Coumarin-malonitrile conjugate as a fluorescence turn-on probe for biothiols and its cellular expression.
A nonfluorescent coumarin-malonitrile conjugate (1) was transformed into a strongly fluorescent molecule through the Michael addition of a thiol group to the α,β-unsaturated malonitrile of 1. The molecular probe has exhibited a highly selective fluorescence response toward biothiols (Cys, Hcy, GSH) with micromolar sensitivity both in vitro and in vivo.
Department of Bioscience and Biotechnology and PRCB, Hankuk University of Foreign Studies, Yongin 449-791, Korea.
Hyockman
H
Kwon
Kiwon
K
Lee
Hae-Jo
HJ
Kim
D003374:Coumarins / Q000737:chemistry*; D003545:Cysteine / Q000032:analysis / Q000737:chemistry; D005453:Fluorescence; D005456:Fluorescent Dyes / Q000737:chemistry*; D005978:Glutathione / Q000032:analysis / Q000737:chemistry; D006710:Homocysteine / Q000032:analysis / Q000737:chemistry; D015335:Molecular Probes / Q000737:chemistry*; D009570:Nitriles / Q000737:chemistry*; D015203:Reproducibility of Results; D012680:Sensitivity and Specificity; D013050:Spectrometry, Fluorescence / Q000379:methods*; D013438:Sulfhydryl Compounds / Q000032:analysis* / Q000737:chemistry; D013997:Time Factors
D003374:Coumarins; D005456:Fluorescent Dyes; D015335:Molecular Probes; D009570:Nitriles; D013438:Sulfhydryl Compounds; D006710:Homocysteine; C030123:coumarin; C000945:dicyanmethane; D005978:Glutathione; D003545:Cysteine