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EP0340198A1
Expired / Lapsed
EP
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Immunoassay for the detection of alpha-haloacetamides
Assignee: Monsanto Co
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Filing: 1989-04-21
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Granted: —
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Expires: 2009-04-21
Abstract
Abstract Antigens, antibodies, antisera and diagnostic assay kits used in an enzyme-linked immunosorbent assay (ELISA) for α-haloacetamide herbicides.
Inventors
- 👤 Peggy Ann Winzenburger
- 👤 Paul Feng
- 👤 Cindy Jo Gross
- 👤 Stephen Jay Wratten
- 👤 Dennis Keith Flaherty
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-08 16:55
CPC Classifications
G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/53; G01N33/5308
Claims Analysis
Total Claims: 42
Claim 1
Independent Claim
92 words
Antibodies against haptens comprising α-haloacetamides having the formula wherein X is halogen; R₁ and R₂ are independently radicals having up to 8 carbon atoms which are alkyl, alkenyl, alkynyl, alkoxyalkyl, polyalkoxyalkyl, acyl or acyl-amidomethyl; aryl or arylalkyl radicals having up to 10 carbon atoms; heterocyclyl or heterocyclylmethyl radicals having up to 10 ring atoms of which 1-3 may be nitrogen, oxygen and/or sulfur atoms; or any of said radicals substituted with one or more alkyl, haloalkyl, alkenyl, haloalkenyl, or alkoxy radicals having up to 5 carbon atoms, halogen, nitro or cyano group.
Claim 2
Dependent Claim
92 words
Antibodies against haptens comprising α-haloacetamides having the formula wherein X is halogen; R₁ and R₂ are independently radicals having up to 8 carbon atoms which are alkyl, alkenyl, alkynyl, alkoxyalkyl, polyalkoxyalkyl, acyl or acyl-amidomethyl; aryl or arylalkyl radicals having up to 10 carbon atoms; heterocyclyl or heterocyclylmethyl radicals having up to 10 ring atoms of which 1-3 may be nitrogen, oxygen and/or sulfur atoms; or any of said radicals substituted with one or more alkyl, haloalkyl, alkenyl, haloalkenyl, or alkoxy radicals having up to 5 carbon atoms, halogen, nitro or cyano group.
Claim 3
Dependent Claim
104 words
Antibodies according to Claim 1 wherein said haptens are α-chloroacetanilides having the formula wherein A is a C₁₋₄ straight or branched-chain alkylenyl radical and n is zero or 1; R₃ is hydrogen, C₁₋₅ alkyl or haloalkyl; C₁₋₆ acyl or acylamido; a heterocycyl or heterocyclylmethyl radical having up to 10 ring atoms of which 1-3 may be nitrogen, oxygen and/or sulfur, optionally substituted with C₁₋₅ alkyl or alkoxy radicals; or an -OR₅ radical where R₅ is a C₁₋₆ alkyl, haloalkyl or alkoxyalkyl radical, and R₄ is a R₅ radical, CF₃, NO₂ or an alkoxy radical having up to 5 carbon atoms and m is 0-5.
Claim 4
Dependent Claim
19 words
Antibodies according to Claim 2 wherein said α-chloroacetanilide is acetochlor, alachlor, allidochlor, amidochlor, butachlor, metazochlor, metolachlor, pretilachlor or propachlor.
Claim 5
Dependent Claim
10 words
Antibodies according to Claim 3 wherein said α-chloroacetanilide is alachlor.
Claim 6
Dependent Claim
10 words
Antibodies according to Claim 3 wherein said α-chloroacetanilide is butachlor.
Claim 7
Dependent Claim
10 words
Antibodies according to Claim 3 wherein said α-chloroacetanilide is metolachlor.
Claim 8
Dependent Claim
10 words
Antibodies according to Claim 3 wherein said α-chloroacetanilide is pretilachlor.
Claim 9
Dependent Claim
10 words
Antibodies according to Claim 3 wherein said α-chloroacetanilide is acetochlor.
