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

Creators: Safir Filho, Mauro; Martin, Anthony R.; Benhida, Rachid

Others:: Institut de Chimie de Nice (ICN) ; Université Nice Sophia Antipolis (1965 - 2019) (UNS) ; COMUE Université Côte d'Azur (2015-2019) (COMUE UCA)-COMUE Université Côte d'Azur (2015-2019) (COMUE UCA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Côte d'Azur (UCA); Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (Fundação) = CAPES Foundation [Brasilia] (CAPES)

Description

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.

Abstract

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

Description

Abstract

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