Haptens tracers, immunogens and antibodies for 3-phenyl-1-adamantaneacetic acids

• US 5,616,505 A
• Filed: 03/24/1995
• Issued: 04/01/1997
• Est. Priority Date: 03/27/1992
• Status: Expired due to Term

• Current Assignee: Abbott Laboratories
• Original Assignee: Abbott Laboratories
• Inventors: Mattingly, Philip G.
• Primary Examiner(s): CEPERLEY, MARY
• Application Number:
  US08/410,161
• Time in Patent Office: 739 Days
• Field of Search: 435/6, 436/546, 436/822, 436/531, 530/388.9, 530/389.8, 530/404, 530/405, 530/406, 530/807
• US Class Current: 436/531
• CPC Class Codes: C07C 233/19 having the carbon atom of the carboxamide group bound to an acyclic carbon atom of a saturated carbon skeleton containing rings
• CPC Class Codes: C07C 233/48 having the carbon atom of the carboxamide group bound to an acyclic carbon atom of a saturated carbon skeleton containing rings
• CPC Class Codes: C07C 2603/74 Adamantanes
• CPC Class Codes: C07D 311/82 Xanthenes
• CPC Class Codes: C07F 9/2408 of hydroxyalkyl compounds
• CPC Class Codes: C07H 21/00 Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
• CPC Class Codes: Y10S 436/822 Identified hapten
• CPC Class Codes: Y10S 530/807 Hapten conjugated with peptide or protein

Abstract

Novel tethered hapten intermediates and related conjugates based on 3-phenyl-1-adamantaneacetic acid, as well as methods for making and using such conjugates. Haptens based on the above core structure may be substituted at any position on the phenyl ring, especially at the para position. Using tethered intermediates, immunogens, tracers, solid supports and labeled oligonucleotides are all described; as are methods for using the intermediates to prepare the conjugates, methods of using the conjugates to make and purify anitbodies, as assay tracers, and in nucleic acid hybridization assays. Kits containing haptenated oligonucleotides and anti-hapten conjugates are also described.

Claims

1. A kit comprising:

a. at least one conjugate compound having the following structure;

##STR23## wherein a and a'"'"' are independently selected from the group consisting of;

hydrogen, C₁ -C₁₀ -alkyl, C₁ -C₁₀ -alkoxy, C₁ -C₁₀ -alkylthio, halo-C₁ -C₁₀ -alkyl, C₁ -C₁₀ -alkylamino, di-(C₁ -C₁₀ -alkyl)amino, aryl-C₁ -C₁₀ -alkyl, optionally substituted aryl, halogen, amino, carboxy, carboxamido, hydroxy, mercapto, nitro, nitroso, sulfo, phospho and protected forms thereof, or

alternatively a and a'"'"' when taken together with the carbons to which they are joined form a fused ring,

Z is alkylene of from 1 to about 10 atoms,

A is a linking moiety consisting of from 1 to about 50 atoms, and

Q is an immunogenicity conferring carrier molecule, a detectable label, an oligonucleotide or a solid support; and

b. an antibody reactive with said conjugate compound, said antibody being attached to a solid support or a detectable label, or being adapted for attachment to a solid support or a detectable label.

2. The kit according to claim 1 wherein Q is an oligonucleotide.

3. An antibody reactive with a compound having the formula:

##STR24## wherein a and a'"'"' are independently selected from the group consisting of;

hydrogen, C₁ -C₁₀ -alkyl, C₁ -C₁₀ -alkoxy, C₁ -C₁₀ -alkylthio, halo-C₁ -C₁₀ -alkyl, C₁ -C₁₀ -alkylamino, di-(C₁ -C₁₀ -alkyl)amino, aryl-C₁ -C₁₀ -alkyl, optionally substituted aryl, halogen, amino, carboxy, carboxamido, hydroxy, mercapto, nitro, nitroso, sulfo, phospho and protected forms thereof;

or

alternatively a and a'"'"' when taken together with the carbons to which they are joined form a fused ring;

Z is alkylene of from 1 to about 10 atoms;

A is a linking moiety consisting of from 1 to about 50 atoms; and

Q is an immunogenicity conferring carrier molecule, a detectable label, an oligonucleotide or a solid support.