CA2331744C - Aloe pectins - Google Patents
Aloe pectins Download PDFInfo
- Publication number
- CA2331744C CA2331744C CA2331744A CA2331744A CA2331744C CA 2331744 C CA2331744 C CA 2331744C CA 2331744 A CA2331744 A CA 2331744A CA 2331744 A CA2331744 A CA 2331744A CA 2331744 C CA2331744 C CA 2331744C
- Authority
- CA
- Canada
- Prior art keywords
- aloe
- pectin
- extraction
- temperature
- aloe pectin
- 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 - Lifetime
Links
- 229920001277 pectin Polymers 0.000 title claims abstract description 447
- 239000001814 pectin Substances 0.000 title claims abstract description 444
- 235000010987 pectin Nutrition 0.000 title claims abstract description 441
- 235000011399 aloe vera Nutrition 0.000 title claims abstract description 226
- 241001116389 Aloe Species 0.000 title claims abstract description 217
- 241000283690 Bos taurus Species 0.000 claims abstract description 46
- 238000000605 extraction Methods 0.000 claims description 158
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 64
- 238000000034 method Methods 0.000 claims description 51
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 46
- SHZGCJCMOBCMKK-JFNONXLTSA-N L-rhamnopyranose Chemical compound C[C@@H]1OC(O)[C@H](O)[C@H](O)[C@H]1O SHZGCJCMOBCMKK-JFNONXLTSA-N 0.000 claims description 45
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 claims description 38
- PNNNRSAQSRJVSB-UHFFFAOYSA-N L-rhamnose Natural products CC(O)C(O)C(O)C(O)C=O PNNNRSAQSRJVSB-UHFFFAOYSA-N 0.000 claims description 36
- 102000004190 Enzymes Human genes 0.000 claims description 30
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- 238000000746 purification Methods 0.000 claims description 5
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims description 4
- 239000003456 ion exchange resin Substances 0.000 claims description 4
- 229920003303 ion-exchange polymer Polymers 0.000 claims description 4
- MPQBLCRFUYGBHE-AXMZGBSTSA-N (2r,3r,4s,5s)-2,4,5-trihydroxy-3-methoxyhexanal Chemical compound O=C[C@H](O)[C@H](OC)[C@@H](O)[C@H](C)O MPQBLCRFUYGBHE-AXMZGBSTSA-N 0.000 claims 8
- 239000000499 gel Substances 0.000 abstract description 124
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- 229910052791 calcium Inorganic materials 0.000 abstract description 22
- 150000001768 cations Chemical class 0.000 abstract description 19
- 238000001556 precipitation Methods 0.000 abstract description 19
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract description 17
- 239000000126 substance Substances 0.000 abstract description 16
- 235000002961 Aloe barbadensis Nutrition 0.000 abstract description 12
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- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 abstract description 7
- 238000013270 controlled release Methods 0.000 abstract description 4
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- 244000186892 Aloe vera Species 0.000 abstract 1
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 48
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- 230000007935 neutral effect Effects 0.000 description 25
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- 235000015103 Malus silvestris Nutrition 0.000 description 20
- 239000000725 suspension Substances 0.000 description 20
- 239000000523 sample Substances 0.000 description 18
- AEMOLEFTQBMNLQ-YMDCURPLSA-N D-galactopyranuronic acid Chemical compound OC1O[C@H](C(O)=O)[C@H](O)[C@H](O)[C@H]1O AEMOLEFTQBMNLQ-YMDCURPLSA-N 0.000 description 17
- 230000000694 effects Effects 0.000 description 16
- 229920002230 Pectic acid Polymers 0.000 description 15
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- 244000144927 Aloe barbadensis Species 0.000 description 12
- 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 description 12
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 12
- 229920001282 polysaccharide Polymers 0.000 description 12
- 239000005017 polysaccharide Substances 0.000 description 12
- 150000004804 polysaccharides Chemical class 0.000 description 12
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Chemical compound OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 11
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- 108020004774 Alkaline Phosphatase Proteins 0.000 description 10
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 10
- IAJILQKETJEXLJ-UHFFFAOYSA-N Galacturonsaeure Natural products O=CC(O)C(O)C(O)C(O)C(O)=O IAJILQKETJEXLJ-UHFFFAOYSA-N 0.000 description 10
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- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 238000006640 acetylation reaction Methods 0.000 description 9
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- 239000000843 powder Substances 0.000 description 9
