71247-27-3

Upstream product

• 1189743-05-2 C₂₆H₂₅NO₅ 
• 1224696-72-3 peroxy yellow 1 
• 5809-23-4 2'-Carboxy-4-diethylamino-2-hydroxybenzophenon 
• 108-46-3 recorcinol 
• 91-68-9 3-diethylaminophenol 
• 85-44-9 phthalic anhydride 
• 616-91-1 N-acetylcystein 
• 1417442-89-7 C₃₀H₂₃N₃O₈ 
• 136858-26-9 3-hydroxy-6-diethylamino-9-oxospiroisobenzofuran-xanthene 

Downstream Products

• 1326231-93-9 C₂₄H₂₃NO₃ 
• 1326231-91-7 C₂₅H₂₃NO₄ 

Relevant academic research and scientific papers

Fluorescence detection of metabolic activity of the fatty acid beta oxidation pathway in living cells

Detection of metabolic activity in living cells facilitates the understanding of the cell mechanism. Here, we report a fluorescent probe that can detect fatty acid beta oxidation (FAO) in living cells. This probe is metabolically degraded by the sequentia

A rhodol-based fluorescent chemosensor for hydrazine and its application in live cell bioimaging

A rhodol cinnamate fluorescent chemosensor (RC) has been developed for selective detection of hydrazine (N2H4). In aqueous medium, the rhodol-based probe exhibited high selectivity for hydrazine among other molecules. The addition of hydrazine triggered a fluorescence emission with 48-fold enhancement based on hydrazinolysis and a subsequent ring-opening process. The chemical probe also displayed a selective colorimetric response toward N2H4 from colorless solution to pink, readily observed by the naked eye. The detection limit of RC for hydrazine was calculated to be 300?nM (9.6?ppb). RC is membrane permeable and was successfully demonstrated to detect hydrazine in live HepG2 cells by confocal fluorescence microscopy.

Construction of a turn-on probe for fast detection of H2S in living cells based on a novel H2S trap group with an electron rich dye

A turn-on probe (ANR) for fast detection of H2S is constructed based on a 2-(azidomethyl)-4-nitrobenzoate moiety as a trap group. This group is very effective for the design of H2S probes especially with electron rich dyes. The potential biological applications of ANR were proved by employing it for fluorescence imaging of H2S in living cells.

Highly selective and sensitive fluorescent sensing of N-acetylcysteine: Effective discrimination of N-acetylcysteine from cysteine

A highly selective fluorescent probe for the effective discrimination of N-acetylcysteine (NAC) from cysteine (Cys) is proposed. Probe 1 contains an N,N-diethylrhodol (DER) dye and a dinitrophenyl ether moiety. Upon mixing with NAC in aqueous cetyltrimethylammonium bromide (CTAB) micellar solution, 1 was thiolyzed by NAC to release DER, thus affording a significant increase in fluorescence emission. Whereas for Cys, it gives only a dim response at the same reaction conditions. The significant difference in reaction rates can be explained via the fact that NAC shows more hydrophobicity than Cys, therefore the Meisenheimer complex intermediate (2a) of its nucleophilic aromatic substitution with 1 can embed in CTAB micelles effectively, which will facilitate the formation of 2a and hence affords an acceleration of reaction rates. The proposed method shows an excellent selectivity for NAC over Cys, homocysteine (Hcy) and other amino acids.

β-galactosidase fluorescence probe with improved cellular accumulation based on a spirocyclized rhodol scaffold

We identified a rhodol bearing a hydroxymethyl group (HMDER) as a suitable scaffold for designing fluorescence probes for various hydrolases. HMDER shows strong fluorescence at physiological pH, but phenolic O-alkylation of HMDER results in a strong prefe

A palette of fluorescent probes with varying emission colors for imaging hydrogen peroxide signaling in living cells

We present a new family of fluorescent probes with varying emission colors for selectively imaging hydrogen peroxide (H2O2) generated at physiological cell signaling levels. This structurally homologous series of fluorescein- and rhodol-based reporters relies on a chemospecific boronate-to-phenol switch to respond to H2O2 over a panel of biologically relevant reactive oxygen species (ROS) with tunable excitation and emission maxima and sensitivity to endogenously produced H2O 2 signals, as shown by studies in RAW264.7 macrophages during the phagocytic respiratory burst and A431 cells in response to EGF stimulation. We further demonstrate the utility of these reagents in multicolor imaging experiments by using one of the new H2O2-specific probes, Peroxy Orange 1 (PO1), in conjunction with the green-fluorescent highly reactive oxygen species (hROS) probe, APF. This dual-probe approach allows for selective discrimination between changes in H2O2 and hypochlorous acid (HOCl) levels in live RAW264.7 macrophages. Moreover, when macrophages labeled with both PO1 and APF were stimulated to induce an immune response, we discovered three distinct types of phagosomes: those that generated mainly hROS, those that produced mainly H2O2, and those that possessed both types of ROS. The ability to monitor multiple ROS fluxes simultaneously using a palette of different colored fluorescent probes opens new opporunities to disentangle the complex contributions of oxidation biology to living systems by molecular imaging.

Construction of a library of rhodol fluorophores for developing new fluorescent probes

[Chemical equation presented] A highly efficient and concise synthetic scheme for rhodol fluorophores is developed with palladium-catalyzed amination reaction as the key step. This new synthetic route is utilized to construct a rhodol library, potentially useful for the design of novel fluorescent probes.