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US3959287A Expired / Lapsed US ⏱️ 0.0 years remaining

Ligand determination of spin labeled compounds by receptor displacement

Assignee: Syva Co
•
Filing: 1974-05-03
•
Granted: 1976-05-25
•
Expires: 1994-05-03
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Abstract

Abstract Compounds are provided for use in assays of organic compounds, where organic compounds of biological interest are determined at extremely low concentrations by combining in a medium, the composition to be determined, hereinafter referred to as ligand, a high molecular weight material of at least 10,000 molecular weight, which has a site spatially characterisitc of the ligand, hereinafter referred to as receptor, and an analog of the ligand having a free radical functionality hereinafter referred to as "ligand analog". The ligand analog and ligand in the medium compete for the receptor site, the amount of ligand analog bound to the receptor, being dependent on the amount of ligand present in the medium. By following the change in electron spin resonance spectrum of the ligand analog and comparing it to the change in spectrum which would be obtained in the absence of any ligand, the amount of ligand can be determined.

Inventors

  • 👤 Avram Goldstein
  • 👤 Richard K. Leute
  • 👤 Edwin F. Ullman

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 03:31
CPC Classifications
G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/94; G01N33/946; G01N33/58; G01R; G01R33/00; G01R33/20; G01R33/28; G01R33/281; Y; Y10; Y10S; Y10S436/00; Y10S436/803; Y10T; Y10T436/00; Y10T436/24

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 120 words
A spin labeled reagent having the morphine structure and of the formula: ##SPC12## wherein: one of W 1 ' and W 9 ' is --X*--A*; when other than --X*--A* w 1 is methyl; and W 9 is hydrogen, methyl or glucuronyl; W 4 is hydrogen or acetyl; -X* is ##EQU13## wherein Z is aliphatic hydrocarbylene of from 1 to 7 carbon atoms, having from 0 to 1 site of ethylenic unsaturation and bonded to said morphine structure; and --A* is of the formula: ##EQU14## wherein R 2 -5 is alkyl of from 1 to 3 carbon atoms and Y' is a trivalent aliphatic hydrocarbylene of from 1 to 3 carbon atoms, having from 0 to 1 site of ethylenic unsaturation.
Claim 2
Dependent Claim 120 words
A spin labeled reagent having the morphine structure and of the formula: ##SPC12## wherein: one of W 1 ' and W 9 ' is --X*--A*; when other than --X*--A* w 1 is methyl; and W 9 is hydrogen, methyl or glucuronyl; W 4 is hydrogen or acetyl; -X* is ##EQU13## wherein Z is aliphatic hydrocarbylene of from 1 to 7 carbon atoms, having from 0 to 1 site of ethylenic unsaturation and bonded to said morphine structure; and --A* is of the formula: ##EQU14## wherein R 2 -5 is alkyl of from 1 to 3 carbon atoms and Y' is a trivalent aliphatic hydrocarbylene of from 1 to 3 carbon atoms, having from 0 to 1 site of ethylenic unsaturation.
Claim 3
Dependent Claim 14 words
A spin labeled reagent according to claim 1, which is 3-{2'-(0 3 ' -morphino)acetamido}2,2,5,5-tetramethylpyrrolidinyl-1-oxyl
Claim 4
Dependent Claim 14 words
A spin labeled reagent according to claim 1, which is 4-{2'-(0 3 ' morphino)acetamido}2,2,6,6-tetramethylpiperidino-1-oxyl.
Claim 5
Dependent Claim 10 words
A spin labeled reagent which is 3-(0 3 ' -morphinomethyl-2,2,5,5-tetramethylpyrrolinyl-1-oxyl.
Claim 6
Dependent Claim 10 words
A spin labeled reagent which is 3-(0 3 ' -morphinomethyl-2,2,5,5-tetramethylpyrrolinyl-1-oxyl.
Claim 7
Dependent Claim 14 words
A spin labeled reagent according to claim 1, which is 3-{2'-(0 3 ' -morphino)butyramido}-2,2,5,5-tetramethylpyrrolidinyl-1-oxyl.
Claim 8
Dependent Claim 11 words
A spin labeled reagent according to claim 1, which is 3-{(N-normorphino)acetamido}-2,2,5,5-tetramethylpyrrolidinyl-1-oxyl.

References Cited (Backward Citations)

US3453288A Cited
US3489522A Cited
US3799942A Cited
US3716335A Cited
US3850578A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-05-25 1979-11-24 1980-05-25 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-05-25 1983-11-24 1984-05-25 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-05-25 1987-11-24 1988-05-25 $7700.00 Window Closed / Lapsed

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