AU2009244742B2 - Method of forming non-immunogenic hydrophobic protein nanoparticles and uses therefor - Google Patents
Method of forming non-immunogenic hydrophobic protein nanoparticles and uses therefor Download PDFInfo
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- AU2009244742B2 AU2009244742B2 AU2009244742A AU2009244742A AU2009244742B2 AU 2009244742 B2 AU2009244742 B2 AU 2009244742B2 AU 2009244742 A AU2009244742 A AU 2009244742A AU 2009244742 A AU2009244742 A AU 2009244742A AU 2009244742 B2 AU2009244742 B2 AU 2009244742B2
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- Australia
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- nanoparticles
- zein
- nanoparticle
- approximately
- prolamine
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7028—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages
- A61K31/7034—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin
- A61K31/704—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin attached to a condensed carbocyclic ring system, e.g. sennosides, thiocolchicosides, escin, daunorubicin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7088—Compounds having three or more nucleosides or nucleotides
- A61K31/713—Double-stranded nucleic acids or oligonucleotides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/715—Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
- A61K31/716—Glucans
- A61K31/721—Dextrans
-
- 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
- A61K47/42—Proteins; Polypeptides; Degradation products thereof; Derivatives thereof, e.g. albumin, gelatin or zein
-
- 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
- A61K47/50—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 the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—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 the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/56—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 the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule
- A61K47/59—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 the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyureas or polyurethanes
- A61K47/60—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 the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyureas or polyurethanes the organic macromolecular compound being a polyoxyalkylene oligomer, polymer or dendrimer, e.g. PEG, PPG, PEO or polyglycerol
-
- 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
- A61K47/50—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 the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/69—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 the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit
- A61K47/6921—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 the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit the form being a particulate, a powder, an adsorbate, a bead or a sphere
- A61K47/6927—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 the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit the form being a particulate, a powder, an adsorbate, a bead or a sphere the form being a solid microparticle having no hollow or gas-filled cores
- A61K47/6929—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 the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit the form being a particulate, a powder, an adsorbate, a bead or a sphere the form being a solid microparticle having no hollow or gas-filled cores the form being a nanoparticle, e.g. an immuno-nanoparticle
- A61K47/6931—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 the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the conjugate being characterised by physical or galenical forms, e.g. emulsion, particle, inclusion complex, stent or kit the form being a particulate, a powder, an adsorbate, a bead or a sphere the form being a solid microparticle having no hollow or gas-filled cores the form being a nanoparticle, e.g. an immuno-nanoparticle the material constituting the nanoparticle being a polymer
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1682—Processes
-
- 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
- A61P17/14—Drugs for dermatological disorders for baldness or alopecia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y5/00—Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/107—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides
- C07K1/113—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides without change of the primary structure
