Download MendeleyGlucose-Nucleobase Pseudo Base Pairs: Biomolecular Interactions within DNA.
Vengut-Climent, E., Gomez-Pinto, I., Lucas, R., Penalver, P., Avino, A., Fonseca Guerra, C., Bickelhaupt, F.M., Eritja, R., Gonzalez, C., Morales, J.C.(2016) Angew Chem Int Ed Engl 55: 8643-8647
- PubMed: 27328804
- DOI: https://doi.org/10.1002/anie.201603510
- Primary Citation of Related Structures:
2N9F, 2N9H - PubMed Abstract:
Noncovalent forces rule the interactions between biomolecules. Inspired by a biomolecular interaction found in aminoglycoside-RNA recognition, glucose-nucleobase pairs have been examined. Deoxyoligonucleotides with a 6-deoxyglucose insertion are able to hybridize with their complementary strand, thus exhibiting a preference for purine nucleobases. Although the resulting double helices are less stable than natural ones, they present only minor local distortions. 6-Deoxyglucose stays fully integrated in the double helix and its OH groups form two hydrogen bonds with the opposing guanine. This 6-deoxyglucose-guanine pair closely resembles a purine-pyrimidine geometry. Quantum chemical calculations indicate that glucose-purine pairs are as stable as a natural T-A pair.
Organizational Affiliation:
Department of Bioorganic Chemistry, Instituto de Investigaciones Químicas, CSIC-Universidad de Sevilla, Américo Vespucio 49, 41092, Sevilla, Spain.
