Immunoassay reagents and methods for detecting brequinar and analogs
AssigneeThe DuPont Merck Pharmaceutical Company
InventorsDouglas Guy Batt, William Galbraith, Paul Moore Simon
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Abstract
The present invention is directed to immunoassay reagents including specific antibodies to quinoline carboxylic acids, such as brequinar; novel quinoline carboxylic acid haptens useful as standards in immunoassays or for conjugating to large molecular weight carriers as immunogens or conjugating to detectable fluorescent moieties as tracer compounds. The present invention also relates to immunoassays for detecting quinoline carboxylic acids in clinical samples, and finally to kits containing said reagents.
Claims20
An immunogen comprised of a suitable high molecular weight carrier molecule, selected from the group consisting of proteins, polysaccharides, and latex particles, conjugated to a hapten of the Formula (I):
- ##STR10## wherein:
- R is ##STR11## X is O, S, NR.sup.7 or CH.dbd.N;
- R.sup.1 is alkyl of 5-12 carbon atoms, alkenyl of 5-12 carbon atoms, cycloalkyl of 3-7 carbon atoms, cycloalkylalkyl of 5-12 carbon atoms, phenyl substituted with 0-3 Y, or benzyl substituted with 0-3 Y;
- R.sup.2 is phenyl substituted with 0-3 Y, or benzyl substituted with 0-3 Y;
- R.sup.3 is H, alkoxy of 1-3 carbon atoms, alkylthio of 1-3 carbon atoms, or alkyl of 1-2 carbon atoms;
- R.sup.4 is COOH;
- R.sup.5 is H, F, Cl, Br, I, CH.sub.3, CF.sub.3, S(O).sub.n R.sup.8 or ethyl;
- R.sup.6 is (CR.sup.9 R.sup.10).sub.p CH.sub.2 NH.sub.2 ;
- R.sup.7, R.sup.8, R.sup.9 and R.sup.10 are independently H or alkyl of 1-3 carbon atoms;
- Y is selected independently at each occurrence from the group consisting of:
- H, F, Cl, Br, alkyl of 1-5 carbon atoms, NO.sub.2, alkoxy of 1-5 carbon atoms, alkylthio of 1-5 carbon atoms, OH, CF.sub.3 and NH.sub.2 ;
- m and n are independently 0, 1 or 2;
- and
- p is 0-12;
- or a suitable salt form thereof.
A tracer compound comprised of a hapten of Formula (I):
- ##STR12## wherein:
- R is ##STR13## X is O, S, NR.sup.7 or CH.dbd.N;
- R.sup.1 is alkyl of 5-12 carbon atoms, alkenyl of 5-12 carbon atoms, cycloalkyl of 3-7 carbon atoms, cycloalkylalkyl of 5-12 carbon atoms, phenyl substituted with 0-3 Y, or benzyl substituted with 0-3 Y;
- R.sup.2 is phenyl substituted with 0-3 Y or benzyl substituted with 0-3 Y;
- R.sup.3 is H, alkoxy of 1-3 carbon atoms, alkylthio of 1-3 carbon atoms, or alkyl of 1-2 carbon atoms;
- R.sup.4 is COOH;
- R.sup.5 is H, F, Cl, Br, I, CH.sub.3, CF.sub.3, S(O).sub.n R.sup.8 or ethyl;
- R.sup.6 is (CR.sup.9 R.sup.10).sub.p CH.sub.2 NH.sub.2 ;
- R.sup.7, R.sup.8, R.sup.9 and R.sup.10 are independently H or alkyl of 1-3 carbon atoms;
- Y is selected independently at each occurrence from the group consisting of:
- H, F, Cl, Br, alkyl of 1-5 carbon atoms, NO.sub.2, alkoxy of 1-5 carbon atoms, alkylthio of 1-5 carbon atoms, OH, CF.sub.3 and NH.sub.2 ;
- m and n are independently 0, 1 or 2;
- and
- p is 0-12;
- or a suitable salt thereof;
- conjugated to a detectable fluorescent moiety.
Dependencies are inferred from the claim text.