SE464687B - Foerfarande foer framstaellning av en gelprodukt - Google Patents

Foerfarande foer framstaellning av en gelprodukt

Info

Publication number: SE464687B
Authority: SE; Sweden
Prior art keywords: sugar; matrix; process according; gel; coupled
Prior art date: 1987-11-10

Application number

SE8704387A

Other languages

English (en)

Swedish (sv)

Other versions

SE8704387D0 (sv

SE8704387L (sv

Inventor

L Blomberg

Original Assignee

Biocarb Ab

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1987-11-10

Filing date

1987-11-10

Publication date

1991-06-03

1987-11-10 Application filed by Biocarb Ab filed Critical Biocarb Ab

1987-11-10 Priority to SE8704387A priority Critical patent/SE464687B/sv

1987-11-10 Publication of SE8704387D0 publication Critical patent/SE8704387D0/xx

1988-10-20 Priority to EP88850354A priority patent/EP0320472A1/fr

1988-11-07 Priority to US07/268,213 priority patent/US4923980A/en

1988-11-08 Priority to JP63280554A priority patent/JPH01155943A/ja

1989-05-11 Publication of SE8704387L publication Critical patent/SE8704387L/xx

1991-06-03 Publication of SE464687B publication Critical patent/SE464687B/sv

Links

238000000034 method Methods 0.000 title claims abstract description 18
235000000346 sugar Nutrition 0.000 claims abstract description 30
239000011159 matrix material Substances 0.000 claims abstract description 20
125000003277 amino group Chemical group 0.000 claims abstract description 10
229930182474 N-glycoside Natural products 0.000 claims abstract description 7
150000002341 glycosylamines Chemical class 0.000 claims abstract description 7
230000010933 acylation Effects 0.000 claims abstract description 4
238000005917 acylation reaction Methods 0.000 claims abstract description 4
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims description 18
125000006850 spacer group Chemical group 0.000 claims description 9
239000003795 chemical substances by application Substances 0.000 claims description 7
239000002253 acid Substances 0.000 claims description 4
239000002904 solvent Substances 0.000 claims description 4
239000007787 solid Substances 0.000 claims description 3
150000001242 acetic acid derivatives Chemical class 0.000 claims description 2
125000004432 carbon atom Chemical group C* 0.000 claims description 2
239000007791 liquid phase Substances 0.000 claims description 2
150000007524 organic acids Chemical class 0.000 claims description 2
229920001542 oligosaccharide Polymers 0.000 claims 2
150000002482 oligosaccharides Chemical class 0.000 claims 2
150000007933 aliphatic carboxylic acids Chemical class 0.000 claims 1
-1 glycosyl amide Chemical class 0.000 abstract description 2
230000015572 biosynthetic process Effects 0.000 abstract 1
238000004519 manufacturing process Methods 0.000 abstract 1
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 39
239000000499 gel Substances 0.000 description 34
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 8
238000006243 chemical reaction Methods 0.000 description 8
238000006467 substitution reaction Methods 0.000 description 8
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 7
238000004458 analytical method Methods 0.000 description 7
239000000203 mixture Substances 0.000 description 6
238000012360 testing method Methods 0.000 description 6
238000005406 washing Methods 0.000 description 5
229920002684 Sepharose Polymers 0.000 description 4
238000001914 filtration Methods 0.000 description 4
239000012541 Fractogel® Substances 0.000 description 3
238000004108 freeze drying Methods 0.000 description 3
NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 3
238000004128 high performance liquid chromatography Methods 0.000 description 3
239000000047 product Substances 0.000 description 3
229940062827 2'-fucosyllactose Drugs 0.000 description 2
HWHQUWQCBPAQQH-UHFFFAOYSA-N 2-O-alpha-L-Fucosyl-lactose Natural products OC1C(O)C(O)C(C)OC1OC1C(O)C(O)C(CO)OC1OC(C(O)CO)C(O)C(O)C=O HWHQUWQCBPAQQH-UHFFFAOYSA-N 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
SNFSYLYCDAVZGP-UHFFFAOYSA-N UNPD26986 Natural products OC1C(O)C(O)C(C)OC1OC1C(OC2C(OC(O)C(O)C2O)CO)OC(CO)C(O)C1O SNFSYLYCDAVZGP-UHFFFAOYSA-N 0.000 description 2
108010046516 Wheat Germ Agglutinins Proteins 0.000 description 2
