Glucose-Nucleobase Pseudo Base Pairs: Biomolecular Interactions within DNA

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, thu...

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Detalhes bibliográficos
Autores: Vengut-Climent, Empar, Gómez-Pinto, Irene, Lucas, Ricardo, Peñalver, Pablo, Aviñó, Anna, Fonsecaguerra, Célia, Bickelhaupt, F. Matthias, Eritja Casadellà, Ramón, Bustamante González, Carlos Alberto, Morales, Juan Carlos
Formato: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2016
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/136297
Acesso em linha:http://hdl.handle.net/10261/136297
Access Level:acceso abierto
Palavra-chave:DNA
Hydrogen bonds
NMR spectroscopy
Noncovalent interactions
Nucleobases
Descrição
Resumo: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. © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.