Assessment of new triplet forming artificial nucleobases as RNA ligands directed towards HCV IRES IIId loop - Archive ouverte HAL
Article Dans Une Revue Bioorganic and Medicinal Chemistry Letters Année : 2017

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

Résumé

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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Chimie
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Dates et versions

hal-01589492 , version 1 (18-09-2017)

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Mauro Safir Filho, Anthony R. Martin, Rachid Benhida. Assessment of new triplet forming artificial nucleobases as RNA ligands directed towards HCV IRES IIId loop. Bioorganic and Medicinal Chemistry Letters, 2017, ⟨10.1016/j.bmcl.2017.02.061⟩. ⟨hal-01589492⟩
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