SYNTHESIS OF A FLUORESCENT ANALOG OF POLYCHLORINATED-BIPHENYLS FOR USE IN A CONTINUOUS-FLOW IMMUNOSENSOR ASSAY

A synthetic scheme has been developed for the preparation of a dye-lab eled analog of polychlorinated biphenyls. The reaction of 2,3,5-trichl orophenol with 3-bromopropylamine hydrobromide under basic conditions was used to introduce a free primary amine group into the parent compo und by formation of a stable ether linkage. Reaction of this amine wit h the succinimidyl ester of a sulfoindocyanine dye resulted in amide b ond formation to produce a fluorescently-labeled product. The dye conj ugate was used to charge a column containing immobilized antibodies ag ainst polychlorinated biphenyls. Upon application of samples containin g various concentrations of polychlorinated biphenyls, the fluorescent analog was displaced from the column in amounts proportional to the c oncentration of analyte. Concentrations of polychlorinated biphenyl as low as 1 ppm were measurable using this system.