Claim 10
Dependent Claim
10 words
Antibodies according to Claim 3 wherein said α-chloroacetanilide is amidochlor.
Claim 11
Dependent Claim
26 words
Antigen for raising antibodies against haptens as defined in any of Claims 1-8 or 9 comprising a covalently-bound conjugate of said hapten with a macromolecular carrier.
Claim 12
Dependent Claim
12 words
Antigen according to Claim 10 wherein said carrier is a serum protein.
Claim 13
Dependent Claim
15 words
Antigen according to Claim 11 wherein said protein is BSA, OA, HSA, IgG or KLH.
Claim 14
Dependent Claim
11 words
Antigen according to Claim 12 wherein said hapten is an α-haloacetamide.
Claim 15
Dependent Claim
107 words
Antigen according to Claim 13 having the formula wherein R₁ and R₂ are independently radicals having up to 8 carbon atoms which are alkyl, alkenyl, alkynyl, alkoxyalkyl, polyalkoxyalkyl, acyl or acylamidomethyl; aryl or arylalkyl radicals having up to 10 carbon atoms; heterocyclyl or heterocyclylmethyl radicals having up to 10 ring atoms of which 1-3 may be nitrogen, oxygen and/or sulfur atoms; or any of said radicals substituted with one or more alkyl, haloalkyl, alkenyl, haloalkenyl, or alkoxy radicals having up to 5 carbon atoms, halogen, nitro or cyano group. A is the residue of a thiolating agent and B is a serum protein covalently bound to A.
Claim 16
Dependent Claim
108 words
Antigen according to Claim 14 wherein R is represented by the radical -(A) n -R₃ wherein A is a C₁₋₄ straight or branched-chain alkylenyl radical and n is zero or 1; R₃ is hydrogen, C₁₋₅ alkyl or haloalkyl; C₁₋₆ acyl or acylamido; a heterocycyl or heterocyclylmethyl radical having up to 10 ring atoms of which 1-3 may be nitrogen, oxygen and/or sulfur, optionally substituted with C₁₋₅ alkyl or alkoxy radicals; or an -OR₅ radical where R₅ is a C₁₋₆ alkyl, haloalkyl or alkoxyalkyl radical, and R₁ is a phenyl radical unsubstituted or substituted with from 1-5 radicals, CF₃, NO₂ or alkoxy radicals having up to 5 carbon atoms.
Claim 17
Dependent Claim
19 words
Antigen according to Claim 15 wherein B is BSA or IgG and A is one of the thioether groups.
Claim 18
Dependent Claim
17 words
Antigen according to Claim 16 which is a covalently-bonded conjugate of alachlor and BSA having the formula
Claim 19
Dependent Claim
18 words
Antigen according to Claim 16 which is a covalently-bonded conjugate of alachlor and sheep IgG having the formula:
Claim 20
Dependent Claim
10 words
Antigen according to Claim 16 wherein said hapten is butachlor.
Claim 21
Dependent Claim
10 words
Antigen according to Claim 16 wherein said hapten is metolachlor.
Claim 22
Dependent Claim
10 words
Antigen according to Claim 16 wherein said hapten is pretilachlor.
Claim 23
Dependent Claim
14 words
Antisera containing antibodies against haptens as defined in any of Claims 1-8 or 9.
Claim 24
Dependent Claim
17 words
An immunochemical method for detecting and measuring the amount of α-haloacetamides in samples by means of ELISA.
Claim 25
Dependent Claim
17 words
An immunochemical method for detecting and measuring the amount of α-haloacetamides in samples by means of ELISA.
