Photoactivatable Fluorescein
Derivatives Caged with
a (3-Hydroxy-2-naphthalenyl)methyl Group
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Abstract
The
(3-hydroxy-2-naphthalenyl)methyl (NQMP) group represents an
efficient photocage for fluorescein-based dyes. Thus, irradiation
of the 6-NQMP ether of 2′-hydroxymethylfluorescein with low-intensity
UVA light results in a 4-fold increase in emission intensity. Photoactivation
of nonfluorescent NQMP-caged 3-allyloxyfluorescein produces a highly
emissive fluorescein monoether. To facilitate conjugation of the caged
dye to the substrate of interest via click chemistry, the allyloxy
appendage was functionalized with an azide moiety