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EP0068875A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Fluorescent chelates and labeled specific binding reagents prepared therefrom

Assignee: Eastman Kodak Co
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Filing: 1982-06-28
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Granted: —
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Expires: 2002-06-28
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Abstract

Abstract There are described stable fluorescent chelates comprising a complex of a lanthanide metal and a chelating agent that includes a moiety that is a triplet sensitizer having a triplet energy greater than that of the lanthanide metal and at least two heteroatom-containing groups that form coordinate complexes with lanthanide metals and a third heteroatom-containing group or heteratom in or appended to the triplet sensitizer. Labeled physiologically active materials useful in specific binding assays such as labeled antigens, haptens, antibodies, and hormones, comprising the stable fluorescent labels having physiologically active materials adsorbed or bonded thereto are also described.

Inventors

  • 👤 Jerald Clyde Hinshaw
  • 👤 John Luke Toner
  • 👤 George Arthur Reynolds

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-10-29 16:45
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/14; C07D295/155; C07C; C07C205/00; C07C205/45; C07C335/00; C07C335/04; C07C335/16; C07C335/20; C07C51/00; C07C51/347; C07C51/353; C07C65/00; C07C65/32; C07C65/40; C07D311/00; C07D311/02; C07D311/04; C07D311/06; C07D311/08; C07D311/16; C07D471/00; C07D471/02; C07D471/04; G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/53; G01N33/531; G01N33/532; G01N33/533

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 100 words
A fluorescent chelate comprising a lanthanide metal and a chelating agent characterised in that the chelating agent includes a moiety that is a triplet sensitizer having a triplet energy greater than that of the lanthanide metal and at least two heteroatom-containing groups and a third heteroatom-containing group or heteroatom that is in or appended to said moiety, each of said two heteroatom-containing groups appended to different carbon atoms of the triplet sensitizer moiety, the heteroatom-containing groups being located in the chelating agent such that they and said third heteroatom or heteroatom-containing group form a chelate structure with the lanthanide metal.
Claim 2
Dependent Claim 100 words
A fluorescent chelate comprising a lanthanide metal and a chelating agent characterised in that the chelating agent includes a moiety that is a triplet sensitizer having a triplet energy greater than that of the lanthanide metal and at least two heteroatom-containing groups and a third heteroatom-containing group or heteroatom that is in or appended to said moiety, each of said two heteroatom-containing groups appended to different carbon atoms of the triplet sensitizer moiety, the heteroatom-containing groups being located in the chelating agent such that they and said third heteroatom or heteroatom-containing group form a chelate structure with the lanthanide metal.
Claim 3
Dependent Claim 11 words
The chelate of claim 1 wherein the lanthanide metal is europium.
Claim 4
Dependent Claim 11 words
The chelate of claim 1 wherein the lanthanide metal is terbium.
Claim 5
Dependent Claim 20 words
The chelate of claim 1 wherein the mole ratio of lanthanide metal to chelating agent is from 1:1 to 2:1.
Claim 6
Dependent Claim 134 words
5, The chelate of any of claims 1-4 wherein the chelating agent has the structure: wherein: Z together with R 2 represents the atoms necessary to complete a substituted or unsubstituted moiety that is a triplet sensitizer having a triplet energy greater than that of the lanthanide metal: . R 2 is a heteroatom or an alkylene (including alkenylene) group having at least one heteroatom therein or a heteroatom or heteroatom-containing group appended thereto; and R 3 and R 4 are heteroatom-containing groups that are the same or different; R 3 and R 4 being in sufficient proximity to R 2 so that the lanthanide metal is chelatable to R 2 , R 3 and R 4 ; wherein the number of atoms represented by R 2 is equal to or less than 20.
Claim 7
Dependent Claim 11 words
The chelate of claim 5 wherein the triplet sensitizer is benzophenone.
Claim 8
Dependent Claim 31 words
The chelate of any of claims 1-4 wherein the chelating agent is a phenol having iminodiacetate groups substituted in each position ortho to the phenolic hydroxy group and a carbonyl group.
Claim 9
Dependent Claim 78 words
The chelate of claim 7 wherein the substituted phenol has the structure: wherein: M is hydrogen or a cation and D represents the atoms necessary to complete a substituted or unsubstituted aromatic ring, said phenol containing a carbonyl group; or said phenol being fused at two of its available positions to another aromatic, alicyclic or heterocyclic ring, any of which may be substituted; or to a pyran ring which bears a carbonyl group to form a coumarin nucleus.
Claim 10
Dependent Claim 22 words
The chelate of claim 8 wherein the aromatic ring completed by D is phenyl substituted with a carbonyl group or a coumarin.
Claim 11
Dependent Claim 13 words
The chelate of any of claims 1-4 wherein the chelating agent is: or
Claim 12
Dependent Claim 24 words
A fluorescently labeled specific binding reagent characterized by a physiologically active material adsorbed or bound to the fluorescent chelate of any of claims 1-10.
Claim 13
Dependent Claim 26 words
The binding reagent of claim 11 wherein the physiologically active material is an antibody, antigen, hapten, enzyme, enzyme substrate, metabolite, vitamin, hormone, hormone receptor, or lectin.
Claim 14
Dependent Claim 34 words
The binding reagent of either of claims 11 or 12 wherein the physiologically active material is bound to the fluorescent chelate through an ester, amide, sulfonamide, ether, carbonyl, nitrilo, imino, arylene, or thioarylene group.
Claim 15
Dependent Claim 9 words
The binding reagent of claim 11 having the structure:

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