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Depurination of (dien)Pt(II) complexes of purine deoxyribonucleosides. Comparison with the effects of (dien)Pd(II) ion complexing
Author(s) -
Arpalahti J.,
Jokilammi A.,
Hakala H.,
Lönnberg H.
Publication year - 1991
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610040507
Subject(s) - depurination , chemistry , deoxyribonucleosides , deoxyadenosine , protonation , reaction rate constant , medicinal chemistry , purine , hydrolysis , nucleoside , stereochemistry , ion , organic chemistry , kinetics , dna , biochemistry , enzyme , physics , quantum mechanics
First‐order rate constants for the hydrolytic depurination of 2′‐deoxyinosine and its various (dien)Pt(II) ion complexes were measured over the acidic pH range. The rate profiles obtained indicate that the uncomplexed nucleoside and its N 1 ‐(dien)Pt(II) complex are depurinated via mono‐ and di‐protonated species, whereas the N 7 −(dien)Pt(II) and N 1 , N 7 −di(dien)Pt(II) complexes exhibit significant spontaneous hydrolysis, which competes with a markedly retarded acid‐catalysed reaction. Rate constants for the various partial reactions were calculated and the results were employed to explain the effects that (dien)Pd(II) ion exerted on depurination rates of the same compounds. Similar measurements were carried out with the N 1 , N 7 −di(dien)Pt(II) complex of 2′‐deoxyadenosine in order to further the understanding of the previously reported rate‐enhancing effect of (dien)Pd(II) ion on the depurination of 2′‐deoxyadenosine.