PHTAQVMXYWFMHF-GJGMMKECSA-N alpha-L-Fucp-(1->2)-beta-D-Galp-(1->4)-D-GlcpNAc Chemical compound O[C@H]1[C@H](O)[C@H](O)[C@H](C)O[C@H]1O[C@H]1[C@H](O[C@@H]2[C@H](OC(O)[C@H](NC(C)=O)[C@H]2O)CO)O[C@H](CO)[C@H](O)[C@@H]1O PHTAQVMXYWFMHF-GJGMMKECSA-N 0.000 description 2
125000004429 atom Chemical group 0.000 description 2
230000008878 coupling Effects 0.000 description 2
238000010168 coupling process Methods 0.000 description 2
238000005859 coupling reaction Methods 0.000 description 2
239000012847 fine chemical Substances 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
150000004678 hydrides Chemical class 0.000 description 2
239000000178 monomer Substances 0.000 description 2
238000005096 rolling process Methods 0.000 description 2
OHVLMTFVQDZYHP-UHFFFAOYSA-N 1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-2-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]ethanone Chemical compound N1N=NC=2CN(CCC=21)C(CN1CCN(CC1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)=O OHVLMTFVQDZYHP-UHFFFAOYSA-N 0.000 description 1
HMUNWXXNJPVALC-UHFFFAOYSA-N 1-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C(CN1CC2=C(CC1)NN=N2)=O HMUNWXXNJPVALC-UHFFFAOYSA-N 0.000 description 1
CILYIEBUXJIHCO-UHFFFAOYSA-N 102778-91-6 Natural products O1C(C(O)C(O)CO)C(NC(=O)C)C(O)CC1(C(O)=O)OC1C(O)C(OC2C(C(O)C(O)OC2CO)O)OC(CO)C1O CILYIEBUXJIHCO-UHFFFAOYSA-N 0.000 description 1
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
DVGKRPYUFRZAQW-UHFFFAOYSA-N 3 prime Natural products CC(=O)NC1OC(CC(O)C1C(O)C(O)CO)(OC2C(O)C(CO)OC(OC3C(O)C(O)C(O)OC3CO)C2O)C(=O)O DVGKRPYUFRZAQW-UHFFFAOYSA-N 0.000 description 1
DLJLMAWPOOWMRF-BFJQYDNNSA-N Alpha-Tetrasaccharide Chemical compound O[C@H]1[C@H](O)[C@H](O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](O[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)N=C(C)O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@H]([C@H](O)CO)[C@H](O)[C@@H](O)C=O DLJLMAWPOOWMRF-BFJQYDNNSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
RTVRUWIBAVHRQX-PMEZUWKYSA-N Fucosyllactose Chemical compound C([C@H]1O[C@@H]([C@H]([C@@H](O[C@@H]2[C@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)[C@@H]1O)O)OC)O[C@H]1OC[C@@H](O)[C@H](O)[C@@H]1O RTVRUWIBAVHRQX-PMEZUWKYSA-N 0.000 description 1
CILYIEBUXJIHCO-UITFWXMXSA-N N-acetyl-alpha-neuraminyl-(2->3)-beta-D-galactosyl-(1->4)-beta-D-glucose Chemical compound O1[C@@H]([C@H](O)[C@H](O)CO)[C@H](NC(=O)C)[C@@H](O)C[C@@]1(C(O)=O)O[C@@H]1[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O)[C@H](O)O[C@@H]2CO)O)O[C@H](CO)[C@@H]1O CILYIEBUXJIHCO-UITFWXMXSA-N 0.000 description 1
OIZGSVFYNBZVIK-UHFFFAOYSA-N N-acetylneuraminosyl-D-lactose Natural products O1C(C(O)C(O)CO)C(NC(=O)C)C(O)CC1(C(O)=O)OC1C(O)C(OC(C(O)CO)C(O)C(O)C=O)OC(CO)C1O OIZGSVFYNBZVIK-UHFFFAOYSA-N 0.000 description 1
WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 1
239000012346 acetyl chloride Substances 0.000 description 1
230000021736 acetylation Effects 0.000 description 1
238000006640 acetylation reaction Methods 0.000 description 1
150000008065 acid anhydrides Chemical class 0.000 description 1
230000002411 adverse Effects 0.000 description 1
238000001042 affinity chromatography Methods 0.000 description 1
239000011543 agarose gel Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
DKMKTGYNNHUIAK-JLWVKAFHSA-N alpha-D-GalpNAc-(1->3)-[alpha-L-Fucp-(1->2)]-beta-D-Galp-(1->4)-beta-D-Glcp Chemical compound O[C@H]1[C@H](O)[C@H](O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](O[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@@H](O)[C@H](O)[C@H]1O DKMKTGYNNHUIAK-JLWVKAFHSA-N 0.000 description 1
DLRVVLDZNNYCBX-ZZFZYMBESA-N beta-melibiose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)O1 DLRVVLDZNNYCBX-ZZFZYMBESA-N 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
150000001720 carbohydrates Chemical class 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
239000000356 contaminant Substances 0.000 description 1
238000001212 derivatisation Methods 0.000 description 1
239000000539 dimer Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
CCGKOQOJPYTBIH-UHFFFAOYSA-N ethenone Chemical compound C=C=O CCGKOQOJPYTBIH-UHFFFAOYSA-N 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
150000004676 glycans Chemical class 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
