27334-24-3

Upstream product

• 78-59-1 3,5,5-Trimethylcyclohex-2-en-1-one 
• 23051-44-7 3-dicyanomethylidene-1,5,5-trimethylcyclohexene 
• 123-08-0 4-hydroxy-benzaldehyde 
• 109-77-3 malononitrile 

Relevant academic research and scientific papers

Selective detection of peroxynitrite in living cells by a near-infrared diphenyl phosphinate-based dicyanoisophorone probe

A new NIR fluorescent probe for detection of ONOO? has been developed, which possesses a large Stokes shift, good selectivity and low cytotoxicity. This NR-ONOO probe exhibits a strong turn-on near-infrared fluorescence response toward ONOO? ion under excitation at 560 nm and has been successfully applied in detecting ONOO? in living HeLa cells.

A new chloro-substituted dicyanoisophorone-based near-infrared fluorophore with a larger Stokes shift and its application for detecting cysteine in cells and: In vivo

Many dicyanoisophorone-based fluorophores with an optical hydroxyl group have been explored to meet different imaging needs along with the rapid and wide development of molecular fluorescence bioimaging in recent years. However, most of them used to need the addition of slight alkaline conditions to dissociate a proton for near-infrared emission and this limits their wider application in complex bio-systems. Aiming to modify the dicyanoisophorone-based fluorophore platform with an optically tunable hydroxyl group for better biocompatibility for molecular bioimaging in vivo, we developed a new chloro-substituted dicyanoisophorone-based near-infrared fluorophore (DCM-COH) which featured simple preparation (two steps), good optical properties and showed potential application prospects. As a proof-of-concept, DCM-COH was applied to design a new probe (CYS-1) for detecting cysteine. CYS-1 (λex/em = 490/655 nm) possessed a large Stokes shift (165 nm), low toxicity, good sensitivity (detection limit of ～173 nM) and selectivity for rapid cysteine detection. More importantly, CYS-1 successfully served as an indicator for imaging cysteine in cells and in vivo. Fluorophore DCM-COH may act as a potential platform to be extended as a capable tracking tool in biological chemistry and preclinical applications. This journal is

Observation of the Elevation of Cholinesterase Activity in Brain Glioma by a Near-Infrared Emission Chemsensor

The excessive expression of cholinesterases (ChEs) directly disturbs the metabolism of acetylcholine (ACh), causing disordering neurotransmission in the brain or even Alzheimer's disease and cancer. However, the variation of ChEs including acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) in brain glioma has not yet been investigated. Therefore, the development of a suitable method for in situ imaging ChEs in brain tissues to understand the physiological functions of ChEs in depth is very important. Herein, a new near-infrared emission fluorescent probe (IPAN) for visualization of ChE activity was developed. IPAN exhibits ultrafast response to ChEs, low detection limit for AChE (0.127 U/mL) and BChE (0.0117 U/mL), and a large Stokes shift with near-infrared emission. Based on these excellent attributes, the IPAN was effectively utilized for imaging the fluctuations of ChE activity in the apoptosis cells and zebrafish. Notably, by utilizing the unique probe IPAN, we observed a significant enhancement of ChE activity in the tumor cells and brain glioma, for the first time. We believe that this interesting finding could provide a powerful guidance for tumor resection in the future.

A large Stokes shift, sequential, colorimetric fluorescent probe for sensing Cu2+/S2- and its applications

Copper ions (Cu2+) and sulfide (S2?) are important markers in many physiologies and pathological processes. In this work, a new near-infrared fluorescent probe 1 for colorimetric and sequential detection of Cu2+/S2?/

A novel Near-Infrared fluorescent probe for Zn2+ and CN– double detection based on dicyanoisfluorone derivatives with highly sensitive and selective, and its application in Bioimaging

We have successfully synthesized NIRF as a near-infrared fluorescence probe for relay recognition of zinc and cyanide ions. The probe possesses well selectivity and anti-interference ability over common ions towards Zn2+ and CN–. The

Fluorescent probe for selectively recognizing hypochlorous acid as well as preparation method and application of fluorescent probe

The invention belongs to the technical field of organic synthesis, and particularly relates to a fluorescent probe for selectively recognizing hypochlorous acid as well as a preparation method and application thereof. The molecular formula of the fluoresc

A non-peptide probe for detecting chymotrypsin activity based on protection-deprotection strategy in living systems

Chymotrypsin (CHT) plays a vital role in the metabolism of organisms and affects cell proliferation and apoptosis. Abnormal levels of CHT will lead to a variety of diseases, such as inflammatory arthritis, diabetes, pharyngitis, indigestion, and pancreatic cancer. Therefore, it is significant to design an effective method for the detection of CHT in living systems. Here, we synthesized a specific deep-red non-peptide probeDTby effectively combining isophorone andp-hydroxybenzaldehyde for the detection of CHT using 3-phenylpropionate chloride as the recognition group based on a protection-deprotection strategy. TheDTprobe exhibited an emission range of 525-700 nm and showed excellent photostability, high sensitivity (LOD = 0.071 U mL?1), and selectivity for CHT detection. The cellular experiments demonstrated thatDTcould sensitively recognize CHT activity in three cell lines and the content of CHT was much higher in P815 cells than in MCF-7 and 3T3 cells. Also,DTwas successfully used to visualize the endogenous CHT in zebrafish. Notably, theDTprobe provided an intuitive way to visualize endogenous CHT in mouse pancreas for the first time, demonstrating the potential for application in the future clinical diagnosis of pancreatic diseases. Therefore, the small-molecule probeDTis expected to be a useful molecular tool for CHT-related disease diagnosis and drug discovery.

Rational design of near-infrared fluorophores with a phenolic D-A type structure and construction of a fluorescent probe for cysteine imaging

Fluorescent probes with near-infrared (NIR) emission have attracted great attention in biological applications because of the low background interference and deep penetration depth. Therefore, as an important component of the fluorescent probe, the develo

Screening of dicyanoisophorone-based probes for highly sensitive detection of viscosity changes in living cells and zebrafish

Herein, seven viscosity-sensitive probes were developedviasimple structural modification of dicyanoisophorone (DCO)-derived dyes. Among them,DCO-5significantly enhances (180-fold) the response signal in highly viscous aqueous media while showing insensiti

Growth, spectral, laser damage and hirshfeld surface studies on configurationally locked 2-(3-(4-hydroxystyryl)-5,5-dimethylcyclohex-2-enylidene) malononitrile (OH1) single crystal- A potential terahertz emitter

We report on the growth, spectral, optical, laser damage and Terahertz (THz) wave generation studies and Hirshfeld analysis of the pyrrolidine-based, configurationally locked, polyene single crystals 2-(3-(4-hydroxystyryl)-5,5-dimethylcyclohex-2-enylidene