- C07K1/1136—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides without change of the primary structure by reversible modification of the secondary, tertiary or quarternary structure, e.g. using denaturating or stabilising agents
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Molecular Biology (AREA)
- Organic Chemistry (AREA)
- Nanotechnology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Biophysics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biochemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Medical Informatics (AREA)
- General Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Immunology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Dermatology (AREA)
- Medicinal Preparation (AREA)
- Peptides Or Proteins (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12713408P | 2008-05-09 | 2008-05-09 | |
| US61/127,134 | 2008-05-09 | ||
| PCT/US2009/002935 WO2009137112A1 (en) | 2008-05-09 | 2009-05-11 | Method of forming non-immunogenic hydrophobic protein nanoparticles and uses therefor |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2009244742A1 AU2009244742A1 (en) | 2009-11-12 |
| AU2009244742B2 true AU2009244742B2 (en) | 2014-11-06 |
Family
ID=41264904
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2009244742A Active AU2009244742B2 (en) | 2008-05-09 | 2009-05-11 | Method of forming non-immunogenic hydrophobic protein nanoparticles and uses therefor |
Country Status (11)
| Country | Link |
|---|---|
| US (2) | US8669225B2 (OSRAM) |
| EP (1) | EP2285825B1 (OSRAM) |
| JP (2) | JP5546532B2 (OSRAM) |
| KR (1) | KR101616771B1 (OSRAM) |
| CN (1) | CN102066399B (OSRAM) |
| AU (1) | AU2009244742B2 (OSRAM) |
| BR (1) | BRPI0908686B8 (OSRAM) |
| CA (1) | CA2723563C (OSRAM) |
| IL (1) | IL209155A (OSRAM) |
| RU (1) | RU2010146684A (OSRAM) |
| WO (1) | WO2009137112A1 (OSRAM) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2691531C (en) | 2007-06-22 | 2016-11-01 | Board Of Regents,The University Of Texas System | Formation of stable submicron peptide or protein particles by thin film freezing |
| KR101616771B1 (ko) * | 2008-05-09 | 2016-04-29 | 사우스다코타주립대학 | 비면역원성의 소수성 단백질 나노입자의 형성방법 및 그 용도 |
| US8697098B2 (en) | 2011-02-25 | 2014-04-15 | South Dakota State University | Polymer conjugated protein micelles |
| US20140234420A1 (en) * | 2008-05-09 | 2014-08-21 | Omathanu P. Perumal | Method of Treating Skin Disorders using Nanoscale Delivery Devices and Transdermal Enhancing Compositions |
| WO2010056657A2 (en) | 2008-11-16 | 2010-05-20 | Board Of Regents, The Univesity Of Texas System | Low viscosity highly concentrated suspensions |
| BR112012033806B1 (pt) | 2010-06-30 | 2019-10-15 | Unilever N.V. | Composição na forma de partícula compreendendo polímero hidrofóbico e composto fenólico, método para preparação da composição e uso da composição |
| PL2594140T3 (pl) * | 2010-07-16 | 2019-09-30 | Universidad De Navarra | Nanocząstki do kapsułkowania związków, ich wytwarzanie i zastosowanie |
| CN102120823B (zh) * | 2011-01-06 | 2016-08-03 | 鲁传华 | 水溶性玉米朊的合成及在药物制剂中的运用 |
| JP2014518842A (ja) | 2011-02-25 | 2014-08-07 | サウス ダコタ ステート ユニバーシティー | ポリマーコンジュゲートタンパク質ミセル |
| EP2678007A4 (en) * | 2011-02-25 | 2015-08-12 | Univ South Dakota | PROTEIN NANOTRIER FOR TOPICAL ADMINISTRATION |
| WO2012122544A2 (en) * | 2011-03-10 | 2012-09-13 | Board Of Regents, The University Of Texas System | Protein nanoparticle dispersions |
| CN104203092A (zh) * | 2011-08-26 | 2014-12-10 | 维科纳米医药有限公司 | 病原体和物质陷阱 |
| EP2625966A1 (en) | 2012-02-13 | 2013-08-14 | Bionanoplus, S.L. | Nanoparticles comprising a vegetable hydrophobic protein and a water miscible non-volatile organic solvent and uses thereof |
| WO2014005299A1 (en) * | 2012-07-04 | 2014-01-09 | Empire Technology Development Llc | Quantum dot-protein complexes, films, and methods of use |
| KR102045732B1 (ko) * | 2012-12-28 | 2019-11-18 | 엘지디스플레이 주식회사 | 온도감응형 계면활성제를 이용한 수용성 나노입자의 제조방법 |
| US20150150822A1 (en) * | 2013-06-04 | 2015-06-04 | South Dakota State University | Novel core-shell nanoparticles for oral drug delivery |
| IL228528A (en) | 2013-09-17 | 2015-01-29 | Technion Res & Dev Foundation | Potato-based nanoparticles |
| WO2016057799A1 (en) * | 2014-10-09 | 2016-04-14 | Therakine | Use of meso-and nanoporous material for surfactant trapping in nanoparticle suspensions |
| WO2018071864A1 (en) | 2016-10-13 | 2018-04-19 | Thomas Jefferson University | Delivery compositions, and methods of making and using same |
