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EP0199042A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

Procainamide assay, tracers, immunogens and antibodies

Assignee: Abbott Laboratories
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Filing: 1986-03-10
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Granted: —
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Expires: 2006-03-10
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Abstract

Abstract The present invention is directed to a fluorescence polarization immunoassay for procainamide, to the various components needed for preparing and carrying out such an assay, and to methods of making these components. Specifically, tracers, immunogens and antibodies are disclosed, as well as methods for making them. The tracers and the immunogens are made from analogs of procainamide. A fluorescein moiety is included in the tracer while a poly(amino acid) forms a part of the immunogen. The assay is conducted by measuring the degree of ' polarization retention of plane polarized light that has been passed through a sample containing antiserum and tracer.

Inventors

  • 👤 Daniel Feulner Heiman
  • 👤 Hsiang-Yun Yang Hu
  • 👤 Charles Arthur Flentge

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-01 11:21
CPC Classifications
G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/94; G01N33/9453; G01N33/53; G01N33/531; G01N33/532; G01N33/533

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 205 words
A compound comprising the structure: wherein Q is a poly(amino acid), a poly(amino acid) derivative or another immunologically active carrier, or fluorescein or a fluorescein derivative; X is NH, CO, CS, C=NH or SO 2 n is 0, 1 or 2; R is a linking group including up to 6 heteroatoms when Q is a poly(amino acid) or a poly(amino acid) derivative or another immunologically active carrier and up to 8 heteroatoms having a total of from 0 to 18 carbon atoms and heteroatoms; R' is an alkyl radical having from 1 to 3 carbon atoms; Y is OH, NH 2 , CH 3 , F, Cl, Br, CF 3 , or H when Q is fluorescein or a fluorescein derivative, and Y is H, OH, CH J , F or CI when Q is a poly(amino acid) or a poly(amino acid) derivative or another immunologically active carrier; and Z is H or F when Q is fluorescein or a fluorescein derivative, and is H when Q is a poly(amino acid), a poly(amino acid) derivative or another immunologically active carrier; and wherein Z is attached to any of the carbon atoms of the benzene ring other than those attached to Y or the carboxamide group.
Claim 2
Dependent Claim 205 words
A compound comprising the structure: wherein Q is a poly(amino acid), a poly(amino acid) derivative or another immunologically active carrier, or fluorescein or a fluorescein derivative; X is NH, CO, CS, C=NH or SO 2 n is 0, 1 or 2; R is a linking group including up to 6 heteroatoms when Q is a poly(amino acid) or a poly(amino acid) derivative or another immunologically active carrier and up to 8 heteroatoms having a total of from 0 to 18 carbon atoms and heteroatoms; R' is an alkyl radical having from 1 to 3 carbon atoms; Y is OH, NH 2 , CH 3 , F, Cl, Br, CF 3 , or H when Q is fluorescein or a fluorescein derivative, and Y is H, OH, CH J , F or CI when Q is a poly(amino acid) or a poly(amino acid) derivative or another immunologically active carrier; and Z is H or F when Q is fluorescein or a fluorescein derivative, and is H when Q is a poly(amino acid), a poly(amino acid) derivative or another immunologically active carrier; and wherein Z is attached to any of the carbon atoms of the benzene ring other than those attached to Y or the carboxamide group.
Claim 3
Dependent Claim 11 words
The compound of Claim 1 wherein Q is bovine serum albumin.
Claim 4
Dependent Claim 30 words
The compound of Claim 1 wherein Q is an amino, an amido, an amidino, a urea, a thiourea, a carbamate, a thiocarbamate, a triazinylamino, or a (carboxyamino)-sulfonamido deriyative of fluorescein.
