Tailoring the Properties of Quadruplex Nucleobases for
Biological and Nanomaterial Applications

J 2014

Tailoring the Properties of Quadruplex Nucleobases for Biological and Nanomaterial Applications

NOVOTNÝ, Jan, Yevgen YURENKO, Petr KULHÁNEK a Radek MAREK

Základní údaje

Originální název

Tailoring the Properties of Quadruplex Nucleobases for Biological and Nanomaterial Applications

Autoři

NOVOTNÝ, Jan (203 Česká republika, domácí), Yevgen YURENKO (804 Ukrajina, domácí), Petr KULHÁNEK (203 Česká republika, domácí) a Radek MAREK (203 Česká republika, garant, domácí)

Vydání

Physical Chemistry Chemical Physics, Cambridge, Royal Society of Chemistry, 2014, 1463-9076

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10403 Physical chemistry

Stát vydavatele

Velká Británie a Severní Irsko

Utajení

není předmětem státního či obchodního tajemství

Odkazy

DOI: 10.1039/C4CP00541D

Impakt faktor

Impact factor: 4.493

Kód RIV

RIV/00216224:14740/14:00075618

Organizační jednotka

Středoevropský technologický institut

DOI

http://dx.doi.org/10.1039/C4CP00541D

UT WoS

000339173700023

Klíčová slova anglicky

Quadruplex; DNA; guanine; xanthine; 9-deaza-8-haloxanthine; density-functional theory; hydrogen-bonding; stacking; ion coordination; formation energy

Štítky

kontrola MP, rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 10. 12. 2019 09:29, Mgr. Marie Šípková, DiS.

Anotace

V originále

Guanine DNA quadruplexes are interesting and important biological objects because they represent potential targets for regulatory drugs. Their use as building blocks for biomaterial applications is also being investigated. This contribution reports the in silico design of artificial building blocks derived from xanthine. Methods of quantum chemistry were used to evaluate the properties of xanthine structures relative to those containing guanine, the natural reference used. Tailoring the xanthine core showed that the base stacking and the ion coordination were significantly enhanced in the designed systems, while the ion-transport properties were not affected. Our study suggests that the 9-deaza-8-haloxanthine bases (where the halogen is fluorine or chlorine) is highly promising candidate for the development of artificial quadruplexes and quadruplex-active ligands.

Návaznosti

ED1.1.00/02.0068, projekt VaV

Název: CEITEC - central european institute of technology

Přiložené soubory

PCCP14_16_15241.pdf

Požádat o autorskou verzi souboru

Citovat

NOVOTNÝ, Jan, Yevgen YURENKO, Petr KULHÁNEK a Radek MAREK. Tailoring the Properties of Quadruplex Nucleobases for Biological and Nanomaterial Applications. Physical Chemistry Chemical Physics. Cambridge: Royal Society of Chemistry, 2014, roč. 16, č. 29, s. 15241-15248. ISSN 1463-9076. Dostupné z: https://dx.doi.org/10.1039/C4CP00541D.

@article{1184712,
   author = {Novotný, Jan and Yurenko, Yevgen and Kulhánek, Petr and Marek, Radek},
   article_location = {Cambridge},
   article_number = {29},
   doi = {http://dx.doi.org/10.1039/C4CP00541D},
   keywords = {Quadruplex; DNA; guanine; xanthine; 9-deaza-8-haloxanthine; density-functional theory; hydrogen-bonding; stacking; ion coordination; formation energy},
   language = {eng},
   issn = {1463-9076},
   journal = {Physical Chemistry Chemical Physics},
   title = {Tailoring the Properties of Quadruplex Nucleobases for Biological and Nanomaterial Applications},
   url = {http://dx.doi.org/10.1039/C4CP00541D},
   volume = {16},
   year = {2014}
}

TY  - JOUR
ID  - 1184712
AU  - Novotný, Jan - Yurenko, Yevgen - Kulhánek, Petr - Marek, Radek
PY  - 2014
TI  - Tailoring the Properties of Quadruplex Nucleobases for Biological and Nanomaterial Applications
JF  - Physical Chemistry Chemical Physics
VL  - 16
IS  - 29
SP  - 15241-15248
EP  - 15241-15248
PB  - Royal Society of Chemistry
SN  - 14639076
KW  - Quadruplex
KW  - DNA
KW  - guanine
KW  - xanthine
KW  - 9-deaza-8-haloxanthine
KW  - density-functional theory
KW  - hydrogen-bonding
KW  - stacking
KW  - ion coordination
KW  - formation energy
UR  - http://dx.doi.org/10.1039/C4CP00541D
L2  - http://dx.doi.org/10.1039/C4CP00541D
N2  - Guanine DNA quadruplexes are interesting and important biological objects because they represent potential targets for regulatory drugs. Their use as building blocks for biomaterial applications is also being investigated. This contribution reports the in silico design of artificial building blocks derived from xanthine. Methods of quantum chemistry were used to evaluate the properties of xanthine structures relative to those containing guanine, the natural reference used. Tailoring the xanthine core showed that the base stacking and the ion coordination were significantly enhanced in the designed systems, while the ion-transport properties were not affected. Our study suggests that the 9-deaza-8-haloxanthine bases (where the halogen is fluorine or chlorine) is highly promising candidate for the development of artificial quadruplexes and quadruplex-active ligands.
ER  -

NOVOTNÝ, Jan, Yevgen YURENKO, Petr KULHÁNEK a Radek MAREK. Tailoring the Properties of Quadruplex Nucleobases for Biological and Nanomaterial Applications. \textit{Physical Chemistry Chemical Physics}. Cambridge: Royal Society of Chemistry, 2014, roč.~16, č.~29, s.~15241-15248. ISSN~1463-9076. Dostupné z: https://dx.doi.org/10.1039/C4CP00541D.

Podrobný výpis o publikaci