The invention discloses a near-
infrared ratio type fluorescent probe for rapidly and reversibly detecting
histamine (HA), a preparation method of the fluorescent probe and application of the fluorescent probe in dynamic
cell imaging, and belongs to the technical field of
fluorescence imaging and biosensing. The preparation method comprises the following specific steps: synthesizing aza-
BODIPY molecules (1a-1d, 2a-2d) with different halogenations, and meanwhile, connecting the aza-
BODIPY molecules with hydroxyl groups at 3 and 5 sites with a hydrophilic PEG (
Polyethylene Glycol) fragment and
halogen to obtain an HA probe HAPCyto with good water
solubility; in addition, the hydroxyl aza-
BODIPY molecules are continuously subjected to substitution,
halogenation and
hydrolysis reaction to obtain carboxyl-containing aza-BODIPY molecules, then the aza-BODIPY molecules are subjected to amidation reaction by utilizing the site, and different organic fragments are respectively connected to obtain a
cell membrane targeted HA probe HAPPM, a
golgi apparatus targeted HA probe HAPGA and a HaloTag HA fluorescent probe HAPHaloTag. When HA exists in a solution, the developed probe can realize rapid reversible detection of the near-
infrared ratio of
histamine, also shows good reversible property in mast cells, and can realize
dynamic monitoring of
histamine in cells.