(N7)-Platination and its effect on (N1)H-acidification in nucleoside phosphate derivatives
PBN-AR
Instytucja
Wydział Biotechnologii i Nauk o Żywności (Politechnika Łódzka)
Informacje podstawowe
Główny język publikacji
en
Czasopismo
INORGANICA CHIMICA ACTA
ISSN
0020-1693
EISSN
Wydawca
ELSEVIER SCIENCE SA
DOI
URL
Rok publikacji
2016
Numer zeszytu
Strony od-do
137-151
Numer tomu
452
Identyfikator DOI
Liczba arkuszy
Autorzy
(liczba autorów: 9)
Pozostali autorzy
+ 8
Słowa kluczowe
en
Acidification by metal ions
Cisplatin adducts
Guanine nucleobases
Micro acidity constants
Oligonucleoside phosphates
Substitution effects in Cisplatin
Streszczenia
Język
en
Treść
Pt(II) coordination, like of cis-(NH3)2Pt(II), affects the acid-base properties of guanosine derivatives. The acidity constants of such complexes are calculated by curve-fitting procedures using published 1H NMR shift data measured in aqueous solution (D2O) in dependence on pH (pD). Comparison of the pKa values of the ligands with those of the Pt(II) complexes reveals the expected behavior for (N7)-platination, i.e., (N1)H sites are acidified due to charge repulsion. These effects of Pt(II) are compared with those of Ni2+ and Cd2+, allowing predictions for the acidification of Zn2+. Studied are the cis-(NH3)2Pt(II) complexes of inosylyl(3′ → 5′)inosine, guanylyl(3′ → 5′)guanine (GpG)−, its 2′-deoxy relative d(GpG)−, and its phosphorylated derivative d(pGpG)3−. The Pt(II) effect is mostly rather symmetrical, like with d(CpGpG)2−, but it can also be quite asymmetrical, like with d(CpCpGpG)3− or in the cyclohexylamine-substituted Cisplatin complex of d(GpG)−. Potential consequences for base pairing between the platinated guanine and the complementary cytosine are discussed. It is proposed that partial deprotonation of dG under the influence of Pt(II) at physiological pH leads in water to a marked reduction in pairs with intact Watson–Crick hydrogen bonds, thereby adding to the well established thermal destabilization of double-stranded DNA by G,G intrastrand cross-links of Cisplatin.
Cechy publikacji
discipline:Chemia
discipline:Chemistry
Original article
Original article presents the results of original research or experiment.
Oryginalny artykuł naukowy
Oryginalny artykuł naukowy przedstawia rezultaty oryginalnych badań naukowych lub eksperymentu.
Inne
System-identifier
PBN-R:751121
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