Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States.
Inorg Chem. 2011 Oct 3;50(19):9385-92. doi: 10.1021/ic200986v. Epub 2011 Sep 7.
Fluorescent turn-on probes for nitric oxide based on seminaphthofluorescein scaffolds were prepared and spectroscopically characterized. The Cu(II) complexes of these fluorescent probes react with NO under anaerobic conditions to yield a 20-45-fold increase in integrated emission. The seminaphthofluorescein-based probes emit at longer wavelengths than the parent FL1 and FL2 fluorescein-based generations of NO probes, maintaining emission maxima between 550 and 625 nm. The emission profiles depend on the excitation wavelength; maximum fluorescence turn-on is achieved at excitations between 535 and 575 nm. The probes are highly selective for NO over other biologically relevant reactive nitrogen and oxygen species including NO(3)(-), NO(2)(-), HNO, ONOO(-), NO(2), OCl(-), and H(2)O(2). The seminaphthofluorescein-based probes can be used to visualize endogenously produced NO in live cells, as demonstrated using Raw 264.7 macrophages.
基于半萘荧光素骨架的一氧化氮荧光开启探针被制备并进行了光谱表征。这些荧光探针的 Cu(II) 配合物在厌氧条件下与 NO 反应，导致整合发射强度增加 20-45 倍。基于半萘荧光素的探针比母体 FL1 和 FL2 基于荧光素的 NO 探针发射更长的波长，发射最大值在 550 和 625nm 之间。发射谱取决于激发波长；在 535nm 到 575nm 之间的激发下实现最大荧光开启。探针对 NO 具有高度选择性，超过其他生物相关的活性氮和氧物种，包括 NO(3)(-)、NO(2)(-)、HNO、ONOO(-)、NO(2)、OCl(-)和 H(2)O(2)。基于半萘荧光素的探针可用于可视化活细胞中内源性产生的 NO，如使用 Raw 264.7 巨噬细胞所证明的那样。