230000002209 hydrophobic effect Effects 0.000 description 1
230000003993 interaction Effects 0.000 description 1
239000003446 ligand Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
239000012452 mother liquor Substances 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920001282 polysaccharide Polymers 0.000 description 1
239000005017 polysaccharide Substances 0.000 description 1
WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 1
125000006239 protecting group Chemical group 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000000926 separation method Methods 0.000 description 1
210000002966 serum Anatomy 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
150000008163 sugars Chemical class 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/02—Acyclic radicals, not substituted by cyclic structures
- C07H15/12—Acyclic radicals, not substituted by cyclic structures attached to a nitrogen atom of the saccharide radical
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/281—Sorbents specially adapted for preparative, analytical or investigative chromatography
- B01J20/286—Phases chemically bonded to a substrate, e.g. to silica or to polymers
- B01J20/289—Phases chemically bonded to a substrate, e.g. to silica or to polymers bonded via a spacer
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/281—Sorbents specially adapted for preparative, analytical or investigative chromatography
- B01J20/291—Gel sorbents
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/30—Processes for preparing, regenerating, or reactivating
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
- B01J20/3202—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the carrier, support or substrate used for impregnation or coating
- B01J20/3204—Inorganic carriers, supports or substrates
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/30—Processes for preparing, regenerating, or reactivating
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
- B01J20/3202—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the carrier, support or substrate used for impregnation or coating
- B01J20/3206—Organic carriers, supports or substrates
- B01J20/3208—Polymeric carriers, supports or substrates
- B01J20/321—Polymeric carriers, supports or substrates consisting of a polymer obtained by reactions involving only carbon to carbon unsaturated bonds
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/30—Processes for preparing, regenerating, or reactivating
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
- B01J20/3202—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the carrier, support or substrate used for impregnation or coating
- B01J20/3206—Organic carriers, supports or substrates
- B01J20/3208—Polymeric carriers, supports or substrates
- B01J20/3212—Polymeric carriers, supports or substrates consisting of a polymer obtained by reactions otherwise than involving only carbon to carbon unsaturated bonds
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/30—Processes for preparing, regenerating, or reactivating
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
- B01J20/3214—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the method for obtaining this coating or impregnating
- B01J20/3217—Resulting in a chemical bond between the coating or impregnating layer and the carrier, support or substrate, e.g. a covalent bond
- B01J20/3219—Resulting in a chemical bond between the coating or impregnating layer and the carrier, support or substrate, e.g. a covalent bond involving a particular spacer or linking group, e.g. for attaching an active group
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/30—Processes for preparing, regenerating, or reactivating
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
- B01J20/3231—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the coating or impregnating layer
- B01J20/3242—Layers with a functional group, e.g. an affinity material, a ligand, a reactant or a complexing group
- B01J20/3268—Macromolecular compounds
- B01J20/3272—Polymers obtained by reactions otherwise than involving only carbon to carbon unsaturated bonds
- B01J20/3274—Proteins, nucleic acids, polysaccharides, antibodies or antigens

