MegaStokes BODIPY-triazoles as environmentally sensitive turn-on fluorescent dyes

被引：108

作者：

Er, Jun Cheng ^{[1
,2
]}

Tang, Mui Kee ^{[1
]}

Chia, Chee Geng ^{[1
]}

Liew, Huimin ^{[1
]}

Vendrell, Marc ^{[3
,4
]}

Chang, Young-Tae ^{[1
,2
,4
]}

机构：

[1] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore

[2] Natl Univ Singapore, Ctr Life Sci, Grad Sch Integrat Sci & Engn, Singapore 117543, Singapore

[3] Univ Edinburgh, Queens Med Res Inst, MRC, Ctr Inflammat Res, Edinburgh EH16 4TJ, Midlothian, Scotland

[4] ASTAR, Singapore Bioimaging Consortium, Lab Bioimaging Probe Dev, Singapore, Singapore

来源：

CHEMICAL SCIENCE | 2013年 / 4卷 / 05期

基金：

英国医学研究理事会;

关键词：

HUMAN-SERUM-ALBUMIN; CRYSTALLOGRAPHIC ANALYSIS REVEALS; SPECIES-DEPENDENT BINDING; DRUG-BINDING; CRYSTAL-STRUCTURE; STRUCTURAL BASIS; SPECTRAL PROPERTIES; WARFARIN-BINDING; ATOMIC-STRUCTURE; ENERGY-TRANSFER;

D O I：

10.1039/c3sc22166k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel class of triazole-derivatized BODIPY compounds have been synthesized on solid-phase by employing mild reaction conditions based on the copper-catalyzed azide-alkyne cycloaddition. The resulting BODIPY-triazoles exhibited MegaStokes shifts (up to 160 nm) and remarkable environmentally sensitive quantum yield increments that asserted their potential as turn-on fluorescent sensors. Out of a library of 120 compounds, we identified BDC-9 as a fluorescent chemosensor with high sensitivity and remarkable species-selectivity towards human serum albumin. These results validate MegaStokes BODIPY dyes as new fluorophores for the development of environmentally sensitive fluorescent probes.

引用

页码：2168 / 2176

页数：9

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