NO864956L - Fremgangsmaate for styring av regioselektiviteten for glykosidbindinger. - Google Patents
Fremgangsmaate for styring av regioselektiviteten for glykosidbindinger.Info
- Publication number
- NO864956L NO864956L NO864956A NO864956A NO864956L NO 864956 L NO864956 L NO 864956L NO 864956 A NO864956 A NO 864956A NO 864956 A NO864956 A NO 864956A NO 864956 L NO864956 L NO 864956L
- Authority
- NO
- Norway
- Prior art keywords
- gal
- substance
- aglycone
- enzyme
- oligosaccharide
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 53
- 239000000126 substance Substances 0.000 claims description 56
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 claims description 46
- 108090000790 Enzymes Chemical group 0.000 claims description 42
- 102000004190 Enzymes Human genes 0.000 claims description 42
- 150000002482 oligosaccharides Chemical class 0.000 claims description 42
- 229920001542 oligosaccharide Polymers 0.000 claims description 36
- 229930182470 glycoside Natural products 0.000 claims description 33
- -1 oligosaccharide compound Chemical class 0.000 claims description 30
- 239000000370 acceptor Substances 0.000 claims description 26
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 25
- TWCMVXMQHSVIOJ-UHFFFAOYSA-N Aglycone of yadanzioside D Natural products COC(=O)C12OCC34C(CC5C(=CC(O)C(O)C5(C)C3C(O)C1O)C)OC(=O)C(OC(=O)C)C24 TWCMVXMQHSVIOJ-UHFFFAOYSA-N 0.000 claims description 20
- PLMKQQMDOMTZGG-UHFFFAOYSA-N Astrantiagenin E-methylester Natural products CC12CCC(O)C(C)(CO)C1CCC1(C)C2CC=C2C3CC(C)(C)CCC3(C(=O)OC)CCC21C PLMKQQMDOMTZGG-UHFFFAOYSA-N 0.000 claims description 20
- 150000002338 glycosides Chemical class 0.000 claims description 20
- PFOARMALXZGCHY-UHFFFAOYSA-N homoegonol Natural products C1=C(OC)C(OC)=CC=C1C1=CC2=CC(CCCO)=CC(OC)=C2O1 PFOARMALXZGCHY-UHFFFAOYSA-N 0.000 claims description 20
- 150000001720 carbohydrates Chemical group 0.000 claims description 19
- 239000000386 donor Substances 0.000 claims description 18
- 150000002772 monosaccharides Chemical class 0.000 claims description 17
- 102000005744 Glycoside Hydrolases Human genes 0.000 claims description 14
- 108010031186 Glycoside Hydrolases Proteins 0.000 claims description 14
- 229920000936 Agarose Polymers 0.000 claims description 8
- 230000002255 enzymatic effect Effects 0.000 claims description 8
- 238000006460 hydrolysis reaction Methods 0.000 claims description 8
- 108090000765 processed proteins & peptides Chemical group 0.000 claims description 8
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 claims description 7
- SHZGCJCMOBCMKK-DHVFOXMCSA-N L-fucopyranose Chemical compound C[C@@H]1OC(O)[C@@H](O)[C@H](O)[C@@H]1O SHZGCJCMOBCMKK-DHVFOXMCSA-N 0.000 claims description 7
- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 claims description 7
- MBLBDJOUHNCFQT-UHFFFAOYSA-N N-acetyl-D-galactosamine Natural products CC(=O)NC(C=O)C(O)C(O)C(O)CO MBLBDJOUHNCFQT-UHFFFAOYSA-N 0.000 claims description 7
- 230000007062 hydrolysis Effects 0.000 claims description 7
- 108090000623 proteins and genes Chemical group 0.000 claims description 7
- 102000004169 proteins and genes Human genes 0.000 claims description 7
- WQZGKKKJIJFFOK-SVZMEOIVSA-N (+)-Galactose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-SVZMEOIVSA-N 0.000 claims description 6
- 238000007385 chemical modification Methods 0.000 claims description 6
- 239000012634 fragment Substances 0.000 claims description 6
- 150000002632 lipids Chemical class 0.000 claims description 6
- 229910052814 silicon oxide Inorganic materials 0.000 claims description 6
- 230000000694 effects Effects 0.000 claims description 5
- 102000004196 processed proteins & peptides Human genes 0.000 claims description 5
- 238000002560 therapeutic procedure Methods 0.000 claims description 5
- 102000002464 Galactosidases Human genes 0.000 claims description 4
- 108010093031 Galactosidases Proteins 0.000 claims description 4
- 238000001042 affinity chromatography Methods 0.000 claims description 4
- 150000001413 amino acids Chemical class 0.000 claims description 4
- SQVRNKJHWKZAKO-UHFFFAOYSA-N beta-N-Acetyl-D-neuraminic acid Natural products CC(=O)NC1C(O)CC(O)(C(O)=O)OC1C(O)C(O)CO SQVRNKJHWKZAKO-UHFFFAOYSA-N 0.000 claims description 4
