CA2454006C - Pullulan-containing powder, the process for the same and use thereof - Google Patents
Pullulan-containing powder, the process for the same and use thereof Download PDFInfo
- Publication number
- CA2454006C CA2454006C CA2454006A CA2454006A CA2454006C CA 2454006 C CA2454006 C CA 2454006C CA 2454006 A CA2454006 A CA 2454006A CA 2454006 A CA2454006 A CA 2454006A CA 2454006 C CA2454006 C CA 2454006C
- Authority
- CA
- Canada
- Prior art keywords
- pullulan
- powder
- containing powder
- trehalose
- moisture
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired - Fee Related
Links
- 229920001218 Pullulan Polymers 0.000 title claims abstract description 299
- 235000019423 pullulan Nutrition 0.000 title claims abstract description 299
- 239000004373 Pullulan Substances 0.000 title claims abstract description 298
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- 238000000034 method Methods 0.000 title claims abstract description 29
- 230000008569 process Effects 0.000 title claims abstract description 12
- 150000001720 carbohydrates Chemical class 0.000 claims description 113
- -1 cyclic tetrasaccharides Chemical class 0.000 claims description 32
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- 238000010298 pulverizing process Methods 0.000 claims description 17
- HDTRYLNUVZCQOY-UHFFFAOYSA-N neotrehalose Chemical compound OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 claims description 12
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- 239000002904 solvent Substances 0.000 claims description 6
- 238000012258 culturing Methods 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 49
- 238000004090 dissolution Methods 0.000 abstract description 23
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- DPVHGFAJLZWDOC-PVXXTIHASA-N (2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-3,4,5-triol;dihydrate Chemical compound O.O.O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 DPVHGFAJLZWDOC-PVXXTIHASA-N 0.000 description 59
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- 239000012452 mother liquor Substances 0.000 description 1
- 239000010413 mother solution Substances 0.000 description 1
- 238000009740 moulding (composite fabrication) Methods 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- WCVRQHFDJLLWFE-UHFFFAOYSA-N pentane-1,2-diol Chemical compound CCCC(O)CO WCVRQHFDJLLWFE-UHFFFAOYSA-N 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 230000002165 photosensitisation Effects 0.000 description 1
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- 239000005017 polysaccharide Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- FDRQPMVGJOQVTL-UHFFFAOYSA-N quercetin rutinoside Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC=2C(C3=C(O)C=C(O)C=C3OC=2C=2C=C(O)C(O)=CC=2)=O)O1 FDRQPMVGJOQVTL-UHFFFAOYSA-N 0.000 description 1
- 235000021067 refined food Nutrition 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000011369 resultant mixture Substances 0.000 description 1
- ALABRVAAKCSLSC-UHFFFAOYSA-N rutin Natural products CC1OC(OCC2OC(O)C(O)C(O)C2O)C(O)C(O)C1OC3=C(Oc4cc(O)cc(O)c4C3=O)c5ccc(O)c(O)c5 ALABRVAAKCSLSC-UHFFFAOYSA-N 0.000 description 1
- 235000005493 rutin Nutrition 0.000 description 1
- 229960004555 rutoside Drugs 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 239000002195 soluble material Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229940032085 sucrose monolaurate Drugs 0.000 description 1
- 239000007940 sugar coated tablet Substances 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 239000000606 toothpaste Substances 0.000 description 1
- VLPFTAMPNXLGLX-UHFFFAOYSA-N trioctanoin Chemical compound CCCCCCCC(=O)OCC(OC(=O)CCCCCCC)COC(=O)CCCCCCC VLPFTAMPNXLGLX-UHFFFAOYSA-N 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/12—Powdering or granulating
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/20—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/20—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents
- A23L29/269—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents of microbial origin, e.g. xanthan or dextran
- A23L29/274—Pullulan
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23P—SHAPING OR WORKING OF FOODSTUFFS, NOT FULLY COVERED BY A SINGLE OTHER SUBCLASS
- A23P20/00—Coating of foodstuffs; Coatings therefor; Making laminated, multi-layered, stuffed or hollow foodstuffs