Claim 26
Dependent Claim
104 words
Method according to Claim 23 wherein said α-haloacetamides are α-chloroacetanilides having the formula wherein A is a C₁₋₄ straight or branched-chain alkylenyl radical and n is zero or 1; R₃ is hydrogen, C₁₋₅ alkyl or haloalkyl; C₁₋₆ acyl or acylamido; a heterocycyl or heterocyclylmethyl radical having up to 10 ring atoms of which 1-3 may be nitrogen, oxygen and/or sulfur, optionally substituted with C₁₋₅ alkyl or alkoxy radicals; or an -OR₅ radical where R₅ is a C₁₋₆ alkyl, haloalkyl or alkoxyalkyl radical, and R₄ is a R₅ radical, CF₃, NO₂ or an alkoxy radical having up to 5 carbon atoms and m is 0-5.
Claim 27
Dependent Claim
19 words
Method according to Claim 24 wherein said α-chloroacetanilide is acetochlor, alachlor, allidochlor, amidochlor, butachlor, metazochlor, metolachlor, pretilachlor or propachlor.
Claim 28
Dependent Claim
10 words
Method according to Claim 25 wherein said α-chloroacetanilide is alachlor.
Claim 29
Dependent Claim
10 words
Method according to Claim 25 wherein said α-chloroacetanilide is butachlor.
Claim 30
Dependent Claim
10 words
Method according to Claim 25 wherein said α-chloroacetanilide is metolachlor.
Claim 31
Dependent Claim
10 words
Method according to Claim 23 wherein said α-chloroacetanilide is pretilachlor.
Claim 32
Dependent Claim
10 words
Method according to Claim 23 wherein said α-chloroacetanilide is acetochlor.
Claim 33
Dependent Claim
10 words
Method according to Claim 23 wherein said α-chloroacetamide is amidochlor.
Claim 34
Dependent Claim
106 words
An assay kit for the immunochemical analysis of samples potentially containing at least one α-haloacetamide by the ELISA method which comprises 1. The antibody specific to said α-haloacetamide, 2. The α-haloacetamide-protein conjugate immobilized on a solid phase, 3. An anti-immunoglobulin enzyme-labeled reagent which recognizes and reacts with said antibody, and means for terminating and measuring the activity of the enzyme in the system; e.g., dilute H₂SO₄ or carbonate and glycine terminating buffers and colorometric measurement, 4. A standard containing a known amount of the appropriate α-haloacetamide, 5. A buffer for dilution of reagents in the test fluid, and 6. Substrate solution for enzyme in solution 3.
Claim 35
Dependent Claim
106 words
An assay kit for the immunochemical analysis of samples potentially containing at least one α-haloacetamide by the ELISA method which comprises 1. The antibody specific to said α-haloacetamide, 2. The α-haloacetamide-protein conjugate immobilized on a solid phase, 3. An anti-immunoglobulin enzyme-labeled reagent which recognizes and reacts with said antibody, and means for terminating and measuring the activity of the enzyme in the system; e.g., dilute H₂SO₄ or carbonate and glycine terminating buffers and colorometric measurement, 4. A standard containing a known amount of the appropriate α-haloacetamide, 5. A buffer for dilution of reagents in the test fluid, and 6. Substrate solution for enzyme in solution 3.
Claim 36
Dependent Claim
23 words
Kit according to Claim 32 wherein said α-haloacetamide is selected from the group consisting of alachlor, butachlor, acetochlor, amidochlor, metolachlor, pretilachlor and propachlor.
Claim 37
Dependent Claim
10 words
Kit according to Claim 33 wherein said α-haloacetamide is alachlor.
Claim 38
Dependent Claim
10 words
Kit according to Claim 33 wherein said α-haloacetamide is butachlor.
Claim 39
Dependent Claim
10 words
Kit according to Claim 33 wherein said α-haloacetamide is acetochlor.
Claim 40
Dependent Claim
10 words
Kit according to Claim 33 wherein said α-haloacetamide is metolachlor.
Claim 41
Dependent Claim
10 words
Kit according to Claim 33 wherein said α-haloacetamide is pretilachlor.
Claim 42
Dependent Claim
10 words
Kit according to Claim 33 wherein said α-haloacetamide is amidochlor.
References Cited (Backward Citations)
No citation records indexed.
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