- GUBGYTABKSRVRQ-QKKXKWKRSA-N lactose group Chemical group OC1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O)[C@H](O2)CO)[C@H](O1)CO GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- 239000011541 reaction mixture Substances 0.000 claims description 4
- SHZGCJCMOBCMKK-PQMKYFCFSA-N L-Fucose Natural products C[C@H]1O[C@H](O)[C@@H](O)[C@@H](O)[C@@H]1O SHZGCJCMOBCMKK-PQMKYFCFSA-N 0.000 claims description 3
- OVRNDRQMDRJTHS-CBQIKETKSA-N N-Acetyl-D-Galactosamine Chemical compound CC(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@H](O)[C@@H]1O OVRNDRQMDRJTHS-CBQIKETKSA-N 0.000 claims description 3
- 229910019142 PO4 Inorganic materials 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 239000001913 cellulose Substances 0.000 claims description 3
- 229920002678 cellulose Polymers 0.000 claims description 3
- 239000000937 glycosyl acceptor Substances 0.000 claims description 3
- 239000000348 glycosyl donor Substances 0.000 claims description 3
- 125000003147 glycosyl group Chemical group 0.000 claims description 3
- 238000011065 in-situ storage Methods 0.000 claims description 3
- 239000008101 lactose Substances 0.000 claims description 3
- 239000000693 micelle Substances 0.000 claims description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 3
- 239000010452 phosphate Substances 0.000 claims description 3
- 108010054377 Mannosidases Proteins 0.000 claims description 2
- 102000001696 Mannosidases Human genes 0.000 claims description 2
- SQVRNKJHWKZAKO-PFQGKNLYSA-N N-acetyl-beta-neuraminic acid Chemical compound CC(=O)N[C@@H]1[C@@H](O)C[C@@](O)(C(O)=O)O[C@H]1[C@H](O)[C@H](O)CO SQVRNKJHWKZAKO-PFQGKNLYSA-N 0.000 claims description 2
- 102000005348 Neuraminidase Human genes 0.000 claims description 2
- 108010006232 Neuraminidase Proteins 0.000 claims description 2
- MUPFEKGTMRGPLJ-RMMQSMQOSA-N Raffinose Natural products O(C[C@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O[C@@]2(CO)[C@H](O)[C@@H](O)[C@@H](CO)O2)O1)[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 MUPFEKGTMRGPLJ-RMMQSMQOSA-N 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 2
- MUPFEKGTMRGPLJ-UHFFFAOYSA-N UNPD196149 Natural products OC1C(O)C(CO)OC1(CO)OC1C(O)C(O)C(O)C(COC2C(C(O)C(O)C(CO)O2)O)O1 MUPFEKGTMRGPLJ-UHFFFAOYSA-N 0.000 claims description 2
- 108010061314 alpha-L-Fucosidase Proteins 0.000 claims description 2
- 125000003368 amide group Chemical group 0.000 claims description 2
- 239000000010 aprotic solvent Substances 0.000 claims description 2
- QLTSDROPCWIKKY-PMCTYKHCSA-N beta-D-glucosaminyl-(1->4)-beta-D-glucosamine Chemical compound O[C@@H]1[C@@H](N)[C@H](O)O[C@H](CO)[C@H]1O[C@H]1[C@H](N)[C@@H](O)[C@H](O)[C@@H](CO)O1 QLTSDROPCWIKKY-PMCTYKHCSA-N 0.000 claims description 2
- 229920002401 polyacrylamide Polymers 0.000 claims description 2
- 229920000058 polyacrylate Polymers 0.000 claims description 2
- 238000001556 precipitation Methods 0.000 claims description 2
- 239000003586 protic polar solvent Substances 0.000 claims description 2
- MUPFEKGTMRGPLJ-ZQSKZDJDSA-N raffinose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)O)O1 MUPFEKGTMRGPLJ-ZQSKZDJDSA-N 0.000 claims description 2
- 238000009826 distribution Methods 0.000 claims 2
- 238000010521 absorption reaction Methods 0.000 claims 1
- 102000012086 alpha-L-Fucosidase Human genes 0.000 claims 1
- 239000012876 carrier material Substances 0.000 claims 1
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- 210000004602 germ cell Anatomy 0.000 claims 1
- 230000001900 immune effect Effects 0.000 claims 1
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- 125000003473 lipid group Chemical group 0.000 claims 1
- 230000007246 mechanism Effects 0.000 claims 1
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- 238000012986 modification Methods 0.000 claims 1
- 150000002825 nitriles Chemical class 0.000 claims 1
- 239000000047 product Substances 0.000 description 55
- 238000003786 synthesis reaction Methods 0.000 description 42
- 230000015572 biosynthetic process Effects 0.000 description 38
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- 238000006243 chemical reaction Methods 0.000 description 35