Landscapes

Chemical & Material Sciences (AREA)
Analytical Chemistry (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Molecular Biology (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Biochemistry (AREA)
General Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Genetics & Genomics (AREA)
Biotechnology (AREA)
Crystallography & Structural Chemistry (AREA)
Dispersion Chemistry (AREA)
Inorganic Chemistry (AREA)
Colloid Chemistry (AREA)
Polysaccharides And Polysaccharide Derivatives (AREA)
Saccharide Compounds (AREA)
Medicinal Preparation (AREA)

SE8704387A 1987-11-10 1987-11-10 Foerfarande foer framstaellning av en gelprodukt SE464687B (sv)

Priority Applications (4)

Application Number	Priority Date	Filing Date	Title
SE8704387A SE464687B (sv)	1987-11-10	1987-11-10	Foerfarande foer framstaellning av en gelprodukt
EP88850354A EP0320472A1 (fr)	1987-11-10	1988-10-20	Procédé de fabrication d'un produit sous forme de gel
US07/268,213 US4923980A (en)	1987-11-10	1988-11-07	Process for the manufacture of a gel product
JP63280554A JPH01155943A (ja)	1987-11-10	1988-11-08	ゲル生成物の製造方法

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
SE8704387A SE464687B (sv)	1987-11-10	1987-11-10	Foerfarande foer framstaellning av en gelprodukt

Publications (3)

Publication Number	Publication Date
SE8704387D0 SE8704387D0 (sv)	1987-11-10
SE8704387L SE8704387L (sv)	1989-05-11
SE464687B true SE464687B (sv)	1991-06-03

Family

ID=20370166

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SE8704387A SE464687B (sv)	1987-11-10	1987-11-10	Foerfarande foer framstaellning av en gelprodukt

Country Status (4)

Country	Link
US (1)	US4923980A (fr)
EP (1)	EP0320472A1 (fr)
JP (1)	JPH01155943A (fr)
SE (1)	SE464687B (fr)

