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Filling the hole is a strategy that confers high‐affinity DNA binding to the M⋅TaqI DNA methyltransferase. Aromatic base surrogates (e.g. pyrene, red in picture) were introduced into DNA by means of organocuprate‐mediated C‐glycosylations. A new competitive binding assay revealed that DNA with aromatic base surrogates placed opposite to the target base binds to M⋅TaqI with up to 400‐fold‐enhanced affinity.

Gold nanoparticles (AuNPs) display excellent plasmonic properties, which are expected to assist fluorescence enhancement for dyes, and the phenomenon is known as “metal-enhanced fluorescence” (MEF). In this study, we demonstrate AuNP-induced MEF for a modified bipyridine-based construct 4-(pyridine-2-yl)-3 H -pyrrolo[2,3- c ]quinoline (PPQ) when it binds with biologically important Zn 2+ . Importantly, this phenomenon is observed under aqueous conditions in a biocompatible bilayer vesicle platform. When PPQ binds with Zn 2+ to form the complex in the presence of appropriate AuNPs, MEF is evident once compared with the fluorescence intensity in the absence of AuNPs. Among the three different sizes of AuNPs used, the enhancement is observed with an average diameter of 33 nm, whereas 18 and 160 nm do not show any enhancement. A possible mechanism is ascribed to the radiating plasmons of the AuNPs, which can couple with the emission frequencies of the fluorophore under a critical distance-dependent arrangement. We witness that the enhancement in fluorescence is accompanied with a reduction in lifetime components. It is proposed that the mechanism may be predominantly derived from the enhancement of an intrinsic radiative decay rate and partly from the localized electric field effect. Overall, this work shows a rational approach to design fluorophore–metal configurations with the desired emissive properties and a basis for a useful nanophotonic technology under biological conditions.

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