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 35
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
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- 239000001488 sodium phosphate Substances 0.000 description 8
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- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 6
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- 239000006228 supernatant Substances 0.000 description 1
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- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000004043 trisaccharides Chemical class 0.000 description 1
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/18—Preparation of compounds containing saccharide radicals produced by the action of a glycosyl transferase, e.g. alpha-, beta- or gamma-cyclodextrins
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
- C07H3/06—Oligosaccharides, i.e. having three to five saccharide radicals attached to each other by glycosidic linkages
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/04—Polysaccharides, i.e. compounds containing more than five saccharide radicals attached to each other by glycosidic bonds
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/12—Disaccharides
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/14—Preparation of compounds containing saccharide radicals produced by the action of a carbohydrase (EC 3.2.x), e.g. by alpha-amylase, e.g. by cellulase, hemicellulase
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/44—Preparation of O-glycosides, e.g. glucosides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Genetics & Genomics (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Microbiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Molecular Biology (AREA)
- Saccharide Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE8505842A SE451849B (sv) | 1985-12-11 | 1985-12-11 | Sett att syntetisera glykosidiska bindningar samt anvendning av pa detta sett erhallna produkter |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO864956D0 NO864956D0 (no) | 1986-12-09 |
| NO864956L true NO864956L (no) | 1987-06-12 |
Family
ID=20362418
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO864956A NO864956L (no) | 1985-12-11 | 1986-12-09 | Fremgangsmaate for styring av regioselektiviteten for glykosidbindinger. |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4918009A (ja) |
| EP (1) | EP0226563A1 (ja) |
| JP (1) | JP2716117B2 (ja) |
| CA (1) | CA1339112C (ja) |
| DK (1) | DK589386A (ja) |
| NO (1) | NO864956L (ja) |
| SE (1) | SE451849B (ja) |
Families Citing this family (68)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2605185B1 (fr) * | 1986-10-17 | 1993-08-20 | Meiji Seika Kaisha | Procede de culture des plantes |
| DE3722812A1 (de) * | 1987-07-10 | 1989-01-19 | Hoechst Ag | Disaccharidfluoride, verfahren zur enzymatischen herstellung mit(alpha)-glycosylfluoriden als substraten |
| SE466403B (sv) * | 1988-03-24 | 1992-02-10 | Kurt G I Nilsson | Saett att syntetisera oligosackarider |
| US5874261A (en) * | 1988-09-02 | 1999-02-23 | The Trustees Of The University Of Pennsylvania | Method for the purification of glycosyltransferases |
| SE466521B (sv) * | 1988-10-03 | 1992-02-24 | Kurt G I Nilsson | Reagens vid analys bestaaende av ett enzym och en annan ligand, vilka aer kovalent bundna till en vattenoloeslig partikel med en diameter paa mindre aen 500 aa |
| SE465516B (sv) * | 1989-08-18 | 1991-09-23 | Kurt G I Nilsson | Saett att framstaella en oligosackaridfoerening varvid glykosidas fraan en mollusk anvaendes |
| WO1991008748A1 (en) * | 1989-12-13 | 1991-06-27 | Glycomed Incorporated | Synthesis of rotavirus receptor saccharides |
| AU6902691A (en) * | 1989-12-13 | 1991-07-18 | Glycomed Incorporated | Synthetic receptor molecules recognizable by a rotavirus |
| US5583042A (en) * | 1990-04-16 | 1996-12-10 | Neose Pharmaceuticals, Inc. | Apparatus for the synthesis of saccharide compositions |
| US5180674A (en) | 1990-04-16 | 1993-01-19 | The Trustees Of The University Of Pennsylvania | Saccharide compositions, methods and apparatus for their synthesis |