- A23P20/20—Making of laminated, multi-layered, stuffed or hollow foodstuffs, e.g. by wrapping in preformed edible dough sheets or in edible food containers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0212—Face masks
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/11—Encapsulated compositions
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/16—Emollients or protectives, e.g. against radiation
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0009—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
- C08B37/0018—Pullulan, i.e. (alpha-1,4)(alpha-1,6)-D-glucan; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/12—Powdering or granulating
- C08J3/14—Powdering or granulating by precipitation from solutions
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L5/00—Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2305/00—Characterised by the use of polysaccharides or of their derivatives not provided for in groups C08J2301/00 or C08J2303/00
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L5/00—Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00
- C08L5/16—Cyclodextrin; Derivatives thereof
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Food Science & Technology (AREA)
- Nutrition Science (AREA)
- Dispersion Chemistry (AREA)
- Dermatology (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Toxicology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Cosmetics (AREA)
- Medicinal Preparation (AREA)
- Jellies, Jams, And Syrups (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Soy Sauces And Products Related Thereto (AREA)
- Seasonings (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- General Preparation And Processing Of Foods (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2001-220683 | 2001-07-19 | ||
| JP2001220683 | 2001-07-19 | ||
| JP2001309759A JP4132767B2 (ja) | 2001-07-19 | 2001-10-05 | プルラン含有粉末とその製造方法並びに用途 |
| JP2001-309759 | 2001-10-05 | ||
| PCT/JP2002/007271 WO2003008495A1 (fr) | 2001-07-19 | 2002-07-17 | Poudre contenant du pullulane, procede de production associe et utilisation de ladite poudre |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2454006A1 CA2454006A1 (en) | 2003-01-30 |
| CA2454006C true CA2454006C (en) | 2010-10-19 |
Family
ID=26619063
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2454006A Expired - Fee Related CA2454006C (en) | 2001-07-19 | 2002-07-17 | Pullulan-containing powder, the process for the same and use thereof |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US8821934B2 (enExample) |
| EP (1) | EP1454950B1 (enExample) |
| JP (1) | JP4132767B2 (enExample) |
| KR (1) | KR100946828B1 (enExample) |
| AT (1) | ATE487389T1 (enExample) |
| AU (1) | AU2002318742B2 (enExample) |
| CA (1) | CA2454006C (enExample) |
| DE (1) | DE60238273D1 (enExample) |
| TW (1) | TW574300B (enExample) |
| WO (1) | WO2003008495A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11940444B2 (en) | 2013-11-08 | 2024-03-26 | Mcmaster University | Method of stabilizing molecules without refrigeration using water soluble polymers and applications thereof in performing chemical reactions |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPWO2004096283A1 (ja) * | 2003-05-02 | 2006-07-13 | 株式会社林原生物化学研究所 | ソフトカプセル皮膜及びソフトカプセル |
| US7666396B2 (en) | 2003-09-11 | 2010-02-23 | Kimberly-Clark Worldwide, Inc. | Single-use moisturizing product |
| FR2880262B1 (fr) * | 2005-01-03 | 2013-11-08 | Oreal | Article cosmetique ou dermatologique comportant un support soluble dans l'eau |
| US8900629B2 (en) | 2007-04-05 | 2014-12-02 | University Of Kansas | Rapidly dissolving pharmaceutical compositions comprising pullulan |
| CA2682752C (en) * | 2007-04-05 | 2015-07-07 | University Of Kansas | Rapidly dissolving pharmaceutical compositions comprising pullulan |
| JP2008255066A (ja) * | 2007-04-06 | 2008-10-23 | Shirako:Kk | 新規パック用化粧品組成物 |
| US20090162516A1 (en) * | 2007-12-21 | 2009-06-25 | Brown Solomon E | Edible, water-soluble film |
| EP2583982B1 (en) * | 2010-06-17 | 2021-10-06 | Hayashibara Co., Ltd. | Method for producing pullulan-containing powder |
| EP2663294B1 (en) | 2011-01-11 | 2015-09-30 | Capsugel Belgium NV | New hard capsules comprising pullulan |
| TWI434706B (zh) | 2011-12-15 | 2014-04-21 | Ind Tech Res Inst | 腸溶及腸酵素可分解材料及其製備方法 |
| CN110678555B (zh) | 2017-04-14 | 2023-10-13 | 比利时胶囊公司 | 制作普鲁兰的方法 |