Claim 5
Dependent Claim 9 words
The compound of Claim 1 wherein Q is 4-chloro-6-(fluorescein-5-ylamino)-1,3,5-triazin-2-yl.
Claim 6
Dependent Claim 9 words
The compound of Claim 1 wherein Q is 4-chloro-6-(fluorescein-6-ylamino)-1,3,5-triazin-2-yl.
Claim 7
Dependent Claim 9 words
The compound of Claim 1 wherein Q is 4-methoxy-6-(fluorescein-5-yl-amino)-1,3,5-triazin-2-yl.
Claim 8
Dependent Claim 9 words
The compound of Claim 1 wherein Q is 4-methoxy-6-(fluorescein-6-yl-amino)-1,3,5-triazin-2-yl.
Claim 9
Dependent Claim 10 words
The compound of claim 1 wherein Q is - (fluorescein-5-yl)amino.
Claim 10
Dependent Claim 10 words
The compound of Claim 1 wherein Q is - (fluorescein-6-yl)amino.
Claim 11
Dependent Claim 24 words
An antibody to a compound according to Claim 1 wherein Q is a poly(amino acid), a poly(amino acid) derivative or another immunologically active carrier.
Claim 12
Independent Claim 86 words
A method for making an immunogen comprising the step of coupling a precursor of the formula where: R is a linking group including up to 6 heteroatoms and having a total of from 0 to 18 carbon atoms and heteroatoms; R' is an alkyl radical having from 1 to 3 carbon atoms; X is NH 2 , COOH, CN, CHO, Br, I, or OH; and Y is H, OH, CH 3 , F or Cl; with a poly(amino acid) or a derivative of a poly-(amino acid).
Claim 13
Independent Claim 86 words
A method for making an immunogen comprising the step of coupling a precursor of the formula where: R is a linking group including up to 6 heteroatoms and having a total of from 0 to 18 carbon atoms and heteroatoms; R' is an alkyl radical having from 1 to 3 carbon atoms; X is NH 2 , COOH, CN, CHO, Br, I, or OH; and Y is H, OH, CH 3 , F or Cl; with a poly(amino acid) or a derivative of a poly-(amino acid).
Claim 14
Dependent Claim 11 words
The method of Claim 11 wherein the poly-(amino acid) is thyroglobulin.
Claim 15
Dependent Claim 13 words
The method of Claim 11 wherein the poly-(amino acid) is bovine serum albumin.
Claim 16
Dependent Claim 15 words
The method of Claim 11 wherein the reaction is carried out by active ester coupling.
Claim 17
Independent Claim 80 words
A method for making a tracer comprising the step of coupling a precursor of the formula where: R is a linking group including up to 6 heteroatoms and having a total of from 0 to 18 carbon atoms and heteroatoms; X is NH 2 , COH, CN, SO,H or OH; Y is OH, NH 2 , CH 3 , F, Cl, Br, CF 3 , or H; and Z is H or F; with fluorescein or a derivative of fluorescein.
Claim 18
Independent Claim 80 words
A method for making a tracer comprising the step of coupling a precursor of the formula where: R is a linking group including up to 6 heteroatoms and having a total of from 0 to 18 carbon atoms and heteroatoms; X is NH 2 , COH, CN, SO,H or OH; Y is OH, NH 2 , CH 3 , F, Cl, Br, CF 3 , or H; and Z is H or F; with fluorescein or a derivative of fluorescein.
Claim 19
Dependent Claim 86 words
A process for measuring concentration of procainamide which comprises the steps of: (a) contacting a biological sample with a procainamide antiserum and with a compound according to Claim 1 capable of producing a detectable fluorescence polarization response to the presence of the procainamide antiserum; (b) passing plane polarized light through the resulting solution from step (a) to obtain a fluorescence polarization response; and (c) detecting the fluorescence polarization response of the solution of step (b) as a measure of the amount of procainamide in the sample.
Claim 20
Dependent Claim 17 words
The process of Claim 16 wherein the procainamide antiserum is produced by the antibodies of Claim 10.

References Cited (Backward Citations)

US4235969A Cited
US4318846A Cited
GB2081257A Cited
FR2500165A1 Cited
FR2518096A1 Cited

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