TY - JOUR
T1 - Neutral and positively charged new purine tetramer structures
T2 - A computational study of xanthine and uric acid derivatives
AU - Paragi, Gábor
AU - Kovács, Lajos
AU - Kupihár, Zoltán
AU - Szolomájer, János
AU - Penke, Botond
AU - Fonseca Guerra, Célia
AU - Bickelhaupt, F. Matthias
PY - 2011/1
Y1 - 2011/1
N2 - New tetramer structures, based on 9-methylxanthine (Xa), 9-methylxanthine protonated at N7 (XaH+) and 9-methyluric acid (Ua), were investigated by high-level density functional calculations. We have found that homo- and heterotetrads (XaH+)4, (XaH+-Xa)2, (XaH+-Ua)2 carrying positive charges can be formed by low barrier hydrogen bonds. Systems with zero charge [(Xa)4, (Xa-Ua) 2, (Ua)4] were also constructed, investigated and compared to the guanine tetrad [(G)4]. It was shown that the new tetramers can bind cations and anions without the necessity of stacking interactions. Application of the calculated systems in higher-ordered structures (e.g. quadruplexes) is promising with or without intercalating ions.
AB - New tetramer structures, based on 9-methylxanthine (Xa), 9-methylxanthine protonated at N7 (XaH+) and 9-methyluric acid (Ua), were investigated by high-level density functional calculations. We have found that homo- and heterotetrads (XaH+)4, (XaH+-Xa)2, (XaH+-Ua)2 carrying positive charges can be formed by low barrier hydrogen bonds. Systems with zero charge [(Xa)4, (Xa-Ua) 2, (Ua)4] were also constructed, investigated and compared to the guanine tetrad [(G)4]. It was shown that the new tetramers can bind cations and anions without the necessity of stacking interactions. Application of the calculated systems in higher-ordered structures (e.g. quadruplexes) is promising with or without intercalating ions.
UR - https://www.scopus.com/pages/publications/78650447477
U2 - 10.1039/c0nj00613k
DO - 10.1039/c0nj00613k
M3 - Article
AN - SCOPUS:78650447477
SN - 1144-0546
VL - 35
SP - 119
EP - 126
JO - New Journal of Chemistry
JF - New Journal of Chemistry
IS - 1
ER -