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- 229920000189 Arabinogalactan Polymers 0.000 description 8
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 8
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 8
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 8
- 230000021736 acetylation Effects 0.000 description 8
- 235000019312 arabinogalactan Nutrition 0.000 description 8
- 239000011324 bead Substances 0.000 description 8
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- SATHPVQTSSUFFW-UHFFFAOYSA-N 4-[6-[(3,5-dihydroxy-4-methoxyoxan-2-yl)oxymethyl]-3,5-dihydroxy-4-methoxyoxan-2-yl]oxy-2-(hydroxymethyl)-6-methyloxane-3,5-diol Chemical compound OC1C(OC)C(O)COC1OCC1C(O)C(OC)C(O)C(OC2C(C(CO)OC(C)C2O)O)O1 SATHPVQTSSUFFW-UHFFFAOYSA-N 0.000 description 7
- 239000001904 Arabinogalactan Substances 0.000 description 7
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 7
- 238000002835 absorbance Methods 0.000 description 7
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 7
- PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 description 7
- 150000001720 carbohydrates Chemical class 0.000 description 7
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- 239000009194 citrus pectin Substances 0.000 description 7
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- 101100459438 Caenorhabditis elegans nac-1 gene Proteins 0.000 description 5
- AEMOLEFTQBMNLQ-AQKNRBDQSA-N D-glucopyranuronic acid Chemical compound OC1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O AEMOLEFTQBMNLQ-AQKNRBDQSA-N 0.000 description 5
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- 239000008188 pellet Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 229910000029 sodium carbonate Inorganic materials 0.000 description 5
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- XZKIHKMTEMTJQX-UHFFFAOYSA-N 4-Nitrophenyl Phosphate Chemical compound OP(O)(=O)OC1=CC=C([N+]([O-])=O)C=C1 XZKIHKMTEMTJQX-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- DCERHCFNWRGHLK-UHFFFAOYSA-N C[Si](C)C Chemical compound C[Si](C)C DCERHCFNWRGHLK-UHFFFAOYSA-N 0.000 description 4
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 4
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- 108091006629 SLC13A2 Proteins 0.000 description 4
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- MSWZFWKMSRAUBD-UHFFFAOYSA-N beta-D-galactosamine Natural products NC1C(O)OC(CO)C(O)C1O MSWZFWKMSRAUBD-UHFFFAOYSA-N 0.000 description 4
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- WROMPOXWARCANT-UHFFFAOYSA-N tfa trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.OC(=O)C(F)(F)F WROMPOXWARCANT-UHFFFAOYSA-N 0.000 description 1
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- QURCVMIEKCOAJU-UHFFFAOYSA-N trans-isoferulic acid Natural products COC1=CC=C(C=CC(O)=O)C=C1O QURCVMIEKCOAJU-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- 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
- C08B37/0003—General processes for their isolation or fractionation, e.g. purification or extraction from biomass
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
-
- 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
- C08B37/0045—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Galacturonans, e.g. methyl ester of (alpha-1,4)-linked D-galacturonic acid units, i.e. pectin, or hydrolysis product of methyl ester of alpha-1,4-linked D-galacturonic acid units, i.e. pectinic acid; Derivatives thereof
-
- 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
- C08B37/0045—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Galacturonans, e.g. methyl ester of (alpha-1,4)-linked D-galacturonic acid units, i.e. pectin, or hydrolysis product of methyl ester of alpha-1,4-linked D-galacturonic acid units, i.e. pectinic acid; Derivatives thereof
- C08B37/0048—Processes of extraction from organic materials
-
- 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
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
- C08J3/075—Macromolecular gels
-
- 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
- C08L5/06—Pectin; Derivatives thereof
-
- 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
- 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
- C08J2305/06—Pectin; Derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Materials Engineering (AREA)
- Dispersion Chemistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Epidemiology (AREA)
- Inorganic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Sustainable Development (AREA)
- Genetics & Genomics (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biotechnology (AREA)
