Patent US4185090A successfully refreshed from Google Patents.
US4185090A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Chemically modified endotoxin immunizing agent
Assignee: Abbott Laboratories
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Filing: 1977-06-17
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Granted: 1980-01-22
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Expires: 1997-06-17
Abstract
Abstract A bacterial endotoxin lipopolysaccharide of reduced toxicity covalently coupled to a protein antigen exhibits enhanced adjuvant effects. The coupling was affected by reaction with haloacylhalide. Lipopolysaccharide acylated with an anhydride of a dibasic acid is detoxified; in combination with endotoxin polysaccharide covalently coupled to protein antigen it developed synergistic immunogenic effects.
Inventors
- 👤 Floyd C. McIntire
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 15:16
CPC Classifications
A; A61; A61K; A61K39/00; A61K39/39; A61K39/385; C; C08; C08B; C08B37/00; A61K2039/555; A61K2039/55511; A61K2039/55572; A61K2039/60; A61K2039/6087; Y; Y10; Y10S; Y10S530/00; Y10S530/806
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
37 words
An ingredient for an immunizing agent comprising a protein antigen covalently coupled to a bacterial endotoxin partially detoxified lipopolysaccharide, said protein antigen having available --SH, imidazole or --NH 2 groups and said lipopolysaccharide having free amino groups.
Claim 2
Dependent Claim
37 words
An ingredient for an immunizing agent comprising a protein antigen covalently coupled to a bacterial endotoxin partially detoxified lipopolysaccharide, said protein antigen having available --SH, imidazole or --NH 2 groups and said lipopolysaccharide having free amino groups.
Claim 3
Dependent Claim
18 words
An ingredient for an immunizing agent comprising a protein antigen covalently coupled to a bacterial endotoxin haloacetylated polysaccharide.
Claim 4
Dependent Claim
18 words
An ingredient for an immunizing agent comprising a protein antigen covalently coupled to a bacterial endotoxin haloacetylated polysaccharide.
Claim 5
Independent Claim
109 words
The method of generating an immunologic response in a warm-blooded animal comprising administering to said animal a bacterial endotoxin lipopolysaccharide covalently coupled to a protein antigen in an amount sufficient to develop an antibody response in said animal, said lipopolysaccharide having at least one free amino group and an anhydride selected from the group consisting of compounds of the formula ##STR5## wherein n is 0 or 1, and R, R 1 and R 2 each represent hydrogen, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 5 -C 6 cycloalkyl, phthalyl or methylphthalyl wherein any two R groups taken together form a saturated or unsaturated cyclic substituent.
Claim 6
Independent Claim
109 words
The method of generating an immunologic response in a warm-blooded animal comprising administering to said animal a bacterial endotoxin lipopolysaccharide covalently coupled to a protein antigen in an amount sufficient to develop an antibody response in said animal, said lipopolysaccharide having at least one free amino group and an anhydride selected from the group consisting of compounds of the formula ##STR5## wherein n is 0 or 1, and R, R 1 and R 2 each represent hydrogen, C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 5 -C 6 cycloalkyl, phthalyl or methylphthalyl wherein any two R groups taken together form a saturated or unsaturated cyclic substituent.
Claim 7
Independent Claim
45 words
The method of generating an immunologic response in a warm-blooded animal comprising administering to said animal a haloacylated bacterial endotoxin lipopolysaccharide and a haloacylated bacterial endotoxin polysaccharide covalently coupled to a protein antigen in an amount sufficient to develop an antibody response in said animal.
Claim 8
Independent Claim
45 words
The method of generating an immunologic response in a warm-blooded animal comprising administering to said animal a haloacylated bacterial endotoxin lipopolysaccharide and a haloacylated bacterial endotoxin polysaccharide covalently coupled to a protein antigen in an amount sufficient to develop an antibody response in said animal.
Claim 9
Dependent Claim
30 words
An immunizing agent in unit dosage form comprising a haloacylated bacterial endotoxin lipopolysaccharide and a haloacylated bacterial endotoxin polysaccharide covalently coupled to a protein antigen in an inert saline carrier.
Claim 10
Dependent Claim
30 words
An immunizing agent in unit dosage form comprising a haloacylated bacterial endotoxin lipopolysaccharide and a haloacylated bacterial endotoxin polysaccharide covalently coupled to a protein antigen in an inert saline carrier.
References Cited (Backward Citations)
US3600378A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-01-21 | 1983-07-23 | 1984-01-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-01-21 | 1987-07-23 | 1988-01-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-01-21 | 1991-07-23 | 1992-01-22 | $7700.00 | Window Closed / Lapsed |