Spectroscopic study of protonation of oligonucleotides containing adenine and cytosine

Vojtylová, Terézia, Dospivová, Dana, Třísková, Olga, Pilařová, Iveta, Lubal, Přemysl, Farková, Marta, Trnková, Libuše and Táborský, Petr Spectroscopic study of protonation of oligonucleotides containing adenine and cytosine Chemical Papers, Vol.63, No. 6, 2009, 731-737

Document type: Článok z časopisu / Journal Article
Collection: Chemical papers  

Author(s) Vojtylová, Terézia
Dospivová, Dana
Třísková, Olga
Pilařová, Iveta
Lubal, Přemysl
Farková, Marta
Trnková, Libuše
Táborský, Petr
Title Spectroscopic study of protonation of oligonucleotides containing adenine and cytosine
Journal name Chemical Papers
Publication date 2009
Year available 2009
Volume number 63
Issue number 6
ISSN 0366-6352
Start page 731
End page 737
Place of publication Poland
Publisher Versita
Collection year 2009
Language english
Subject 250000 Chemical Sciences
250300 Organic Chemistry
Abstract/Summary Acidobasic properties of purine and pyrimidine bases (adenine, cytosine) and relevant nucleosides (adenosine, cytidine) were studied by means of glass-electrode potentiometry and the respective dissociation constants were determined under given experimental conditions (I = 0.1 M (NaCl), t = (25.0 ± 0.1) °C): adenine (pK HL = 9.65 ± 0.04, pK H2L = 4.18 ± 0.04), adenosine (pK H2L = 3.59 ± 0.05), cytosine (pK H2L = 4.56 ± 0.01), cytidine (pK H2L = 4.16 ± 0.02). In addition, thermodynamic parameters for bases: adenine (ΔH 0 = (−17 ± 4) kJ mol−1, ΔS 0 = (23 ± 13) J K−1 mol−1), cytosine (ΔH 0 = (−22 ± 1) kJ mol−1, ΔS 0 = (13 ± 5) J K−1 mol−1) were calculated. Acidobasic behavior of oligonucleotides (5′CAC-CAC-CAC3′ = (CAC)3, 5′AAA-CCC-CCC3′ = A3C6, 5′CCC-AAA-CCC3′ = C3A3C3) was studied under the same experimental conditions by molecular absorption spectroscopy. pH-dependent spectral datasets were analyzed by means of advanced chemometric techniques (EFA, MCR-ALS) and the presence of hemiprotonated species concerning (C+-C) a non-canonical pair (i-motif) in titled oligonucleotides was proposed in order to explain experimental data obtained according to literature.
 
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