CA1107644A
Expired / Lapsed
CA
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High specific activity labeled substances
Assignee: SCHALL ROY F
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Filing: 1978-07-26
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Granted: 1981-08-25
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Expires: 1998-07-26
Abstract
Abstract ABSTRACT OF THE DISCLOSURE A new diagnostic labeled spine tool is disclosed for use in immunoassay technique, e.g., determination of a compo-nent of the antigen-antibody reaction. The new tool is a labeled-spine material product of the formula: (XVI) where R is an organic group labeled with a radioisotope, fluores-cent group, lysis-initiating compound, enzyme, pr other suitable marker material; T1 and T2 are any of -CH3, , , -CH2OH, -CH?SH, and -NH2; X is selected from the group consisting of (CH2)m. where m is an integer from 0 to about 10, phenylene, hydroxyl-substituted phenylene, halogen-substituted phenylene, alkyl sub-stituted phenylene or aminated phenylene groups; a is 0, 1 or 2; b is 2-a, with the proviso that there be at least two R groups in the product; and n is a number from 1 to about 100,000 The new tool provides higher specific activity for labeled sub-stances thus facilitating determination of the desired compound. Preferably R is an enzyme, a is one, and X is of the formula (CH2)m, where m is from 2 to 5.
Inventors
- 👤 Roy F. Schall, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
CA
Data Source
google_patents
Last Synchronized
2026-10-23 13:13
CPC Classifications
G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/53; G01N33/531; G01N33/532; Y; Y10; Y10S; Y10S436/00; Y10S436/80
Claims Analysis
Total Claims: 28
Claim 1
Independent Claim
110 words
A diagnostic labeled spine tool for immunoassay tech-niques of formula: (XVI) wherein R is an organic group labeled with a marker means; T1 and T2 are individually selected from the group con-sisting of -CH3, , , -CH2OH, -CH2SH and -NH2; X is selected from the group consisting of a divalent group of the formula (CH2)m wherein m is an integer from 0 to about 10, phenylene, halogen-substituted phenylene, C1-C6 alkyl substituted phenylene, or aminated phenylene group, a is 0, 1 or 2; b is 2-a, with the proviso that there be at least two R groups in the product; and n is a number of from one to about 100,000.
Claim 2
Dependent Claim
110 words
A diagnostic labeled spine tool for immunoassay tech-niques of formula: (XVI) wherein R is an organic group labeled with a marker means; T1 and T2 are individually selected from the group con-sisting of -CH3, , , -CH2OH, -CH2SH and -NH2; X is selected from the group consisting of a divalent group of the formula (CH2)m wherein m is an integer from 0 to about 10, phenylene, halogen-substituted phenylene, C1-C6 alkyl substituted phenylene, or aminated phenylene group, a is 0, 1 or 2; b is 2-a, with the proviso that there be at least two R groups in the product; and n is a number of from one to about 100,000.
Claim 3
Dependent Claim
31 words
2, A labeled spine tool according to claim 1 wherein said marker means is selected from the group consisting of a radioiso-tope, a fluorescent group, a lysis-initiating compound and an enzyme.
Claim 4
Dependent Claim
15 words
A labeled spine tool according to claim 1 wherein said marker means is an enzyme.
Claim 5
Dependent Claim
48 words
A reagent for the determination of a component of an antigen-antibody reaction comprising (1) one of an antigen and an antibody thereof and (2) the other of said antigen and antibody thereof, co-54 . valently linked to labeled spine tool of formula (XVI), as de-fined in claim 1.
Claim 6
Dependent Claim
13 words
The reagent of claim 4, wherein the marker means is the enzyme peroxidase.
Claim 7
Dependent Claim
11 words
The reagent of claim 5, wherein said peroxidase is horseradish peroxidase.
Claim 8
Dependent Claim
62 words
A reagent according to claim 4, 5 or 6 wherein (1) and (2) are linked by a first linking moiety derived from a chemical coupling reaction for (1) and (2), and said marker means is cova-lently linked to the spine of said spine tool by a second linking moiety derived from a chemical coupling reaction for said marker means and said spine.
Claim 9
Dependent Claim
78 words
A reagent for the determination of a hapten being a protein-free substance that is not capable of stimulating antibo-dy formation but which reacts with antibodies by means of a bind-ing protein capable of reacting to bind said hapten specifically, comprising: (1) the coupling product of said hapten and a spine tool of formula (XVI) as defined in claim 1, and (2) a binding protein capable of reacting to bind said hapten and the said hapten-spine tool coupling product.
