Hemicyanine-based Probe Research Articles

A dual-response fluorescent hemicyanine probe for the detection of mitochondrial hypochlorite and viscosity based on ESIPT/AIE and TICT

Viscosity and hypochlorite (ClO−) are two important factors affecting the physiological activity and function of mitochondria. Hypochlorite (ClO−) is a vital reactive oxygen species, and endogenous ClO− acts as an important germicidal oxidant in the immune system at low concentrations. While, fluctuations in viscosity can cause mitochondrial dysfunction that is linked to several diseases. We herein report on a hemicyanine-based probe (BDTB-PA) for the detection of hypochlorite (ClO−) and viscosity. The probe exhibits a very low fluorescence background in an aqueous solution due to twisted intramolecular charge transfer (TICT) and blocked excited-state intramolecular proton transfer (ESIPT). In a viscous solution, the TICT of the probe was inhibited, generating a strong emission at 580 nm. In contrast, upon treatment with ClO−, the phenylboronic acid pinacol ester group of probe BDTB-PA was removed, and the hydroxyl group was released, activating the ESIPT process. Coupled with its aggregation-induced emission (AIE) characteristics, the product of BDTB-PA with ClO− exhibited a distinct emission at 540 nm. As such a solution of the probe BDTB-PA exhibited a distinct fluorescent color change from colourless to green under UV light with the addition of ClO−. More importantly, probe BDTB-PA was used for monitoring ClO− and viscosity in the mitochondria of living cells, plants and zebrafish.

A highly sensitive hemicyanine-based near-infrared fluorescence sensor for detecting toxic amyloid aggregates in human serum

The development of an accurate and sensitive sensor for detecting amyloid plaques, which are responsible for many protein disorders like Alzheimer's disease, is crucial for early diagnosis. Recently, there has been a notable increase in the development of fluorescence probes that exhibit emission in the red region (>600 nm), aiming to effectively tackle the challenges encountered when working with complex biological matrices. In the current investigation, a hemicyanine-based probe, called LDS730, has been used for the sensing of amyloid fibrils, which belong to the Near-Infrared Fluorescence (NIRF) family of dyes. NIRF probes provide higher precision in detection, prevent photo-damage, and minimize the autofluorescence of biological specimens. The LDS730 sensor emits in the near-infrared region and shows a 110-fold increase in fluorescence turn-on emission when bound to insulin fibrils, making it a highly sensitive sensor. The sensor has an emission maximum of ~710 nm in a fibril-bound state, which shows a significant red shift along with a Stokes' shift of ~50 nm. The LDS730 sensor also displays excellent performance in the complicated human serum matrix, with a limit of detection (LOD) of 103 nM. Molecular docking calculations suggest that the most likely binding location of LDS730 in the fibrillar structure is the inner channels of amyloid fibrils along its long axis, and the sensor engages in several types of hydrophobic interactions with neighboring amino acid residues of the fibrillar structure. Overall, this new amyloid sensor has great potential for the early detection of amyloid plaques and for improving diagnostic accuracy.