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US4238389A Expired / Lapsed US ⏱️ 0.0 years remaining

Valproate conjugation using dicarbonyls

Assignee: Siemens Healthcare Diagnostics GmbH Germany
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Filing: 1979-02-12
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Granted: 1980-12-09
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Expires: 1999-02-12
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Abstract

Abstract alpha -substituted derivatives of valproic acid are provided for conjugation to antigenic compositions, particularly poly(amino acids), and enzymes. The antigenic conjugates are employed for the production of antibodies, which find particular use in immunoassays for the determination of valproate, while the enzyme conjugate finds use in a homogeneous enzyme immunoassay for the determination of valproate. The compounds are synthesized by alkylating valproate at the tertiary carbon atom by an aliphatic chain with a terminal double bond which is cleaved to provide an acid or aldehyde group.

Inventors

  • 👤 Danton K. Leung
  • 👤 Prithipal Singh

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 14:29
CPC Classifications
G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/94; G01N33/9473; C; C07; C07C; C07C51/00; C07C51/16; C07C51/347; C07C51/353; C07C51/373; C07C51/54; C07C51/56; G01N33/53; G01N33/531; G01N33/532; G01N33/535; Y; Y10; Y10S; Y10S435/00; Y10S435/961; Y10S435/964; Y10S436/00; Y10S436/815; Y10S436/823

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 31 words
A conjugate of a compound selected from the group consisting of: 2-propyl-2-carboxymethylpentanoic acid, 2-propyl-2-(2'-carboxyethyl)pentanoic acid, 2,2-dipropylglutaric anhydride, 2,2-dipropylsuccinic anhydride, 6-carboxy-6-propylnonanal, and 2-carboxy-2-propylnonanoic acid, with a poly(amino acid) antigen or an enzyme.
Claim 2
Dependent Claim 31 words
A conjugate of a compound selected from the group consisting of: 2-propyl-2-carboxymethylpentanoic acid, 2-propyl-2-(2'-carboxyethyl)pentanoic acid, 2,2-dipropylglutaric anhydride, 2,2-dipropylsuccinic anhydride, 6-carboxy-6-propylnonanal, and 2-carboxy-2-propylnonanoic acid, with a poly(amino acid) antigen or an enzyme.
Claim 3
Dependent Claim 16 words
A conjugate according to claim 1 wherein said conjugate has an enzyme which is glucose-6-phosphate dehydrogenase.
Claim 4
Dependent Claim 10 words
Conjugate according to claim 1 having a poly(amino acid) antigen.
Claim 5
Dependent Claim 85 words
Compound of the formula: ##STR5## wherein: R is an aliphatic group of from 1 to 6 carbon atoms; W 1 is hydroxyl; when m is 0, W is a methylene bonded to Z through amino nitrogen, and Z is a poly(amino acid); when m is 1, W is a bond to Z, and Z is poly(amino acid) wherein W is bonded to said poly(amino acid) to amino groups to form amide linkages; and n is one to the molecular weight of Z divided by 500.
Claim 6
Dependent Claim 85 words
Compound of the formula: ##STR5## wherein: R is an aliphatic group of from 1 to 6 carbon atoms; W 1 is hydroxyl; when m is 0, W is a methylene bonded to Z through amino nitrogen, and Z is a poly(amino acid); when m is 1, W is a bond to Z, and Z is poly(amino acid) wherein W is bonded to said poly(amino acid) to amino groups to form amide linkages; and n is one to the molecular weight of Z divided by 500.
Claim 7
Dependent Claim 14 words
Compound according to claim 4, wherein R is from 1 to 4 carbon atoms.
Claim 8
Dependent Claim 18 words
Compound according to claim 5, wherein Z is an enzyme and n is of from 1 to 30.
Claim 9
Dependent Claim 22 words
Compound according to claim 5, wherein Z is an antigen and n is in the range of from about 1 to 500.
Claim 10
Dependent Claim 87 words
Compound of the formula: ##STR6## wherein: R is an alkylene group of from 1 to 6 carbon atoms; m 2 is 0 or 1; Z 2 is a poly(amino acid); n 2 is at least 1 and not greater than the molecular weight of Z 2 divided by 500; and when m 2 is 0, W 4 is methylene bonded to amino groups of Z 2 and when m 2 is 1, W 4 is a bond to amino groups of Z 2 to form amide linkages.
Claim 11
Dependent Claim 87 words
Compound of the formula: ##STR6## wherein: R is an alkylene group of from 1 to 6 carbon atoms; m 2 is 0 or 1; Z 2 is a poly(amino acid); n 2 is at least 1 and not greater than the molecular weight of Z 2 divided by 500; and when m 2 is 0, W 4 is methylene bonded to amino groups of Z 2 and when m 2 is 1, W 4 is a bond to amino groups of Z 2 to form amide linkages.
Claim 12
Dependent Claim 22 words
Compound according to claim 8, wherein Z 2 is an enzyme and n 2 is in the range of 2 to 16.
Claim 13
Dependent Claim 11 words
Compound according to claim 9, wherein said enzyme is glucose-6-phosphate dehydrogenase.
Claim 14
Dependent Claim 23 words
Compound according to claim 8, wherein Z 2 is an antigen, and n 2 is in the range of about 2 to 500.
Claim 15
Dependent Claim 11 words
Compound according to claim 11, wherein said antigen is a globulin.
Claim 16
Dependent Claim 11 words
Compound according to claim 11, wherein said antigen is an albumin.
Claim 17
Dependent Claim 10 words
Conjugate according to claim 3, wherein said antigen is globulin.
Claim 18
Dependent Claim 10 words
Conjugate according to claim 3, wherein said antigen is albumin.

References Cited (Backward Citations)

US3325361A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-12-09 1984-06-09 1984-12-09 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-12-09 1988-06-09 1988-12-09 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-12-09 1992-06-09 1992-12-09 $7700.00 Window Closed / Lapsed

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