Enhancing the Anti‐Solvatochromic Two‐Photon Fluorescence for Cirrhosis Imaging by Forming a Hydrogen‐Bond Network. Issue 25 (22nd May 2018)

• Record Type: Journal Article
• Authors: Ren, Tian‐Bing; Xu, Wang; Zhang, Qian‐Ling; Zhang, Xing‐Xing; Wen, Si‐Yu; Yi, Hai‐Bo; Yuan, Lin; Zhang, Xiao‐Bing
• Is Part Of: Angewandte Chemie international edition. Volume 57:Issue 25(2018)
• Page Start: 7473
• Page End: 7477
• Publication Date: 2018-05-22
• Subjects: anti-solvatochromism -- cirrhosis -- fluorescent dyes -- hydrogen-bond network -- two-photon probes; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201800293
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: Two‐photon imaging is an emerging tool for biomedical research and clinical diagnostics. Electron donor–acceptor (D–A) type molecules are the most widely employed two‐photon scaffolds. However, current D–A type fluorophores suffer from solvatochromic quenching in aqueous biological samples. To address this issue, we devised a novel class of D–A type green fluorescent protein (GFP) chromophore analogues that form a hydrogen‐bond network in water to improve the two‐photon efficiency. Our design results in two‐photon chalcone (TPC) dyes with 0.80 quantum yield and large two‐photon action cross section (210 GM) in water. This strategy to form hydrogen bonds can be generalized to design two‐photon materials with anti‐solvatochromic fluorescence. To demonstrate the improved in vivo imaging, we designed a sulfide probe based on TPC dyes and monitored endogenous H2 S generation and scavenging in the cirrhotic rat liver for the first time. Abstract : Turn bane into a boon : A unique class of two‐photon dyes with anti‐solvatochromic fluorescence, optically tunable groups, high fluorescence quantum yields, and large two‐photon action cross sections in water are developed. Their use for in vivo imaging, was demonstrated in the monitoring of endogenous H2 S generation and scavenging in the cirrhotic rat liver.