Families Citing this family (46)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
SE8902315D0 (sv) *	1989-06-27	1989-06-27	Pharmacia Ab	Anjonbytare
AU656934B2 (en)	1990-11-23	1995-02-23	General Hospital Corporation, The	Inhibition of cell adhesion protein-carbohydrate interactions
SE9004129D0 (sv) *	1990-12-21	1990-12-21	Pharmacia Lkb Biotech	Anion exchanger
SE470006B (sv) *	1991-09-26	1993-10-25	Corline Systems Ab	Nytt konjugat, dess framställning och användning samt substrat preparerat med konjugatet
MX9304638A (es) *	1992-07-31	1994-05-31	Neose Pharm Inc	Composicion para tratar e inhibir las ulceras gastricas y duodenales.
EP0749314A4 (fr) *	1994-03-02	2002-09-18	Neose Technologies Inc	Procede de traitement et d'inhibition des ulceres gastriques et duodenaux
US6013634A (en) *	1996-11-08	2000-01-11	Synsorb Biotech, Inc.	Solid support matrices containing a toxin binding oligosaccharide
US5846943A (en) *	1996-11-08	1998-12-08	Synsorb Biotech, Inc.	Solid support matricles containing a toxin binding oligosaccharide
US5872111A (en) *	1997-05-19	1999-02-16	Lever Brothers Company, Division Of Conopco, Inc.	Compositions comprising glycosylamide surfactants
BR9804597A (pt)	1998-11-10	2000-05-30	Cosmeticos Natural Ind Com	Composição cosmética sob a forma de pó.
US6596707B2 (en) *	2001-05-24	2003-07-22	Abbott Laboratories	Monovalent saccharides and uses thereof
ATE311400T1 (de) *	2001-10-19	2005-12-15	Natimmune As	Isolierung von lectinen
US7842382B2 (en) *	2004-03-11	2010-11-30	Knauf Insulation Gmbh	Binder compositions and associated methods
WO2006044302A1 (fr) *	2004-10-13	2006-04-27	Knauf Insulation Gmbh	Compositions de liaison au polyester
US20080220968A1 (en)	2005-07-05	2008-09-11	Ge Healthcare Bio-Sciences Ab	[1, 2, 4] Triazolo [1, 5-A] Pyrimidine Derivatives as Chromatographic Adsorbent for the Selective Adsorption of Igg
EP2433983A1 (fr) *	2005-07-26	2012-03-28	Knauf Insulation GmbH	Liants et matériaux fabriqués à partir de ceux-ci
EP2108026A1 (fr)	2007-01-25	2009-10-14	Knauf Insulation Limited	Panneau de bois composite
EP2109594A1 (fr) *	2007-01-25	2009-10-21	Knauf Insulation Limited	Isolation par fibres minérales
US20100086726A1 (en)	2007-01-25	2010-04-08	Roger Jackson	Mineral fibre board
SI2126179T1 (sl) *	2007-01-25	2014-12-31	Knauf Insulation	Izolacijski proizvod na osnovi mineralnih vlaken brez formaldehida
US9828287B2 (en)	2007-01-25	2017-11-28	Knauf Insulation, Inc.	Binders and materials made therewith
CA2683706A1 (fr) *	2007-04-13	2008-10-23	Knauf Insulation Gmbh	Liants de maillard-resole composites
EP2164883B1 (fr) *	2007-07-05	2013-09-25	Knauf Insulation	Liant maillard à base d'acide hydroxymonocarboxylique
GB0715100D0 (en)	2007-08-03	2007-09-12	Knauf Insulation Ltd	Binders
EP2462169B1 (fr)	2009-08-07	2019-02-27	Knauf Insulation	Liant à base de mélasse
EP2566904B1 (fr)	2010-05-07	2021-07-14	Knauf Insulation	Liants à base de glucides et de polyamine et matières réalisées avec ces liants
KR101835899B1 (ko)	2010-05-07	2018-03-07	크나우프 인설레이션, 인크.	탄수화물 결합제 및 이를 이용하여 제조된 물질
US20130082205A1 (en)	2010-06-07	2013-04-04	Knauf Insulation Sprl	Fiber products having temperature control additives
CA2834816C (fr)	2011-05-07	2020-05-12	Knauf Insulation	Composition liquide de liant a teneur elevee en matieres solides
US9522382B2 (en) *	2011-09-06	2016-12-20	Biologistics Llc	Affinity/lectin chromatography methods
GB201206193D0 (en)	2012-04-05	2012-05-23	Knauf Insulation Ltd	Binders and associated products
GB201214734D0 (en)	2012-08-17	2012-10-03	Knauf Insulation Ltd	Wood board and process for its production
EP2928936B1 (fr)	2012-12-05	2022-04-13	Knauf Insulation SPRL	Liant
CA2916566A1 (fr)	2013-07-05	2015-01-08	Laboratoire Francais Du Fractionnement Et Des Biotechnologies	Matrice de chromatographie d'affinite
FR3008097B1 (fr) *	2013-07-05	2016-11-04	Lab Francais Du Fractionnement	Matrice de chromatographie d'affinite
FR3008098B1 (fr) *	2013-07-05	2016-09-16	Lab Francais Du Fractionnement	Matrice de chromatographie d'affinite a densite de ligands reduite
CA2938154C (fr)	2014-02-07	2022-11-01	Knauf Insulation, Inc.	Articles non durcis dotes d'une meilleure duree de conservation
GB201408909D0 (en)	2014-05-20	2014-07-02	Knauf Insulation Ltd	Binders
GB201412709D0 (en)	2014-07-17	2014-09-03	Knauf Insulation And Knauf Insulation Ltd	Improved binder compositions and uses thereof
GB201517867D0 (en)	2015-10-09	2015-11-25	Knauf Insulation Ltd	Wood particle boards
US9716154B2 (en)	2015-12-17	2017-07-25	Taiwan Semiconductor Manufacturing Co., Ltd.	Semiconductor structure having a gas-filled gap
GB201610063D0 (en)	2016-06-09	2016-07-27	Knauf Insulation Ltd	Binders
GB201701569D0 (en)	2017-01-31	2017-03-15	Knauf Insulation Ltd	Improved binder compositions and uses thereof
GB201804908D0 (en)	2018-03-27	2018-05-09	Knauf Insulation Ltd	Binder compositions and uses thereof
GB201804907D0 (en)	2018-03-27	2018-05-09	Knauf Insulation Ltd	Composite products
FR3083121B1 (fr) *	2018-06-27	2021-10-22	Maco Pharma Sa	Procede de greffage d un element fibreux pour l elimination d anticorps du sang ou d un composant sanguin

