Visible Light-Controlled Nitric Oxide Release from
Hindered Nitrobenzene Derivatives for Specific Modulation of Mitochondrial
Dynamics
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Abstract
Nitric oxide (NO) is a physiological
signaling molecule, whose
biological production is precisely regulated at the subcellular level.
Here, we describe the design, synthesis, and evaluation of novel mitochondria-targeted
NO releasers, Rol-DNB-mor and Rol-DNB-pyr, that are photocontrollable
not only in the UV wavelength range but also in the biologically favorable
visible wavelength range (530–590 nm). These caged NO compounds
consist of a hindered nitrobenzene as the NO-releasing moiety and
a rhodamine chromophore. Their NO-release properties were characterized
by an electron spin resonance (ESR) spin trapping method and fluorometric
analysis using NO probes, and their mitochondrial localization in
live cells was confirmed by costaining. Furthermore, we demonstrated
visible light control of mitochondrial fragmentation <i>via</i> activation of dynamin-related protein 1 (Drp1) by means of precisely
controlled NO delivery into mitochondria of cultured HEK293 cells,
utilizing Rol-DNB-pyr