Haptens, tracers, immunogens and antibodies for immunoassays for

Details Haptens, tracers, immunogens and antibodies for immunoassays for Haptens, tracers, immunogens and antibodies for immunoassays for

1991-01-16

1992-11-17

Rotman, Alan L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546269, 544212, 436518, 530363, 5303898, C07D40104, C07D40114, C07K 306, G01N 33543

Patent

active

051645041

ABSTRACT:
Disclosed is a substantially optically pure hapten, useful in an immunoassay for cotinine. The hapten corresponds to a specified structural formula (I). In formula (I) X is a straight or branched chain, saturated or unsaturated, divalent radical covalently bonded to a pyridyl ring at the number 2-, 4-, 5- or 6-position. The divalent radical, X, has from 1 to 10 carbon atoms wherein the chain of the divalent radical optionally may contain 1 or 2 hetero atoms selected from members of the group consisting of S, O and NZ in which Z represents a C.sub.1 to C.sub.3 alkyl group. In formula (I), n=1 or 0, and Q is a functional group selected from --COOH, --NH.sub.2 (provided that n does not equal 0), --C(O)NHNH.sub.2, --O(CO)Cl, --CHO, --NCS or --NCO.
Also disclosed is an immunogen derived from the hapten as well as an antibody raised in response to an immunogen derived from the hapten.
Also disclosed is a fluorescent tracer derived from a substantially optically pure compound corresponding to the hapten, the tracer being useful in an immunoassay for cotinine.
Also disclosed is an improved immunoassay for determining cotinine in a biological sample involving a step of contacting the sample with antibodies raised in response to the immunogen. Also disclosed is a fluorescence polarization immunoassay (FPIA) for determining cotinine involving a step of contacting the sample with antibodies raised in response to the immunogen, and/or involving a step of contacting the sample with a fluorescent tracer.

REFERENCES:
"Nicotine and Its Metabolites. Radioimmunoassays for Nicotine and Cotinine," by J. J. Langone et al., Biochemistry, vol. 12, No. 24, pp. 5025-5030 (1973).
Japanese Patent Applications, Publication Nos. 61-126083 and 61-126084, both to Shibagaki et al. (Japan Tobacco Inc.).
"Nicotine Enzyme Immunoassay," by A. Castro et al., Research Communications in Chemical Pathology and Pharmacology, vol. 51, No. 3, pp. 393-404, Mar. 1986.
Chemical Abstract, CA90(7):55278k of Japanese Patent No. 53,31213[78/31213], "Artificial nicotine antigens" to Einosuke Tamaki et al. (Japan Tobacco and Salt Public Corp.).
"Single-reagent polarisation fluoroimmunoassay for cotinine (a nicotine metabolite) in urine," by M. C. Hansel et al., Ann. Clin. Biochem, 23:596-602 (1986).
Chemical Abstract, CA83(9):72817h, "Radioimmunoassay of nicotine," to Matsukura et al., Biochem. Biophys. Res. Commun., 64(2), 574-580 (1975).
Chemical Abstract, CA84(3):15593d, "Nicotine antibody production. Comparison of two nicotine conjugates in different animal species," by A. Castro et al. Biochem. Biophys. Res. Commun., 67(2), 583-589 (1975).

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