A furanyl acryl conjugated coumarin as an efficient inhibitor and a highly selective off-on fluorescent probe for covalent labelling of thioredoxin reductase.
A simple and novel furanyl acryl conjugated coumarin fluorophore was designed as an effective thioredoxin reductase (TrxR)-responding fluorescent probe by an activity-guided approach. Basically, the α,β-unsaturated ketone moiety in the probe structure could quench the fluorescence of the coumarin, but upon the covalent modification of TrxR, a significant fluorescence could be generated, which has been confirmed to be obviously selective over Trx, GSH, Cys and DTT.
School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, P. R. China. phsbxzh@mail.sysu.edu.cn.
Lei
L
Huang
Yu
Y
Chen
Baoxia
B
Liang
Bengang
B
Xing
Gesi
G
Wen
Shuni
S
Wang
Xin
X
Yue
Cuige
C
Zhu
Jun
J
Du
Xianzhang
X
Bu
D045744:Cell Line, Tumor / Q000201:enzymology; D003374:Coumarins / Q000737:chemistry* / Q000494:pharmacology*; D004791:Enzyme Inhibitors / Q000737:chemistry* / Q000494:pharmacology*; D005456:Fluorescent Dyes / Q000737:chemistry*; D006801:Humans; D007460:Iodoacetamide / Q000737:chemistry; D007659:Ketones / Q000737:chemistry; D007700:Kinetics; D013879:Thioredoxins / Q000037:antagonists & inhibitors*
D003374:Coumarins; D004791:Enzyme Inhibitors; D005456:Fluorescent Dyes; D007659:Ketones; C491203:TXN protein, human; D013879:Thioredoxins; D007460:Iodoacetamide