Tolerance of N2-heteroaryl modifications on guanine bases in a DNA G-quadruplex
| Autor: | Atsuya Maruyama, Kohji Seio, Yoshiaki Masaki, Takeshi Inde |
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| Rok vydání: | 2019 |
| Předmět: |
0301 basic medicine
Circular dichroism Chemistry Oligonucleotide Stereochemistry Guanine Organic Chemistry 010402 general chemistry G-quadruplex 01 natural sciences Biochemistry 0104 chemical sciences Telomere 03 medical and health sciences chemistry.chemical_compound 030104 developmental biology Intramolecular force heterocyclic compounds Electrophoretic mobility shift assay A-DNA Physical and Theoretical Chemistry |
| Zdroj: | Organic & Biomolecular Chemistry. 17:859-866 |
| ISSN: | 1477-0539 1477-0520 |
| DOI: | 10.1039/c8ob03100b |
| Popis: | To systematically determine the effect of N2-heteroaryl modification on the stability of G-quadruplex structures, six types of N2-heteroarylated deoxyguanosines were incorporated into oligonucleotides with intramolecular quadruplex-forming sequences obtained from the human telomere sequence. A UV melting experiment, electrophoretic mobility shift assay, and circular dichroism were performed to evaluate the influence of N2-heteroaryl modification. Among the N2-heteroaryl modifications used in this study, N2-(pyrimidin-2-yl) modification markedly destabilized the G-quadruplex structure. Interestingly, N2-heteroaryl modification in the middle guanine base of the fourth strand was well-tolerated and formed a G-quadruplex, suggesting that the fourth strand is the least important strand in sustaining the G-quadruplex structure. |
| Databáze: | OpenAIRE |
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