Nekongo Emmanuel E, Popik Vladimir V
Department of Chemistry, University of Georgia , Athens, Georgia 30602, United States.
J Org Chem. 2014 Aug 15;79(16):7665-71. doi: 10.1021/jo501116g. Epub 2014 Aug 1.
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.
(3-羟基-2-萘基)甲基(NQMP)基团是一种用于基于荧光素的染料的高效光笼。因此,用低强度UVA光照射2'-羟甲基荧光素的6-NQMP醚会导致发射强度增加4倍。非荧光NQMP笼蔽的3-烯丙氧基荧光素的光活化产生高发射性的荧光素单醚。为了便于通过点击化学将笼蔽染料与目标底物共轭,烯丙氧基附属物用叠氮基部分进行了功能化。