The invention discloses a dual-targeting
viscosity detection near-
infrared fluorescence / photoacoustic probe as well as preparation and application thereof, and a probe ER-V2 with
viscosity specific recognition capability is successfully designed and synthesized by taking trimethylbenzoindole as a core. The probe ER-V2 is based on a hemicyanine donor-pi-
receptor (D-pi-A) structure, a p-
toluene sulfonamide part is used for targeting
endoplasmic reticulum, and an N, N-dimethylaminophenyl part is used for A beta plaque binding, so that precise double targeting is realized. The extended pi conjugation provides near-
infrared emission, enhances
viscosity sensitivity by limiting intramolecular rotation, and produces a strong photoacoustic
signal. In combination with high sensitivity of near-
infrared fluorescence and strong penetrating power of a photoacoustic technology in tissues, the probe ER-V2 can penetrate a
blood brain barrier, realizes real-time and high-sensitivity near-
infrared fluorescence / photoacoustic imaging in
neuroglial cells and the brain of a mouse with the Alzheimer's
disease, and has important significance on early diagnosis of the Alzheimer's
disease. The fluorescent probe is expected to become a useful fluorescent tool for researching Alzheimer's
disease and
endoplasmic reticulum related diseases in the future.