nucleic acid constituents. No interaction with DNA apparently takes place due to hydrolyzed dimethyltin(IV) species, which occur in aqueous phases at approximate physiological pH values. The reaction pathway is then assumed to require weakly solvated, easily dissociable species such as [(CH3)2SnCl2(C2H5OH)n], which would imply in vivo reactivity of cellular DNA with organotins from hydrophobic sites.
Barbieri
R
R
Dipartimento di Chimica Inorganica, Universita di Palermo, Italy.
Silvestri
A
A
D004247:DNA / Q000737:chemistry*; D006868:Hydrolysis; D009947:Organotin Compounds / Q000737:chemistry*; D012996:Solutions; D013329:Structure-Activity Relationship
D009947:Organotin Compounds; D012996:Solutions; C039760:dimethyltin; D004247:DNA