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2187324B1 (fr) *	1972-06-14	1975-06-20	Rech Pharmaceut Sc
US4029583A (en) *	1975-02-28	1977-06-14	Purdue Research Foundation	Chromatographic supports and methods and apparatus for preparing the same
US4446275A (en) *	1980-04-25	1984-05-01	Prirodovedecka Fakulta University Karlovy	Sorbent for saccharides, glycoproteins and polyesters comprising a lectin covalently bonded with a vehicle and method for preparation thereof
US4319975A (en) *	1980-10-20	1982-03-16	Fmc Corporation	Derivatized agarose and method of making and using same
SE456911B (sv) *	1983-12-19	1988-11-14	Olle Larm	Vattenloeslig, aminerad beta-1,3-bunden d-glukan och makrofagstimulerande komposition innehaallande densamma
GB8415666D0 (en) *	1984-06-20	1984-07-25	Berezenko S	Support material for immobilisation of ligands
US4551245A (en) *	1985-04-22	1985-11-05	J. T. Baker Chemical Co.	Acylated polyethylenimine bound chromatographic packing
DE3519011A1 (de) *	1985-05-25	1986-11-27	Behringwerke Ag, 3550 Marburg	Verfahren zur herstellung eines materials zur affinitaetschromatographie

1987
- 1987-11-10 SE SE8704387A patent/SE464687B/sv not_active IP Right Cessation
1988
- 1988-10-20 EP EP88850354A patent/EP0320472A1/fr not_active Withdrawn
- 1988-11-07 US US07/268,213 patent/US4923980A/en not_active Expired - Fee Related
- 1988-11-08 JP JP63280554A patent/JPH01155943A/ja active Pending

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Publication number	Publication date
SE8704387D0 (sv)	1987-11-10
JPH01155943A (ja)	1989-06-19
EP0320472A1 (fr)	1989-06-14
US4923980A (en)	1990-05-08
SE8704387L (sv)	1989-05-11

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