Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1992-04-06
1994-05-17
Ivy, C. Warren
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
544255, 544302, 546153, 546155, 546168, C07D21516
Patent
active
053129229
ABSTRACT:
Fluorogenic chelators for Eu.sup.3+ and Tb.sup.3+ are provided, they form highly fluorescent complexes with Eu.sup.3+ and Tb.sup.3+. In all cases, the fluorescence observed was lanthanide-specific, long-lived and it was monitored by microsecond time-resolved fluorometry. The fluorogenic chelators could be quantified, in the presence of excess lanthanide, at levels <10.sup.-8 mol/L. Two new fluorogenic chelators can form ternary complexes with Eu.sup.3+ and Tb.sup.3+, in the presence of EDTA. The structures of the identified chelators is such that enzyme substrates can be used for enzyme-labelled time-resolved fluorometric immunoassays. The chelator 4-methylumbelliferyl phosphate which forms fluorescent, long-lived complexes with Eu.sup.3+, can be split by alkaline phosphatase to phosphate and 4-methylumbelli-ferone which does not form fluorescent complexes with Eu.sup.3+. Highly sensitive immunoassays for thyrotropin and thyroxine in human serum are demonstrated.
REFERENCES:
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Diamandis et al., "Time-Resolved Fluorescence Using Europium Chelate 4,7-bis-(chlorosulfophenyl)1-,10-phenanthroline-2,9-dicarboxylic acid (BCPDA)", J. Immunol. Meth., 112:43-52 (1988).
Evangelista et al., "Enzyme-Amplified Lanthanide Luminescence for Enzyme Detection in Bioanalytical Assays", Anal. Biochem., v. 197, pp. 213-224 (1991).
Kallistratos, "Fluorescent Properties of Aromatic Complexes with Rare Earths and Other Elements of the IIIa-Group", Chimika Chronika, New Series, v. 11, pp. 249-266 (1982).
Khosravi et al., Chem. Abst., 108:16385p (1988).
Papanastasiou-Diamandi et al., "Ultrasensitive Thyrotropin Immunoassay Based on Enzymatically Amplified Time-Resolved Fluorescence with Terbium Chelate", Clinical Chem., vol. 38, No. 4, pp. 545-548 (1992).
Ivy C. Warren
Nordion International Inc.
Turnipseed James H.
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