- General Chemical & Material Sciences (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines Containing Plant Substances (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/078,204 US5929051A (en) | 1998-05-13 | 1998-05-13 | Aloe pectins |
| US09/078,204 | 1998-05-13 | ||
| PCT/US1999/010335 WO1999058575A1 (en) | 1998-05-13 | 1999-05-12 | Aloe pectins |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2331744A1 CA2331744A1 (en) | 1999-11-18 |
| CA2331744C true CA2331744C (en) | 2010-10-05 |
Family
ID=22142598
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2331744A Expired - Lifetime CA2331744C (en) | 1998-05-13 | 1999-05-12 | Aloe pectins |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5929051A (https=) |
| EP (2) | EP1607407A3 (https=) |
| JP (1) | JP2002514663A (https=) |
| KR (1) | KR100587423B1 (https=) |
| AU (1) | AU3898999A (https=) |
| CA (1) | CA2331744C (https=) |
| DE (1) | DE69927498T2 (https=) |
| WO (1) | WO1999058575A1 (https=) |
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| US7022683B1 (en) * | 1998-05-13 | 2006-04-04 | Carrington Laboratories, Inc. | Pharmacological compositions comprising pectins having high molecular weights and low degrees of methoxylation |
| US6313103B1 (en) * | 1998-05-13 | 2001-11-06 | Carrington Laboratories, Inc. | Pectic substance as a growth factor stabilizer |
| US6916495B2 (en) * | 1999-02-24 | 2005-07-12 | Allan Taylor | Preparation for regulating lower bowel function |
| WO2001052648A1 (en) * | 2000-01-19 | 2001-07-26 | University Of Pittsburgh | Improvements to artificial blood fluids and microflow drag reducing factors for enhanced blood circulation |
| US6777000B2 (en) * | 2001-02-28 | 2004-08-17 | Carrington Laboratories, Inc. | In-situ gel formation of pectin |
| US7494669B2 (en) * | 2001-02-28 | 2009-02-24 | Carrington Laboratories, Inc. | Delivery of physiological agents with in-situ gels comprising anionic polysaccharides |
| US20040170693A1 (en) * | 2001-04-10 | 2004-09-02 | Pedersen Anders Vango | Microcapsules |
| WO2005095463A1 (en) | 2004-03-26 | 2005-10-13 | Glycogenesys, Inc. | Modified pectins, compositions and methods related thereto |
| AR048709A1 (es) * | 2004-04-26 | 2006-05-17 | Cp Kelco Aps | Composicion dermoprotectora para controlar la alcalinidad y uso de la misma |
| AU2006249100B2 (en) * | 2005-05-18 | 2012-01-19 | Assistance Publique - Hospitaux De Paris | Colonic delivery of adsorbents |
| US20070098870A1 (en) * | 2005-10-27 | 2007-05-03 | Trudsoe Jens E | Composition containing alkylene oxide derivative of pectin |
| ES2425149T3 (es) * | 2005-11-25 | 2013-10-11 | Morinaga Milk Industry Co., Ltd. | Extracto de Aloe vera, método de preparación de extracto de Aloe vera y agente mejorador de la hiperglucemia |
| EP1986617A2 (en) * | 2006-02-20 | 2008-11-05 | Aristide Maffei | Extraction, preparation and use of active principles of the aloe plant to realize of self-medication devices such as aloe controlled-release gauzes, bandages, stockings, elastic bands and arch supports |
| US8048413B2 (en) | 2006-05-17 | 2011-11-01 | Helene Huguet | Site-specific intestinal delivery of adsorbents, alone or in combination with degrading molecules |
| US7850382B2 (en) * | 2007-01-18 | 2010-12-14 | Sanford, L.P. | Valve made from two materials and writing utensil with retractable tip incorporating same |
| US7488130B2 (en) | 2007-02-01 | 2009-02-10 | Sanford, L.P. | Seal assembly for retractable instrument |
| CA2687063C (en) * | 2007-05-11 | 2017-04-04 | Aloebiotics Research Labs, Inc. | Aloe preparation for skin enhancement |
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1998
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1999
- 1999-05-12 WO PCT/US1999/010335 patent/WO1999058575A1/en not_active Ceased
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- 1999-05-12 CA CA2331744A patent/CA2331744C/en not_active Expired - Lifetime
- 1999-05-12 KR KR1020007012701A patent/KR100587423B1/ko not_active Expired - Fee Related
- 1999-05-12 JP JP2000548377A patent/JP2002514663A/ja active Pending
- 1999-05-12 DE DE69927498T patent/DE69927498T2/de not_active Expired - Lifetime
- 1999-05-12 EP EP05077100A patent/EP1607407A3/en not_active Withdrawn
- 1999-05-12 EP EP99921889A patent/EP1086141B1/en not_active Expired - Lifetime
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| DE69927498T2 (de) | 2006-07-13 |
| US5929051A (en) | 1999-07-27 |
| EP1607407A3 (en) | 2006-05-24 |
| DE69927498D1 (de) | 2006-02-09 |
| AU3898999A (en) | 1999-11-29 |
| WO1999058575A1 (en) | 1999-11-18 |
| JP2002514663A (ja) | 2002-05-21 |
| EP1607407A2 (en) | 2005-12-21 |
| KR100587423B1 (ko) | 2006-06-08 |
| EP1086141A1 (en) | 2001-03-28 |
| EP1086141B1 (en) | 2005-09-28 |
| CA2331744A1 (en) | 1999-11-18 |
| KR20010052346A (ko) | 2001-06-25 |
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