US4788307A
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US
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Oligosaccharidic fractions devoid or practically devoid of antithrombotic activity
Assignee: Choay SA
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Filing: 1987-01-29
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Granted: 1988-11-29
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Expires: 2007-01-29
Abstract
Abstract The oligosaccharidic fractions of the invention are soluble in an hydro-alcoholic mixture 50/50 (v/v) in which is added 0.5% NaCl, at pH 3.8, are constituted by chains the majority of which have 2 to 14 sugar units, are terminated by end units with a 2,5-anhydromanno structure and are devoid or practically devoid of anti-thrombotic activity.
Inventors
- 👤 Jean-Claude Lormeau
- 👤 Jean Choay
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 03:41
CPC Classifications
C; C07; C07H; C07H1/00; C08; C08B; C08B37/00; C08B37/006; C08B37/0063; C08B37/0075
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
115 words
An oligosaccharide fraction of the heparin chain which has antithrombotic activity in vivo (as measured by the (Yin-Wessler test) lower than that of heparin, which oligosaccharidic fraction (1) is soluble in a 50/50 v/v water-alcohol 0.5% NaCl pH 3.8 mixture, (2) comprises oligosaccharides, the majority of which are between 2 and 14 saccharide units in length and which have at the reducing end a 2,5-anhydrommano unit, (3) has essentially no anticoagulant activity (as determined by the U.S.P. method), (4) has anti-Xa activity less than that of heparin, and (5) has an HPLC profile comprising a molecular weight average of about 2,430, a number average of about 1,980, and a peak molecular weight of about 1,850.
Claim 2
Dependent Claim
115 words
An oligosaccharide fraction of the heparin chain which has antithrombotic activity in vivo (as measured by the (Yin-Wessler test) lower than that of heparin, which oligosaccharidic fraction (1) is soluble in a 50/50 v/v water-alcohol 0.5% NaCl pH 3.8 mixture, (2) comprises oligosaccharides, the majority of which are between 2 and 14 saccharide units in length and which have at the reducing end a 2,5-anhydrommano unit, (3) has essentially no anticoagulant activity (as determined by the U.S.P. method), (4) has anti-Xa activity less than that of heparin, and (5) has an HPLC profile comprising a molecular weight average of about 2,430, a number average of about 1,980, and a peak molecular weight of about 1,850.
Claim 3
Dependent Claim
22 words
The oligosaccharide fraction of claim 1, wherein the 2,5-anhydromanno unit at the reducing end of a majority of the oligosaccharides is 2,5-anhydromannitol.
Claim 4
Dependent Claim
20 words
The oligosaccharide fraction of claim 1, wherein the majority of oligosaccharides are between 6 and 8 saccharide units in length.
Claim 5
Dependent Claim
17 words
The oligosaccharide fraction of claim 3, wherein the majority of oligosaccharides are 6 saccharide units in length.
Claim 6
Dependent Claim
149 words
An oligosaccharide fraction of the heparin chain, which has an antithrombotic activity in vivo (as measured by the Yin-Wessler test) lower than that of heparin, and which is soluble in a 50/50 v/v water-alcohol 0.5% NaCl pH 3.8 mixture, obtained in a process comprising, subjecting compositions formed from a majority of mucopolysaccharide chains having a molecular weight (MW) of about 1800 to 8000 daltons and a ratio of the Yin-Wessler/USP titers higher than that of heparin, to at least one fractionation step with a mixture of 50/50 (v/v) of (1) water containing about 0.5% of an organic salt and and (2) an organic solvent, in order to separate from said composition mucopolysaccharide chains having a MW lower than about 2000 and mucopolysaccharide chains having a sulfate content lower than the sulfate average of the compositions, and recovering the oligosaccharidic fraction from the 50/50 (v/v) water-solvent mixture by alcohol precipitation.
