Assessment of new triplet forming artificial nucleobases as RNA ligands directed towards HCV IRES IIId loop

Mauro Safir Filho; Anthony R. Martin; Rachid Benhida

doi:10.1016/j.bmcl.2017.02.061

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Assessment of new triplet forming artificial nucleobases as RNA ligands directed towards HCV IRES IIId loop

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Assessment of new triplet forming artificial nucleobases as RNA ligands directed towards HCV IRES IIId loop

Mauro Safir Filho, Anthony R. Martin et Rachid Benhida

Bioorganic & medicinal chemistry letters, Vol.27(8), pp.1780-1783

15/04/2017

DOI: https://doi.org/10.1016/j.bmcl.2017.02.061

PMID: 28274634

Résumé

Chemical Sciences

We report the synthesis of two new artificial nucleobase scaffolds, 1 and 2, featuring adequate hydrogen bonding donors and acceptors for the molecular recognition of U:A and C:G base pairs, respectively. The tethering of these structures to various amino acids and the assessment of these artificial nucleobase-amino acid conjugates as RNA ligands against a model of HCV IRES IIId domain are also reported. Compound 1e displayed the highest affinity (Kd twice lower than neomycin – control). Moreover, it appears that this interaction is enthalpically and entropically favored.

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Titre: Assessment of new triplet forming artificial nucleobases as RNA ligands directed towards HCV IRES IIId loop
Créateurs - sans rôle: Mauro Safir Filho - Institut de Chimie de Nice
Anthony R. Martin - Institut de Chimie de Nice
Rachid Benhida - Institut de Chimie de Nice
Détails de publication: Bioorganic & medicinal chemistry letters, Vol.27(8), pp.1780-1783
Éditeur: Elsevier
Identifiants: 99138904509311
Unité académique: Institut des Biomolécules Max Mousseron - IBMM
Langue: English
Type de ressource: Journal article