title: New quinolone-based thiol-reactive lanthanide luminescent probes.
abstract: Luminescent lanthanide ion complexes are distinguished by unique light emitting properties that enable both highly sensitive detection of lanthanide labels attached to biomolecules and contrast imaging of various micro objects (cells, nanoparticles, etc.). Previously, we synthesized amine-reactive cs124-based luminescent lanthanide chelates with improved brightness and metal retention. Here we report the synthesis of new thiol-reactive derivatives of the same compounds including bromoacetamido-, and maleimido- forms of cs124 and cs124CF3fluorophores. Maleimido-compounds displayed exceptional reactivity instantaneously coupling to thiols at physiological conditions at micromolar probes concentrations. Surprisingly, they displayed strong quenching by adjacent maleimido-group, which was completely eliminated after reaction with thiols, thereby enabling their simple detection by monitoring the light emission of the reaction mixture. This reaction can be used for hyper-sensitive determination of biologically important sulphydryl compounds (e.g. glutathione, co-enzyme A, etc.) in time-resolved mode.
authors.affiliation: Department of Chemistry and Environmental Sciences, New Jersey Institute of Technology, 151 Tiernan Hall, University Heights, Newark, New Jersey 07102 ; PHRI Center, New Jersey Medical School, Department of Microbiology and Molecular Genetics, University of Medicine and Dentistry of New Jersey, 225 Warren Street, Newark, New Jersey 07103.
authors.forename: Laura
authors.initials: L
authors.lastname: Wirpsza
authors.forename: Lev
authors.initials: L
authors.lastname: Krasnoperov
authors.forename: Arkady
authors.initials: A
authors.lastname: Mustaev
keywords: Lanthanide; detection; labeling; luminescence; reactive; thiol