An indole-linked C8-deoxyguanosine nucleoside acts as a fluorescent reporter of Watson–Crick versus Hoogsteen base pairing?

Organic & Biomolecular Chemistry Pub Date: 2010-11-23 DOI: 10.1039/C0OB00883D

Abstract

Pyrrole- and indole-linked C8-deoxyguanosine nucleosides act as fluorescent reporters of H-bonding specificity. Their fluorescence is quenched upon Watson–Crick H-bonding to dC, while Hoogsteen H-bonding to G enhances emission intensity. The indole-linked probe is ~ 10-fold brighter and shows promise as a fluorescent reporter of Hoogsteen base pairing.

Graphical abstract: An indole-linked C8-deoxyguanosine nucleoside acts as a fluorescent reporter of Watson–Crick versus Hoogsteen base pairing
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