Claim 10
Dependent Claim
89 words
A reagent for the determination of a component of an antigen-antibody reaction selected from the group consisting of an antigen and an antibody, comprising: (1) one of said antigen and said antibody therefor coupled to a carrier, (2) a substance having the same immunological proper-ties as (1) covalently linked to a spine tool of formula (XVI), as defined in claim 1, and wherein (3) the binding partner of the component to be deter-mined if the component to be determined has the same immunologic-al properties as the component in (1).
Claim 11
Dependent Claim
17 words
The reagent of claim 9, wherein said carrier in (1) is a water-spine insoluble, water-insusceptible, solid carrier.
Claim 12
Dependent Claim
71 words
A method of preparing a spine tool of formula (XVI), as defined in claim 1, comprising reacting a water-soluble multifunctional compound of formula (XVII) (XVII) wherein U is selected from the group consisting of , NH2, , -CH2OH, -CH2SH, -OH, -SH, -NH-, - CH = CH -, amido, amino, imino, phenyl, phenolic and -SH, and X, T1, T2 and n are as defined in claim 1, with a predetermined marker means.
Claim 13
Dependent Claim
29 words
A method according to claim 11 wherein said compound of formula (XVII) and said marker means are reacted together via a coupling compound effective to form a linking moiety.
Claim 14
Dependent Claim
13 words
A method according to claim 11 wherein said marker means is an enzyme.
Claim 15
Dependent Claim
12 words
A method according to claim 13 wherein said enzyme is horseradish peroxidase.
Claim 16
Dependent Claim
35 words
A method according to claim 13 including a step of re-acting said spine tool of formula (XVII),with a substance to be labeled, to couple said substance to said spine tool, to produce a diagnostic reagent.
Claim 17
Dependent Claim
18 words
A method according to claim 15 wherein said substance is selected from an antigen, an antibody and hapten.
Claim 18
Dependent Claim
23 words
A method according to claim 15 or 16 wherein said diag-nostic reagent comprises 2 to 5 marker enzyme moieties per spine tool moiety.
Claim 19
Dependent Claim
70 words
A method of preparing a diagnostic reagent for immunc-assay techniques comprising reacting together a substance to be labeled, a water-soluble multi-functional compound of formula (XVII) (XVII) wherein U is selected from the group consisting of , -NH2, , -CH2OH, -CH2SH, -OH, -SH, -NH-, -CH = CH- amido, amino, imino, phenyl, phenolic and -SH, and X, T1, T2 and n are as de-fined in claim 1; and a predetermined marker means.
Claim 20
Dependent Claim
38 words
A method according to claim 18, wherein said substance is reacted with said compound of formula (XVII) in a first coup-ling reaction, and said marker means is reacted with the coupling reaction product in a second coupling reaction.
Claim 21
Dependent Claim
15 words
A method according to claim 18 or 19, wherein said mark-er means is an enzyme.
Claim 22
Dependent Claim
35 words
A method according to claim 18 or 19, wherein the re-actants are reacted such that the mole ratio of said substance to said compound of formula (XVII) to said marker means is 1:1:2 to 5.
Claim 23
Dependent Claim
27 words
A method according to claim 18 or 19, wherein said sub-stance is thyroxine, said compound of formula (XVII) is polyly-sine and said marker means is horseradish peroxidase.
Claim 24
Dependent Claim
60 words
A method according to claim 18 comprising coupling thy-roxine and poly-1-lysine with 1-ethyl-3(3-dimethylamino-propyl) carbodiimide to produce a coupled reaction product, and reacting said reaction product with horseradish peroxidase in which the cis hydroxyl groups have been oxidized to cis aldehyde groups, to produce a Schiff base, and subsequently reducing aldehyde group to hydroxyl group and the C = N group.
Claim 25
Dependent Claim
57 words
A method according to claim 18 comprising coupling a sodium salt of thyroxine and a hydrogen bromide derivative of poly-1-lysine with 1-ethyl-3(3-dimethylaminopropyl)carbodiimide to produce a coupled reaction product, and reacting said reaction product horseradish peroxidase in which cis hydroxyl groups have been oxidized to cis aldehyde groups, to produce a Schiff base and reducing the Schiff base.
Claim 26
Dependent Claim
27 words
A test kit for immunoassay techniques comprising spine tool of formula (XVI), as defined in claim 1, stored in a herme-tically sealed container under an inert atmosphere.
Claim 27
Dependent Claim
47 words
In a method for the immunoassay of an active material in biological fluids wherein the active material is labeled to facilitate identification of a test result, the improvement where-in the active material is labeled with a labeled spine tool of formula (XVI), as defined in claim 1.
Claim 28
Dependent Claim
17 words
A method according to claim 26, wherein said marker means is an appropriate enzyme for the immunoassay.
References Cited (Backward Citations)
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