EP0609894A2
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EP
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Labeled complex and method of analysis therewith
Assignee: Canon Inc
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Filing: 1994-02-04
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Granted: —
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Expires: 2014-02-04
Abstract
Abstract A labeled complex formed by combining a labeling agent with a biological substance, where the labeling agent is a trinucleus dye represented by the general formula (I)' or (II)': ring(Xa)-La-ring(Xb)-Lb-ring(Xc)(I)' [ring(Xa)-La-ring(Xb)-Lb-ring(Xc)] ⊕ Y ⊖ (II)' where the ring(Xa), ring(Xb), and ring(Xc), which mean rings having Xa, Xb, or Xc respectively, are independently a heterocyclic ring having one to three heteroatoms of oxygen, sulfur, nitrogen, or selenium, the heterocyclic ring being unsubstituted or substituted by any of a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, and a substituted or unsubstituted aralkyl group; La and Lb are independently a methine chain composed of one to six substituted or unsubstituted methine linkage, and one of La and Lb may be omitted to link directly the heterocyclic rings; and Y ⊖ represents an anion. A method of analysis, comprises combining any of the labeled complex with a target substance to be detected, and detecting the target substance optically.
Inventors
- 👤 Takeshi C/O Canon Kabushiki Kaisha Miyazaki
- 👤 Tadashi C/O Canon Kabushiki Kaisha Okamoto
- 👤 Kazumi C/O Canon Kabushiki Kaisha Tanaka
- 👤 Toshikazu C/O Canon Kabushiki Kaisha Onishi
- 👤 Tetsuro C/O Canon Kabushiki Kaisha Fukui
- 👤 Nobuko C/O Canon Kabushiki Kaisha Yamamoto
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-02 09:59
CPC Classifications
G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/53; G01N33/531; G01N33/532; G01N33/533; G01N33/52; G01N33/58; G01N33/582; Y; Y10; Y10S; Y10S436/00; Y10S436/80; Y10S436/825; Y10T; Y10T436/00; Y10T436/24
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
122 words
A labeled complex formed by combining a labeling agent with a biological substance, the labeling agent being a trinucleus dye represented by the general formula (I) or (II): where the broken line rings having Xa, Xb, or Xc are independently a heterocyclic ring having one to three heteroatoms of oxygen, sulfur, nitrogen, or selenium, the heterocyclic ring being unsubstituted or substituted by any of a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, and a substituted or unsubstituted aralkyl group; La and Lb are independently a methine chain composed of one to six substituted or unsubstituted methine linkage, and one of La and Lb may be omitted to link directly the heterocyclic rings; and Y ⊖ represents an anion.
Claim 2
Dependent Claim
19 words
The labeled complex according to Claim 1, wherein the labeling agent comprises two or more kinds of trinucleus dyes.
Claim 3
Dependent Claim
19 words
The labeled complex according to Claim 1, wherein the trinucleus dye absorbs light from 600 nm to 900 nm.
Claim 4
Dependent Claim
47 words
The labeled complex according to Claim 1, wherein the broken line rings having Xa, Xb, or Xc the general formula (I) or (II) are independently a substituted or unsubstituted five- or six-membered heterocyclic ring having at least one to two nitrogen atoms, or a condensed ring thereof.
Claim 5
Dependent Claim
317 words
The labeled complex according to Claim 1, wherein the trinucleus dye is a compound represented by the general formula (III) below or an isomer thereof in which the nitrogen atom in the central portion of the formula is at the 5-position instead of the 4-position: where r⁸, r⁹, r¹⁰, and r¹¹ are independently a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, an alkoxy group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted amino group, and r⁸ and r⁹ may be bonded to each other to form a substituted or unsubstituted heterocyclic ring; r⁶ independently in respective repeating units is absent or is an alkyl-substituted ethylene group, and is linked to r⁸ or r⁹ to form a ring; r¹ and r² are independently a substituted or unsubstituted aryl group, or r¹ and r² are bonded to each other to form a substituted or unsubstituted condensed ring; r³, r⁴, and r⁵ are independently a hydrogen atom, a substituted or unsubstituted alkyl group, an alkylsulfonate group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group; X¹ is an oxygen atom, a sulfur atom, a carbon atom, a nitrogen atom, or a selenium atom, and when X¹ is a carbon atom or a nitrogen atom, X¹ is bonded to any of hydrogen atoms, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted aralkyl group; X² is an oxygen atom, a sulfur atom, or a nitrogen atom, and when X² is a nitrogen atom, X² is bonded to any of a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl, and a substituted or unsubstituted aralkyl group; X³ is an oxygen atom or a sulfur atom; and m and ℓ are independently an integer of from 0 to 3, not being simultaneously 0.
Claim 6
Dependent Claim
292 words
The labeled complex according to Claim 1, wherein the trinucleus dye is a compound represented by the general formula (IV) below or an isomer thereof in which the nitrogen atom in the central portion of the formula is at the 5-position instead of the 4-position: where r¹⁹, r²⁰, and r²¹ are independently a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, an alkoxy group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted amino group, and r¹⁹ and r²⁰ may be bonded to each other to form a substituted or unsubstituted condensed ring; r¹², r¹³, r¹⁴, and r¹⁵ are independently a substituted or unsubstituted aryl, or r¹² and r¹³ or r¹⁴ and r¹⁵ are bonded to each other to form a substituted or unsubstituted condensed ring; r¹⁶, r¹⁷, and r¹⁸ are independently a hydrogen atom, a substituted or unsubstituted alkyl group, an alkylsulfonate group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group; X⁴ and X⁶ are independently an oxygen atom, a sulfur atom, a carbon atom, a nitrogen atom, or a selenium atom, and when X⁴ or X⁶ is a carbon atom or a nitrogen atom, X⁴ or X⁶ is bonded to any of hydrogen atoms, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group; X⁵ is an oxygen atom, a sulfur atom, or a nitrogen atom, and when X⁵ is a nitrogen atom, X⁵ is bonded to any of a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl, and a substituted or unsubstituted aralkyl group; Z ⊖ represents an anion; and y is an integer of 0, 1, or 2.
Claim 7
Dependent Claim
24 words
The labeled complex according to Claim 1, wherein the trinucleus dye is selected from the compounds represented by the structural formulas (1) to (12):
Claim 8
Dependent Claim
19 words
The labeled complex according to Claim 1, wherein the biological substance is combined with any of the aforementioned compounds.
Claim 9
Dependent Claim
17 words
The labeled complex according to Claim 1, wherein the biological substance is an antibody or an antigen.
Claim 10
Dependent Claim
15 words
The labeled complex according to Claim 1, wherein the biological substance is a nucleic acid.
Claim 11
Independent Claim
29 words
A method of analysis, comprising combining any of the labeled complex of Claims 1 to 10 with a target substance to be detected, and detecting the target substance optically.
Claim 12
Dependent Claim
16 words
The method of analysis according to Claim 11, wherein the target substance is a biological substance.
Claim 13
Dependent Claim
20 words
The method of analysis according to Claim 11, wherein the target substance is detected by use of a semiconductor laser.
Claim 14
Dependent Claim
21 words
The method of analysis according to Claim 11, wherein the target substance is detected by fluorescence emitted by the labeled complex.
Claim 15
Dependent Claim
14 words
Use of the labeled complex of Claims 1 to 10 as a analysis reagent.
Claim 16
Dependent Claim
12 words
Use of the labeled complex of Claims 1 to 10 for microanalysis.
References Cited (Backward Citations)
No citation records indexed.
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