| CA2062715A1 (en) | 1990-04-16 | 1991-10-17 | Steve Roth | Saccharide compositions, methods and apparatus for their synthesis |
| DE4013077A1 (de) * | 1990-04-25 | 1991-10-31 | Hoechst Ag | Verfahren zur glycosidasekatalysierten synthese von glycokonjugaten |
| CA2106301C (en) * | 1991-03-18 | 1999-04-06 | Chi-Huey Wong | Oligosaccharide enzyme substrates and inhibitors: method and compositions |
| US5278299A (en) * | 1991-03-18 | 1994-01-11 | Scripps Clinic And Research Foundation | Method and composition for synthesizing sialylated glycosyl compounds |
| US5461143A (en) * | 1991-03-18 | 1995-10-24 | The Scripps Research Institute | Oligosaccharide enzyme substrates and inhibitors: methods and compositions |
| US6518051B1 (en) | 1991-04-11 | 2003-02-11 | The Trustees Of The University Of Pennsylvania | Saccharide compositions, methods and apparatus for their synthesis |
| JP2782563B2 (ja) * | 1991-05-15 | 1998-08-06 | 寳酒造株式会社 | 新規糖質加水分解酵素 |
| US5403726A (en) * | 1991-07-30 | 1995-04-04 | The Scripps Research Institute | Enzymatic process for producing a galactosylβ1,3glycal disaccaride using β-galactosidase |
| SE9102292L (sv) * | 1991-08-06 | 1993-02-07 | Kurt G I Nilsson | Enzymatisk metod |
| WO1993005076A1 (en) * | 1991-08-30 | 1993-03-18 | Glyko, Inc. | Fluorophore assisted derivatization analysis of carbohydrates |
| EP0551107A2 (de) * | 1992-01-09 | 1993-07-14 | Hoechst Aktiengesellschaft | Verfahren zur beta-Galactosidase-katalysierten Transglycosidierung mit unphysiologischen Glycosyldonoren |
| DE69316754T2 (de) * | 1992-06-01 | 1998-07-16 | Biomembrane Inst | Schrittweise entfernung von monosacchariden vom reduzierenden ende von oligosacchariden und verwendungen davon |
| SE9301270D0 (sv) | 1993-04-19 | 1993-04-17 | Biosensor | |
| US5374541A (en) * | 1993-05-04 | 1994-12-20 | The Scripps Research Institute | Combined use of β-galactosidase and sialyltransferase coupled with in situ regeneration of CMP-sialic acid for one pot synthesis of oligosaccharides |
| US5409817A (en) * | 1993-05-04 | 1995-04-25 | Cytel, Inc. | Use of trans-sialidase and sialyltransferase for synthesis of sialylα2→3βgalactosides |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5432073B2 (ja) * | 1971-10-14 | 1979-10-11 | ||
| FR2263747B1 (ja) * | 1974-03-12 | 1977-12-02 | Roussel Uclaf | |
| JPS545070A (en) * | 1977-06-13 | 1979-01-16 | Hayashibara Biochem Lab | Production of sweetening agent |
| AT362526B (de) * | 1977-09-13 | 1981-05-25 | Boehringer Mannheim Gmbh | Verfahren und reagens zur bestimmung von alpha- -amylase |
| US4225672A (en) * | 1979-02-27 | 1980-09-30 | Hall Leo M | Method for producing maltooligosaccharide glycosides |
| DE3000292A1 (de) * | 1980-01-05 | 1981-07-09 | Behringwerke Ag, 3550 Marburg | Indoxylmaltodextrine, verfahren zu ihrer herstellung und ihre verwendung |
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| JPS5939268A (ja) * | 1982-08-30 | 1984-03-03 | Sanyo Kokusaku Pulp Co Ltd | 甘味料の製造法 |
| GB8316790D0 (en) * | 1983-06-21 | 1983-07-27 | Tate & Lyle Plc | Chemical process |
| JPS6183195A (ja) * | 1984-08-24 | 1986-04-26 | Wako Pure Chem Ind Ltd | 新規なオリゴサツカライド誘導体、及びこれを基質として用いるα−アミラ−ゼ活性測定法 |
-
1985
- 1985-12-11 SE SE8505842A patent/SE451849B/sv not_active IP Right Cessation
-
1986
- 1986-12-02 EP EP86850414A patent/EP0226563A1/en not_active Withdrawn
- 1986-12-04 US US07/938,703 patent/US4918009A/en not_active Expired - Lifetime
- 1986-12-08 DK DK589386A patent/DK589386A/da not_active Application Discontinuation
- 1986-12-09 NO NO864956A patent/NO864956L/no unknown
- 1986-12-10 CA CA000524898A patent/CA1339112C/en not_active Expired - Fee Related
- 1986-12-11 JP JP61295689A patent/JP2716117B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| EP0226563A1 (en) | 1987-06-24 |
| SE8505842L (sv) | 1987-06-12 |
| CA1339112C (en) | 1997-07-29 |
| NO864956D0 (no) | 1986-12-09 |
| DK589386A (da) | 1987-06-12 |
| JPS62240695A (ja) | 1987-10-21 |
| SE8505842D0 (sv) | 1985-12-11 |
| JP2716117B2 (ja) | 1998-02-18 |
| DK589386D0 (da) | 1986-12-08 |
| US4918009A (en) | 1990-04-17 |
| SE451849B (sv) | 1987-11-02 |
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