| JP7169671B2 (ja) | 2017-06-02 | 2022-11-11 | テイカ製薬株式会社 | 難水溶性成分可溶化ミセル及びそれを含有する液剤 |
| TWI642685B (zh) * | 2017-07-26 | 2018-12-01 | 中原大學 | 新穎胜肽及其應用 |
| CN109432433A (zh) * | 2018-10-30 | 2019-03-08 | 中国药科大学 | 一种纳米载体的制备方法和用途 |
| CN109730976B (zh) * | 2018-12-24 | 2020-06-09 | 华中科技大学 | 一种基于自由基氧化制备白蛋白纳米粒的方法 |
| CN110251487B (zh) * | 2019-08-01 | 2021-11-02 | 郑州大学 | 一种提高多西他赛载药量和口服生物利用度的醇溶蛋白纳米粒的制备方法及其应用 |
| CN112121019B (zh) * | 2020-09-23 | 2022-05-31 | 合肥工业大学 | 抗氧化型淀粉基糊精复合纳米颗粒及其制备方法与应用 |
| CN115025054B (zh) * | 2022-06-09 | 2023-12-22 | 四川普锐特药业有限公司 | 一种以乳铁蛋白为载体的纳米组合物的制备方法 |
| CN116998582A (zh) * | 2023-08-08 | 2023-11-07 | 扬州大学 | 一种高溶解度油料植物蛋白的制备方法 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996031231A1 (en) * | 1995-04-04 | 1996-10-10 | Elan Corporation, Plc | Controlled release biodegradable nanoparticles containing insulin |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2236521A (en) | 1937-08-12 | 1941-04-01 | Zein Corp Of America | Ink |
| US5330778A (en) | 1988-09-19 | 1994-07-19 | Opta Food Ingredients, Inc. | Hydrophobic protein microparticles |
| WO1991006287A1 (en) | 1989-11-06 | 1991-05-16 | Enzytech, Inc. | Protein microspheres and methods of using them |
| US5254673A (en) | 1991-12-26 | 1993-10-19 | Opta Food Ingredients, Inc. | Purification of zein from corn gluten meal |
| MY153295A (en) * | 2004-09-29 | 2015-01-29 | Nestec Sa | Nanoparticulated whey proteins |
| US20070148251A1 (en) | 2005-12-22 | 2007-06-28 | Hossainy Syed F A | Nanoparticle releasing medical devices |
| CN101415395B (zh) * | 2006-03-29 | 2012-02-08 | 富士胶片株式会社 | 酪蛋白纳米粒子 |
| WO2008013785A2 (en) * | 2006-07-24 | 2008-01-31 | Singh-Broemer And Company, Inc. | Solid nanoparticle formulation of water insoluble pharmaceutical substances with reduced ostwald ripening |
| CN101485629B (zh) * | 2008-01-16 | 2013-01-23 | 沈阳药科大学 | 一种给药系统及其制备方法 |
| KR101616771B1 (ko) * | 2008-05-09 | 2016-04-29 | 사우스다코타주립대학 | 비면역원성의 소수성 단백질 나노입자의 형성방법 및 그 용도 |
| EP2678007A4 (en) * | 2011-02-25 | 2015-08-12 | Univ South Dakota | PROTEIN NANOTRIER FOR TOPICAL ADMINISTRATION |
-
2009
- 2009-05-11 KR KR1020107027648A patent/KR101616771B1/ko active Active
- 2009-05-11 CN CN200980123704.5A patent/CN102066399B/zh active Active
- 2009-05-11 AU AU2009244742A patent/AU2009244742B2/en active Active
- 2009-05-11 CA CA2723563A patent/CA2723563C/en active Active
- 2009-05-11 BR BRPI0908686A patent/BRPI0908686B8/pt active IP Right Grant
- 2009-05-11 JP JP2011508521A patent/JP5546532B2/ja active Active
- 2009-05-11 EP EP09743099.5A patent/EP2285825B1/en active Active
- 2009-05-11 RU RU2010146684/10A patent/RU2010146684A/ru not_active Application Discontinuation
- 2009-05-11 WO PCT/US2009/002935 patent/WO2009137112A1/en not_active Ceased
- 2009-05-11 US US12/991,872 patent/US8669225B2/en not_active Expired - Fee Related
-
2010
- 2010-11-04 IL IL209155A patent/IL209155A/en active IP Right Grant
-
2014
- 2014-03-10 US US14/203,476 patent/US9616021B2/en not_active Expired - Fee Related
- 2014-05-13 JP JP2014099344A patent/JP5851550B2/ja active Active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996031231A1 (en) * | 1995-04-04 | 1996-10-10 | Elan Corporation, Plc | Controlled release biodegradable nanoparticles containing insulin |
Non-Patent Citations (3)
| Title |
|---|
| CUI F ET AL, J CONTROLLED RELEASE, VOL 114, NO 2, AUGUST 2006, PAGES 242-250 * |
| LI S ET AL, BMC CANCER, VOL 8, NO 10, 14 ARIL 2008, PAGES 1-9 * |
| PARRIS-N ET AL, J AGRICULTURAL AND FOOD CHEMISTRY, VOL 53, 15 JUNE 2005, PAGES 4788-4792 * |
Also Published As
| Publication number | Publication date |
|---|---|
| IL209155A0 (en) | 2011-01-31 |
| US20110091565A1 (en) | 2011-04-21 |
| IL209155A (en) | 2016-07-31 |
| JP2011519932A (ja) | 2011-07-14 |
| BRPI0908686B8 (pt) | 2021-05-25 |
| CN102066399B (zh) | 2014-11-26 |
| HK1158221A1 (en) | 2012-07-13 |
| KR20110036704A (ko) | 2011-04-08 |
| US8669225B2 (en) | 2014-03-11 |
| US9616021B2 (en) | 2017-04-11 |
| EP2285825A4 (en) | 2012-11-28 |
| JP5546532B2 (ja) | 2014-07-09 |
| WO2009137112A1 (en) | 2009-11-12 |
| AU2009244742A1 (en) | 2009-11-12 |
| JP2014177474A (ja) | 2014-09-25 |
| JP5851550B2 (ja) | 2016-02-03 |
| KR101616771B1 (ko) | 2016-04-29 |
| CA2723563C (en) | 2017-12-12 |
| BRPI0908686B1 (pt) | 2020-09-29 |
| EP2285825A1 (en) | 2011-02-23 |
| CA2723563A1 (en) | 2009-11-12 |
| RU2010146684A (ru) | 2012-06-20 |
| CN102066399A (zh) | 2011-05-18 |
| EP2285825B1 (en) | 2020-07-15 |
| US20140308351A1 (en) | 2014-10-16 |
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