This invention discloses a photosensitive
nitric oxide donor that targets both lysosomes and mitochondria, its preparation method, and its applications, belonging to the fields of biomedical materials and
medicinal chemistry. The
nitric oxide donor has a structure as shown in formula DNOD560, which simultaneously includes a
morpholino group for
lysosome targeting and a
rhodamine fluorophore for
mitochondrial targeting, and uses an N-
nitroso bond as the photosensitive
nitric oxide release unit. The donor undergoes
fluorescence quenching under physiological conditions and can undergo N-N
bond cleavage under specific
wavelength (e.g., 365 nm) illumination, quantitatively releasing nitric
oxide and simultaneously generating the strongly fluorescent product DLMF560, enabling self-reporting and
visualization of the release process. This donor has advantages such as high release efficiency (95% release efficiency within 70 minutes) and good photostability. Crucially, co-localization experiments have confirmed that it can simultaneously target lysosomes and mitochondria in cells, achieving in-situ, photosensitive release of nitric
oxide at the
subcellular organelle level, and has been successfully applied to live-
cell (A549) imaging, providing a novel tool for studying the function of nitric
oxide in subcellular organelles and developing precision treatment strategies.