US4962029A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Covalent oligonucleotide-horseradish peroxidase conjugate
Assignee: Bayer Corp
•
Filing: 1989-11-16
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Granted: 1990-10-09
•
Expires: 2009-11-16
Abstract
Abstract Oligonucleotides derivatized to incorporate horseradish peroxidase (HRP) are useful in diagnostic methods and provide significant advantage over radioactively labeled oligonucleotide probes. The HRP-derivatized oligonucleotides can be easily and efficiently prepared by reacting a sulfhydryl containing oligonucleotide with a conjugate of a mal-sac-HNSA ester and HRP under mild and easily controlled reaction conditions.
Inventors
- 👤 Corey Levenson
- 👤 Chu-An Chang
- 👤 Fred T. Oakes
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 15:50
CPC Classifications
C; C07; C07H; C07H21/00; Y; Y10; Y10S; Y10S435/00; Y10S435/964
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
55 words
A covalent conjugate of an oligonucleotide chain and horseradish peroxidase given by the structure ##STR21## wherein R* is hydrogen or --CH 2 OH; n', n" and n'" are integers in the range of 2 and 10 inclusive; n is an integer in the range of 2 and 30 inclusive; and X is an oligonucleotide chain.
Claim 2
Dependent Claim
55 words
A covalent conjugate of an oligonucleotide chain and horseradish peroxidase given by the structure ##STR21## wherein R* is hydrogen or --CH 2 OH; n', n" and n'" are integers in the range of 2 and 10 inclusive; n is an integer in the range of 2 and 30 inclusive; and X is an oligonucleotide chain.
Claim 3
Dependent Claim
9 words
The conjugate of claim 1, wherein R* is hydrogen.
Claim 4
Dependent Claim
28 words
The conjugate of claim 1 which is useful as an allele-specific oligonucleotide and wherein the oligonucleotide chain is from about 13 to about 21 monomer units in length.
Claim 5
Dependent Claim
41 words
A covalent conjugate of an oligonucleotide chain and horseradish peroxidase given by the structure ##STR22## wherein R* is hydrogen or --CH 2 OH; n is an integer in the range of 2 and 20 inclusive; and X is an oligonucleotide chain.
Claim 6
Dependent Claim
41 words
A covalent conjugate of an oligonucleotide chain and horseradish peroxidase given by the structure ##STR22## wherein R* is hydrogen or --CH 2 OH; n is an integer in the range of 2 and 20 inclusive; and X is an oligonucleotide chain.
Claim 7
Dependent Claim
9 words
The conjugate of claim 4, wherein R* is hydrogen.
Claim 8
Dependent Claim
28 words
The conjugate of claim 4 which is useful as an allele-specific oligonucleotide and wherein the oligonucleotide chain is from about 13 to about 21 monomer units in length.
Claim 9
Independent Claim
123 words
A method of preparing a covalent conjugate of an oligonucleotide chain and horseradish peroxidase, the conjugate given by the structure ##STR23## wherein R* is hydrogen or --CH 2 OH; n', n" and n'" are integers in the range of 2 and 10 inclusive; n is an integer in the range of 2 and 30 inclusive; and X is an oligonucleotide chain wherein the method comprises the steps of: reacting a functionalized oligonucleotide chain having the structure ##STR24## with a conjugate of a mal-sac-HNSA ester and HRP by mixing said conjugate with said functionalized oligonucleotide chain and incubating the mixture at a temperature ranging from about 4° C. to about room temperature for a time ranging from about one hour to about two days.
Claim 10
Independent Claim
123 words
A method of preparing a covalent conjugate of an oligonucleotide chain and horseradish peroxidase, the conjugate given by the structure ##STR23## wherein R* is hydrogen or --CH 2 OH; n', n" and n'" are integers in the range of 2 and 10 inclusive; n is an integer in the range of 2 and 30 inclusive; and X is an oligonucleotide chain wherein the method comprises the steps of: reacting a functionalized oligonucleotide chain having the structure ##STR24## with a conjugate of a mal-sac-HNSA ester and HRP by mixing said conjugate with said functionalized oligonucleotide chain and incubating the mixture at a temperature ranging from about 4° C. to about room temperature for a time ranging from about one hour to about two days.
Claim 11
Dependent Claim
16 words
The method of claim 10, wherein the functionalized oligonucleotide chain is given by the structure ##STR25##
References Cited (Backward Citations)
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US4626501A
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EP0175560A2
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US4657853A
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US4670379A
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EP0202758A1
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-10-08 | 1994-04-09 | 1994-10-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-10-08 | 1998-04-09 | 1998-10-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-10-08 | 2002-04-09 | 2002-10-09 | $7700.00 | Window Closed / Lapsed |