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2016-10-02

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cc-by-nc-nd (c) Elsevier B.V., 2016
Si us plau utilitzeu sempre aquest identificador per citar o enllaçar aquest document: https://hdl.handle.net/2445/107055

The effect of l-thymidine, acyclic thymine and 8-bromoguanine on the stability of model G-quadruplex structures

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Recurs relacionat

https://doi.org/10.1016/j.bbagen.2016.09.030

Resum

Background Guanine-rich oligonucleotides are capable of forming tetrahelical structures known as G-quadruplexes with interesting biological properties. We have investigated the effects of site-specific substitution in the loops and in the tetrads model G-quadruplexes using thymine glycol nucleic acid (GNA) units, l-thymidine and 8-Br-2′-deoxyguanosine. Methods Modified oligonucleotides were chemically synthesized and spectroscopic techniques were used to determine the relative stability of the modified G-quadruplex. The double 8-BrdG-modified quadruplexes were further characterized by Nuclear Magnetic Resonance. Binding to thrombin of selected quadruplex was analyzed by gel electrophoresis retention assay. Results The most interesting results were found with a 8-bromoG substitution that had the larger stabilization of the quadruplex. NMR studies indicate a tight relationship between the loops and the tetrads to accommodate 8-bromoG modifications within the TBA. Conclusions The substitutions of loop positions with GNA T affect the TBA stability except for single modification in T7 position. Single l-thymidine substitutions produced destabilization of TBA. Larger changes on quadruplex stability are observed with the use of 8-bromoG finding a single substitution with the highest thermal stabilization found in thrombin binding aptamers modified at the guanine residues and having good affinity for thrombin. Double 8-BrdG modification in anti positions of different tetrads produce a conformational flip from syn to anti conformation of 8-Br-dG to favor loop-tetrad interaction and preserve the overall TBA stability.

Matèries

Biologia molecular, Bioquímica, Oligonucleòtids, G-estructures

Matèries (anglès)

Molecular biology, Biochemistry, Oligonucleotides, G-structures

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Articles publicats en revistes (Enginyeria Química i Química Analítica)

Citació

AVIÑÓ ANDRÉS, Anna, et al. The effect of l-thymidine, acyclic thymine and 8-bromoguanine on the stability of model G-quadruplex structures. Biochimica et Biophysica Acta-General Subjects. 2017. Vol. 1861, num. 5, pags. Part B. ISSN 0304-4165. [consulted: 2 of August of 2026]. Available at: https://hdl.handle.net/2445/107055

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