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US5034519A
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Oligosaccharides, immunogens and vaccines, and methods for preparing such oligosaccharides, immunogens and vaccines
Assignee: Government of Netherlands
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Filing: 1987-12-29
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Granted: 1991-07-23
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Expires: 2007-12-29
Abstract
Abstract The invention relates to new oligosaccharides comprising the structure (D-ribose-D-ribitol-phosphate) m , (D-ribitol-phosphate-D-ribose) m or (phosphate-D-ribose-D-ribitol) m , m being 2,3,4 . . . 19 or 20, to immunogens containing such oligosaccharide, to vaccines containing such immunogens and to methods for preparing such oligosaccharides, immunogens and vaccines. The vaccine is very suitable for treating infections caused by Haemophilus influenzae type b.
Inventors
- 👤 Eduard C. Beuvery
- 👤 Adolf Evenberg
- 👤 Jan T. Poolman
- 👤 Jacobus H. van Boom
- 👤 Peter Hoogerhout
- 👤 Constant A. A. van Boeckel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 14:21
CPC Classifications
C; C07; C07H; C07H21/00; C07H21/02; C07H15/00; C07H15/02; C07H15/04; A; A61; A61K; A61K39/00; A61K39/02; A61K39/102; A61P; A61P37/00; A61P37/02; A61P37/04
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
24 words
A synthetic Oligosaccharide which comprises D-ribose, D-ribitol and phosphate in any order repeated m times, wherein m is an integer from 2 to 20.
Claim 2
Dependent Claim
24 words
A synthetic Oligosaccharide which comprises D-ribose, D-ribitol and phosphate in any order repeated m times, wherein m is an integer from 2 to 20.
Claim 3
Dependent Claim
153 words
Oligosaccharide according to claim 1, having the formula: ##STR14## where k=0 or 1 when L=1 k=0 when L=0, L=0 or 1, m=an integer from 2 to 20, with the proviso that m is 1 when k, L and n=1 or when L, n and q=1, n=0 or 1, q=0 or 1 when n=1, q=0 when n=0, X=hydrogen, a reactive group which is capable of forming a bond with a carrier, or a group containing a hydrophobic chain at the unbonded end, or the terminal group XO-- is replaced by the reactive group H 2 N-- or HS--, and Y=hydrogen, a reactive group which is capable of forming a bond with a carrier, or a group containing a hydrophobic chain at the unbonded end, or the terminal group --OY is replaced by the reactive group --NH 2 or --SH, with the proviso that Y=hydrogen when X≠hydrogen and that X=hydrogen when Y≠hydrogen, and salts thereof.
Claim 4
Dependent Claim
9 words
Oligosaccharide according to claim 2, wherein m=2,3,4,5 or 6.
Claim 5
Dependent Claim
9 words
Oligosaccharide according to claim 2, wherein X=hydrogen and Y≠hydrogen.
Claim 6
Dependent Claim
9 words
Oligosaccharide according to claim 2, wherein Y=hydrogen and X≠hydrogen.
Claim 7
Dependent Claim
44 words
Oligosaccharide according to claim 2, wherein the reactive group is a group which contains one of the following reactive functions: --NH 2 , --SH, ##STR15## where R=--OH, --N 3 , --O-alkyl (C 1-12 ), --OC 6 F 5 , --H, --Br, --Cl or ##STR16##
Claim 8
Dependent Claim
24 words
Oligosaccharide according to claim 2, wherein X or Y is a group with an alkyl group containing 12-24 carbon atoms at the unbonded end.
Claim 9
Dependent Claim
10 words
Oligosaccharide according to claim 2, wherein the oligosaccharide is homogeneous.
Claim 10
Dependent Claim
57 words
A process for preparing an oligosaccharide according to claim 1, comprising replacing the protective groups in an oligosaccharide by a hydrogen atom, said oligosaccharide comprising the structure (D-ribose-D-ribitol-phosphate) m , (D-ribitol-phosphate-D-ribose) m or (phosphate-D-ribose-D-ribitol) m , wherein m=an integer from 2 to 20 and replacing the hydrogen atom in the free hydroxy groups by a protecting group.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1994-07-22 | 1995-01-21 | 1995-07-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-07-22 | 1999-01-21 | 1999-07-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-07-22 | 2003-01-21 | 2003-07-23 | $7700.00 | Window Closed / Lapsed |