| JP2020516653A (ja) | 2017-04-14 | 2020-06-11 | カプスゲル・ベルギウム・ナムローゼ・フェンノートシャップＣａｐｓｕｇｅｌ Ｂｅｌｇｉｕｍ ＮＶ | プルランカプセル |
| US10899849B2 (en) | 2019-04-30 | 2021-01-26 | Lefan Capsule International Inc | Method for the production of pullulan capsules |
| US10894971B1 (en) * | 2019-06-26 | 2021-01-19 | Lefan Capsule International Inc | Method for the production of pullulan soft capsules |
| WO2021207833A1 (en) * | 2020-04-13 | 2021-10-21 | Mcmaster University | Method of long-term preservation of chemical and biological species using sugar glasses |
| WO2023044057A1 (en) * | 2021-09-17 | 2023-03-23 | President And Fellows Of Harvard College | Biodegradable fibers, scaffolds, and methods of use thereof |
| WO2023044055A1 (en) * | 2021-09-17 | 2023-03-23 | President And Fellows Of Harvard College | Biodegradable and bioactive fibers, scaffolds, and methods of use thereof |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
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| JPS58164683A (ja) | 1982-03-25 | 1983-09-29 | Takeda Chem Ind Ltd | 安定化された固体組成物 |
| JPS58216995A (ja) | 1982-06-11 | 1983-12-16 | 株式会社日立製作所 | 核燃料用チヤンネル取扱具 |
| JPH0651843B2 (ja) * | 1986-04-07 | 1994-07-06 | 住友精化株式会社 | 吸水性組成物 |
| JPS63164858A (ja) | 1986-12-27 | 1988-07-08 | Unie Koroido Kk | 軟カプセルの外皮 |
| JPH01170977A (ja) | 1987-12-25 | 1989-07-06 | Nec Corp | ネットワーク型教育システム |
| JP2560381B2 (ja) * | 1988-01-29 | 1996-12-04 | 武田薬品工業株式会社 | 糖衣液、糖衣層及びその形成法 |
| JP2815402B2 (ja) * | 1989-06-12 | 1998-10-27 | タマ生化学株式会社 | グリチルリチン製剤 |
| JP2653301B2 (ja) | 1991-12-05 | 1997-09-17 | 住友金属工業株式会社 | 低ｐ転炉滓の再利用方法 |
| JP3350823B2 (ja) | 1992-03-04 | 2002-11-25 | 株式会社林原生物化学研究所 | 結着剤とその用途 |
| US5411945A (en) * | 1992-08-29 | 1995-05-02 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | Pullulan binder and its uses |
| US6005100A (en) * | 1992-12-02 | 1999-12-21 | Kabushiki Kaisha Hayashibara Seitbutsu Kagaku Kenkyujo | Trehalose composition for prolonging product shelf life |
| DE69332781T2 (de) * | 1992-12-28 | 2004-02-12 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | Reinigung von Trehalose |
| JP3559585B2 (ja) | 1993-06-03 | 2004-09-02 | 株式会社林原生物化学研究所 | トレハロース遊離酵素とその製造方法並びに用途 |
| JP3633648B2 (ja) | 1993-07-20 | 2005-03-30 | 株式会社林原生物化学研究所 | マルトース・トレハロース変換酵素とその製造方法並びに用途 |
| JPH07248097A (ja) | 1994-03-11 | 1995-09-26 | Ishikawajima Harima Heavy Ind Co Ltd | 低温液化ガスタンク |
| JP3793590B2 (ja) * | 1994-06-27 | 2006-07-05 | 株式会社林原生物化学研究所 | 非還元性糖質とその製造方法並びに用途 |
| JP3610688B2 (ja) * | 1996-08-13 | 2005-01-19 | 不二製油株式会社 | 大豆蛋白含有ココア顆粒及びその製造法 |
| TW466116B (en) * | 1997-03-04 | 2001-12-01 | Hayashibara Biochem Lab | Reduction inhibitory agent for active-oxygen eliminating activity, method for inhibiting the reduction of said activity, and composition containing said agent |
| JP2000234937A (ja) | 1999-02-16 | 2000-08-29 | Toyota Motor Corp | ナビゲーション装置 |
| JP2001048765A (ja) * | 1999-05-28 | 2001-02-20 | Hayashibara Bijutsu Minto:Kk | 薫 香 |
| US7192746B2 (en) * | 2000-05-22 | 2007-03-20 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | α-Isomaltosyltransferase, process for producing the same and use thereof |
| JP3970540B2 (ja) | 2000-05-30 | 2007-09-05 | 高砂香料工業株式会社 | コーティング剤およびコーティング粉末 |
| TWI312369B (en) | 2000-08-01 | 2009-07-21 | Hayashibara Biochem Lab | A-isomaltosylglucosaccharide synthase,process for producing the same and use thereof |
| JP4203322B2 (ja) | 2001-04-26 | 2008-12-24 | 株式会社林原生物化学研究所 | プルラン高含有成形物とその製造方法並びにその用途 |
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- 2002-07-18 TW TW091116031A patent/TW574300B/zh not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11940444B2 (en) | 2013-11-08 | 2024-03-26 | Mcmaster University | Method of stabilizing molecules without refrigeration using water soluble polymers and applications thereof in performing chemical reactions |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2003096103A (ja) | 2003-04-03 |
| US20040197410A1 (en) | 2004-10-07 |
| US8821934B2 (en) | 2014-09-02 |
| JP4132767B2 (ja) | 2008-08-13 |
| EP1454950A4 (en) | 2005-06-15 |
| DE60238273D1 (de) | 2010-12-23 |
| CA2454006A1 (en) | 2003-01-30 |
| WO2003008495A1 (fr) | 2003-01-30 |
| TW574300B (en) | 2004-02-01 |
| ATE487389T1 (de) | 2010-11-15 |
| KR100946828B1 (ko) | 2010-03-12 |
| EP1454950A1 (en) | 2004-09-08 |
| KR20040020860A (ko) | 2004-03-09 |
| EP1454950B1 (en) | 2010-11-10 |
| AU2002318742B2 (en) | 2007-01-04 |
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