US4481136A
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Alkyl substituted fluorescent compounds and conjugates
Assignee: Siemens Healthcare Diagnostics GmbH Germany
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Filing: 1982-07-19
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Granted: 1984-11-06
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Expires: 2002-07-19
Abstract
Abstract Fluorescent antigen conjugates are provided comprising antigens covalantly bonded to at least one 2,7-dialiphatic substituted-9-phenyl-6-hydroxy-3H-xanthen-3-one, wherein the 1- and 8-positions are unsubstituted. Also provided are novel fluorescent compounds absorbing at wavelengths in excess of 500 nm, having active functionalities for linking to the antigen. Finally, methods are provided for analyzing antigens in serum, whereby serum interference is avoided.
Inventors
- 👤 Pyare Khanna
- 👤 Edwin F. Ullman
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 05:24
CPC Classifications
C; C07; C07J; C07J41/00; C07J41/0033; C07J41/0088; C07D; C07D311/00; C07D311/02; C07D311/78; C07D311/80; C07D311/82; C07J41/0055; G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/53; G01N33/531; G01N33/532; G01N33/533; Y; Y10; Y10S; Y10S435/00; Y10S435/968; Y10S530/00; Y10S530/802; Y10S530/806
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
30 words
2,7-Dialkylsubstituted-9-substituted xanthen-6-hydroxy-3H-3-one covalently linked to a heteroatom of an organic compound of at least 125 molecular weight, said covalent linking being from the 2 or 9 position of said xanthenone.
Claim 2
Dependent Claim
30 words
2,7-Dialkylsubstituted-9-substituted xanthen-6-hydroxy-3H-3-one covalently linked to a heteroatom of an organic compound of at least 125 molecular weight, said covalent linking being from the 2 or 9 position of said xanthenone.
Claim 3
Dependent Claim
17 words
A xanthenone according to claim 1, having at least two chloro substituents at other than the 1,8-positions.
Claim 4
Dependent Claim
81 words
A compound of the formula: ##STR9## wherein: α is an organic compound covalently bonded to one of ψ or ψ'; ρ is an aliphatic hydrocarbon group of from about 1 to 12 carbon atoms. ψ' is hydrogen or non-oxo-carbonyl; L is a bond or divalent radical; ψ is a linking group bonded to α or a group terminating in a heteroatom containing functionality when not bonded to α; and υ is 1 to the molecular weight of α divided by 500.
Claim 5
Dependent Claim
81 words
A compound of the formula: ##STR9## wherein: α is an organic compound covalently bonded to one of ψ or ψ'; ρ is an aliphatic hydrocarbon group of from about 1 to 12 carbon atoms. ψ' is hydrogen or non-oxo-carbonyl; L is a bond or divalent radical; ψ is a linking group bonded to α or a group terminating in a heteroatom containing functionality when not bonded to α; and υ is 1 to the molecular weight of α divided by 500.
Claim 6
Dependent Claim
29 words
A compound according to claim 3, having at least two chloro substituents on the portion of the molecule in the brackets at other than the 1,8-positions of the xanthenone.
Claim 7
Dependent Claim
18 words
A compound according to claim 3 or 4 wherein L is phenylene having from 0 to 4 substituents.
Claim 8
Dependent Claim
10 words
A compound according to claim 3, wherein L is alkylene.
Claim 9
Dependent Claim
96 words
A compound of the formula: ##STR10## wherein: R is alkyl or carboxyalkyl of from 1 to 4 carbon atoms; Z is carboxy; A is a ligand or receptor; W is a bond or divalent radical of from 0 to 8 carbon atoms; Y is methylene or a heteroatom containing linking functionality; m is 0 to 3; n is 1 to the molecular weight of A divided by 500; and said portion in the brackets of said formula having from 0 to 6 chloro groups at other than the 1,8-position of the xanthene portion of the molecule.
Claim 10
Dependent Claim
96 words
A compound of the formula: ##STR10## wherein: R is alkyl or carboxyalkyl of from 1 to 4 carbon atoms; Z is carboxy; A is a ligand or receptor; W is a bond or divalent radical of from 0 to 8 carbon atoms; Y is methylene or a heteroatom containing linking functionality; m is 0 to 3; n is 1 to the molecular weight of A divided by 500; and said portion in the brackets of said formula having from 0 to 6 chloro groups at other than the 1,8-position of the xanthene portion of the molecule.
Claim 11
Dependent Claim
9 words
A compound according to claim 7, being 4,5-dichloro substituted.
Claim 12
Dependent Claim
100 words
A compound of the formula: ##STR11## wherein: E b is hydrogen or chloro; R 2 is alkylene of from 1 to 2 carbon atoms; D 2 is hydrogen or carboxy; m 2 is 1 to 3; x 2 is 1 to 3; a 2 is 0 to 1; A 2 is hydroxyl, an electrophilic ester activating group, a ligand, or a receptor, said ligand and receptor being linked by amide linkages; n 2 is 1 when A 2 is hydroxyl or an electrophilic ester activating group and is otherwise 1 to the molecular weight of A 2 divided by 500.
Claim 13
Dependent Claim
100 words
A compound of the formula: ##STR11## wherein: E b is hydrogen or chloro; R 2 is alkylene of from 1 to 2 carbon atoms; D 2 is hydrogen or carboxy; m 2 is 1 to 3; x 2 is 1 to 3; a 2 is 0 to 1; A 2 is hydroxyl, an electrophilic ester activating group, a ligand, or a receptor, said ligand and receptor being linked by amide linkages; n 2 is 1 when A 2 is hydroxyl or an electrophilic ester activating group and is otherwise 1 to the molecular weight of A 2 divided by 500.
Claim 14
Dependent Claim
26 words
A compound according to claim 9, wherein E b is hydrogen, R 2 D 2 is methyl, m 2 is 1 and x 2 is 3.
Claim 15
Dependent Claim
23 words
A compound according to claim 9, wherein E b is hydrogen, R 2 D 2 is carboxyethyl, m 2 is 1 to 2.
Claim 16
Dependent Claim
18 words
A compound according to claim 9, wherein E b is chloro and R 2 D 2 is methyl.
Claim 17
Dependent Claim
20 words
A compound according to claim 9, 10, 11 or 12, wherein n 2 is 1 and A 2 is hydroxyl.
Claim 18
Dependent Claim
49 words
A compound according to claim 9 wherein E b is hydrogen, R 2 D 2 is methyl, m 2 is 1, x 2 is 3, a 2 is 0, A 2 is human IgG, and n 2 is 1 to the molecular weight of A 2 divided by 500.
References Cited (Backward Citations)
US4174384A
Cited
US4331590A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-11-06 | 1988-05-07 | 1988-11-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-11-06 | 1992-05-07 | 1992-11-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-11-06 | 1996-05-07 | 1996-11-06 | $7700.00 | Window Closed / Lapsed |