New class of tetradentate β-diketonate-europium complexes that can be covalently bound to proteins for time-gated fluorometric application
- Publication Type:
- Journal Article
- Bioconjugate Chemistry, 2012, 23 (6), pp. 1244 - 1251
- Issue Date:
Luminescent lanthanide complexes that can be covalently bound to proteins have shown great utility as biolabels for highly sensitive time-gated luminescence bioassays in clinical diagnostics and biotechnology discoveries. In this work, three new tetradentate β-diketonate-europium complexes that can be covalently bound to proteins to display strong and long-lived Eu 3+ luminescence, 1,2-bis[4′-(1″,1″,1″, 2″,2″,3″,3″-heptafluoro-4″,6″-hexanedion- 6″-yl)-benzyl]-4-chlorosulfobenzene-Eu3+ (BHHBCB-Eu 3+), 1,2-bis[4′-(1″,1″,1″,2″,2″- pentafluoro-3″,5″-pentanedion-5″-yl)-benzyl] -4-chlorosulfobenzene-Eu3+ (BPPBCB-Eu3+), and 1,2-bis[4′-(1″,1″,1″-trifluoro-2″, 4″-butanedion-4″-yl)-benzyl]-4-chlorosulfobenzene-Eu3+ (BTBBCB-Eu3+), have been designed and synthesized as biolabels for time-gated luminescence bioassay applications. The luminescence spectroscopy characterizations of the aqueous solutions of three complex-bound bovine serum albumin reveal that BHHBCB-Eu3+ has the strongest luminescence with the largest quantum yield (40%) and longest luminescence lifetime (0.52 ms) among the complexes, which is superior to the other currently available europium biolabels. The BHHBCB-Eu3+-labeled streptavidin was prepared and used for both the time-gated luminescence immunoassay of human prostate specific antigen and the time-gated luminescence microscopy imaging of a pathogenic microorganism Cryptosporidium muris. The results demonstrated the practical utility of the new Eu3+ complex-based biolabel for time-gated luminescence bioassay applications. (Chemical Equation Presented) © 2012 American Chemical Society.
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