33322-67-7

Upstream product

• 41255-23-6 2-([1,1'-biphenyl]-4-yl)-3-hydroxy-4H-chromen-4-one 

Downstream Products

• 3218-36-8 4-Phenylbenzaldehyde 
• 112561-32-7 N-phenyl-[1,1’-biphenyl]-4-carboxamide 
• 40231-42-3 4-(1-phenylvinyl)-1,1′-biphenyl 
• 127292-60-8 1-([1,1’-biphenyl]-4-yl)-N,N-dimethylmethanamine 
• 3597-91-9 biphenyl-4-yl methanol 
• 96327-61-6 5-(Biphenyl-4-carbonyl)-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid 

Relevant academic research and scientific papers

B-Ring-extended flavonol-based photoCORM: activated by cysteine-ratiometric fluorescence sensing and accurate control of linear CO release

The first B-ring-extended (to biphenyl) flavonol-based Cys-ratiometric fluorescent probeB-bph-fla-acr(2-([1,1′-biphenyl]-4-yl)-4-oxo-4H-chromen-3-yl acrylate) is developed.B-bph-fla-acrcan ratiometrically sense and non-ratiometrically image endogenous and exogenous cysteine (Cys) in living HeLa cells and zebrafish rapidly (45 s), selectively (vs.homocysteine and glutathione), sensitively (detection limit: 18.5 nM), and with a large Stokes shift (186 nm). Quantitatively released (from the reaction ofB-bph-fla-acrwith Cys) fluorophoreB-bph-fla-OH(2-([1,1′-biphenyl]-4-yl)-3-hydroxy-4H-chromen-4-one) is designed as a photoCORM (photo-triggered CO releasing molecule). Under O2and visible light irradiation, the amount of CO released byB-bph-fla-OHcan be accurately controlled linearly by adjusting the light irradiation intensity, irradiation time, or photoCORM dose. This process is accompanied by fluorescence quenching; therefore, the location of the photoCORM and the CO release process can be monitored in real time.B-bph-fla-acrand all reaction products exhibit good membrane permeability and low toxicity for living HeLa cells. In living HeLa cells and zebrafish,B-bph-fla-acrcan image endogenous and exogenous Cys, and the releasedB-bph-fla-OHcan photo-release CO under O2at room temperature. This study is the first to combine a B-ring-extended flavonol-based fluorescent probe (for the effective ratiometric sensing and non-ratiometric imaging of endogenous and exogenous Cysin vitroandin vivo) with a photoCORM (Cys-activated, visible light-triggered linear CO release under O2). Our study provides important insights into the biological roles of Cys and CO, as well as a reliable method for safely supplying accurately controlled amounts of CO to living systems, thereby facilitating the development of convenient clinical diagnostic molecular tools and therapeutic prodrugs.