Claim 7
Dependent Claim
149 words
An oligosaccharide fraction of the heparin chain, which has an antithrombotic activity in vivo (as measured by the Yin-Wessler test) lower than that of heparin, and which is soluble in a 50/50 v/v water-alcohol 0.5% NaCl pH 3.8 mixture, obtained in a process comprising, subjecting compositions formed from a majority of mucopolysaccharide chains having a molecular weight (MW) of about 1800 to 8000 daltons and a ratio of the Yin-Wessler/USP titers higher than that of heparin, to at least one fractionation step with a mixture of 50/50 (v/v) of (1) water containing about 0.5% of an organic salt and and (2) an organic solvent, in order to separate from said composition mucopolysaccharide chains having a MW lower than about 2000 and mucopolysaccharide chains having a sulfate content lower than the sulfate average of the compositions, and recovering the oligosaccharidic fraction from the 50/50 (v/v) water-solvent mixture by alcohol precipitation.
Claim 8
Dependent Claim
115 words
A process for preparing the oligosaccharide fraction of claim 1, comprising subjecting compositions formed from a majority of mucopolysaccharide chains having a molecular weight (MW) of about 1800 to 8000 daltons, and a ratio of the Yin-Wessler/USP titers higher than that of heparin, to at least one fractionation step with a mixture of 50/50 (v/v) of (1) water containing about 0.5% of an organic salt and (2) an organic solvent, in order to separate from said composition mucropolysaccharide chains having a (v/v) lower than about 200 and mucopolysaccharide chains having a sulfate content lower than the sulfate average of the compositions, and recovering the oligosaccharidic fraction from the 50/50 (v/v) water-solvent mixture by alcohol precipitation.
Claim 9
Dependent Claim
38 words
The process according to claim 6, which additionally comprises fractionating the oligosaccharide fractions soluble in the 50/50 (v/v) water-alcohol mixture according to their molecular weight by gel filtration or ion exchange chromatography and recovering the oligosaccharidic fractions obtained.
Claim 10
Dependent Claim
68 words
A process for obtaining oligosaccharides with affinity for fibioblast growth factors, comprising contacting the oligosaccharide fraction of claim 1 with fibroblast growth factor bound to a matrix packed into a column, washing the column to remove non-bound oligosaccharides and eluting the bound oligosaccharides by washing the column matrix with a series of elution buffers of increasing ionic strength, thereby recovering the oligosaccharides with affinity for fibroblast growth factors.
Claim 11
Dependent Claim
68 words
A process for obtaining oligosaccharides with affinity for fibioblast growth factors, comprising contacting the oligosaccharide fraction of claim 2 with fibroblast growth factor bound to a matrix packed into a column, washing the column to remove non-bound oligosaccharides and eluting the bound oligosaccharides by washing the column matrix with a series of elution buffers of increasing ionic strength, thereby recovering the oligosaccharides with affinity for fibroblast growth factors.
Claim 12
Dependent Claim
68 words
A process for obtaining oligosaccharides with affinity for fibioblast growth factors, comprising contacting the oligosaccharide fraction of claim 3 with fibroblast growth factor bound to a matrix packed into a column, washing the column to remove non-bound oligosaccharides and eluting the bound oligosaccharides by washing the column matrix with a series of elution buffers of increasing ionic strength, thereby recovering the oligosaccharides with affinity for fibroblast growth factors.
Claim 13
Dependent Claim
68 words
A process for obtaining oligosaccharides with affinity for fibioblast growth factors, comprising contacting the oligosaccharide fraction of claim 4 with fibroblast growth factor bound to a matrix packed into a column, washing the column to remove non-bound oligosaccharides and eluting the bound oligosaccharides by washing the column matrix with a series of elution buffers of increasing ionic strength, thereby recovering the oligosaccharides with affinity for fibroblast growth factors.
Claim 14
Dependent Claim
68 words
A process for obtaining oligosaccharides with affinity for fibioblast growth factors, comprising contacting the oligosaccharide fraction of claim 5 with fibroblast growth factor bound to a matrix packed into a column, washing the column to remove non-bound oligosaccharides and eluting the bound oligosaccharides by washing the column matrix with a series of elution buffers of increasing ionic strength, thereby recovering the oligosaccharides with affinity for fibroblast growth factors.
References Cited (Backward Citations)
US4175182A
Cited
US4486420A
Cited
US4500519A
Cited
US4474770A
Cited
US4281108A
Cited
GB2071127A
Cited
US4686288A
Cited
US4496550A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-11-29 | 1992-05-30 | 1992-11-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-11-29 | 1996-05-30 | 1996-11-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-11-29 | 2000-05-30 | 2000-11-29 | $7700.00 | Window Closed / Lapsed |