JP2012512260A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2012512260A5 JP2012512260A5 JP2011542440A JP2011542440A JP2012512260A5 JP 2012512260 A5 JP2012512260 A5 JP 2012512260A5 JP 2011542440 A JP2011542440 A JP 2011542440A JP 2011542440 A JP2011542440 A JP 2011542440A JP 2012512260 A5 JP2012512260 A5 JP 2012512260A5
- Authority
- JP
- Japan
- Prior art keywords
- composition
- organic solvent
- liposomes
- muc
- mixture
- 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.)
- Pending
Links
- 108090000765 processed proteins & peptides Proteins 0.000 claims description 11
- 150000001413 amino acids Chemical group 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims 35
- 239000002502 liposome Substances 0.000 claims 14
- 239000003960 organic solvent Substances 0.000 claims 11
- 102100034256 Mucin-1 Human genes 0.000 claims 9
- 108010008707 Mucin-1 Proteins 0.000 claims 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 8
- 150000002632 lipids Chemical class 0.000 claims 6
- 238000001816 cooling Methods 0.000 claims 5
- 239000002245 particle Substances 0.000 claims 5
- KILNVBDSWZSGLL-KXQOOQHDSA-N 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC KILNVBDSWZSGLL-KXQOOQHDSA-N 0.000 claims 4
- PORPENFLTBBHSG-MGBGTMOVSA-N 1,2-dihexadecanoyl-sn-glycerol-3-phosphate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC PORPENFLTBBHSG-MGBGTMOVSA-N 0.000 claims 4
- TZCPCKNHXULUIY-RGULYWFUSA-N 1,2-distearoyl-sn-glycero-3-phosphoserine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCCCC TZCPCKNHXULUIY-RGULYWFUSA-N 0.000 claims 4
- 238000009472 formulation Methods 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 238000002360 preparation method Methods 0.000 claims 3
- 229960005486 vaccine Drugs 0.000 claims 3
- WKJDWDLHIOUPPL-JSOSNVBQSA-N (2s)-2-amino-3-({[(2r)-2,3-bis(tetradecanoyloxy)propoxy](hydroxy)phosphoryl}oxy)propanoic acid Chemical compound CCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCC WKJDWDLHIOUPPL-JSOSNVBQSA-N 0.000 claims 2
- CITHEXJVPOWHKC-UUWRZZSWSA-N 1,2-di-O-myristoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC CITHEXJVPOWHKC-UUWRZZSWSA-N 0.000 claims 2
- SLKDGVPOSSLUAI-PGUFJCEWSA-N 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine zwitterion Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC SLKDGVPOSSLUAI-PGUFJCEWSA-N 0.000 claims 2
- YFWHNAWEOZTIPI-DIPNUNPCSA-N 1,2-dioctadecanoyl-sn-glycerol-3-phosphate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCC YFWHNAWEOZTIPI-DIPNUNPCSA-N 0.000 claims 2
- NRJAVPSFFCBXDT-HUESYALOSA-N 1,2-distearoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC NRJAVPSFFCBXDT-HUESYALOSA-N 0.000 claims 2
- LVNGJLRDBYCPGB-UHFFFAOYSA-N 1,2-distearoylphosphatidylethanolamine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(COP([O-])(=O)OCC[NH3+])OC(=O)CCCCCCCCCCCCCCCCC LVNGJLRDBYCPGB-UHFFFAOYSA-N 0.000 claims 2
- OZSITQMWYBNPMW-GDLZYMKVSA-N 1,2-ditetradecanoyl-sn-glycerol-3-phosphate Chemical compound CCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(O)=O)OC(=O)CCCCCCCCCCCCC OZSITQMWYBNPMW-GDLZYMKVSA-N 0.000 claims 2
- BIABMEZBCHDPBV-MPQUPPDSSA-N 1,2-palmitoyl-sn-glycero-3-phospho-(1'-sn-glycerol) Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@@H](O)CO)OC(=O)CCCCCCCCCCCCCCC BIABMEZBCHDPBV-MPQUPPDSSA-N 0.000 claims 2
- NEZDNQCXEZDCBI-UHFFFAOYSA-N 2-azaniumylethyl 2,3-di(tetradecanoyloxy)propyl phosphate Chemical compound CCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCC NEZDNQCXEZDCBI-UHFFFAOYSA-N 0.000 claims 2
- KLFKZIQAIPDJCW-HTIIIDOHSA-N Dipalmitoylphosphatidylserine Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCC KLFKZIQAIPDJCW-HTIIIDOHSA-N 0.000 claims 2
- JZNWSCPGTDBMEW-UHFFFAOYSA-N Glycerophosphorylethanolamin Natural products NCCOP(O)(=O)OCC(O)CO JZNWSCPGTDBMEW-UHFFFAOYSA-N 0.000 claims 2
- ZWZWYGMENQVNFU-UHFFFAOYSA-N Glycerophosphorylserin Natural products OC(=O)C(N)COP(O)(=O)OCC(O)CO ZWZWYGMENQVNFU-UHFFFAOYSA-N 0.000 claims 2
- FVJZSBGHRPJMMA-IOLBBIBUSA-N PG(18:0/18:0) Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@@H](O)CO)OC(=O)CCCCCCCCCCCCCCCCC FVJZSBGHRPJMMA-IOLBBIBUSA-N 0.000 claims 2
- ATBOMIWRCZXYSZ-XZBBILGWSA-N [1-[2,3-dihydroxypropoxy(hydroxy)phosphoryl]oxy-3-hexadecanoyloxypropan-2-yl] (9e,12e)-octadeca-9,12-dienoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCC\C=C\C\C=C\CCCCC ATBOMIWRCZXYSZ-XZBBILGWSA-N 0.000 claims 2
- AWUCVROLDVIAJX-UHFFFAOYSA-N alpha-glycerophosphate Natural products OCC(O)COP(O)(O)=O AWUCVROLDVIAJX-UHFFFAOYSA-N 0.000 claims 2
- 229960003724 dimyristoylphosphatidylcholine Drugs 0.000 claims 2
- 229960005160 dimyristoylphosphatidylglycerol Drugs 0.000 claims 2
- BPHQZTVXXXJVHI-AJQTZOPKSA-N ditetradecanoyl phosphatidylglycerol Chemical compound CCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@@H](O)CO)OC(=O)CCCCCCCCCCCCC BPHQZTVXXXJVHI-AJQTZOPKSA-N 0.000 claims 2
- 150000008104 phosphatidylethanolamines Chemical class 0.000 claims 2
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 claims 1
- FWMNVWWHGCHHJJ-SKKKGAJSSA-N 4-amino-1-[(2r)-6-amino-2-[[(2r)-2-[[(2r)-2-[[(2r)-2-amino-3-phenylpropanoyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]hexanoyl]piperidine-4-carboxylic acid Chemical compound C([C@H](C(=O)N[C@H](CC(C)C)C(=O)N[C@H](CCCCN)C(=O)N1CCC(N)(CC1)C(O)=O)NC(=O)[C@H](N)CC=1C=CC=CC=1)C1=CC=CC=C1 FWMNVWWHGCHHJJ-SKKKGAJSSA-N 0.000 claims 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims 1
- 239000004472 Lysine Substances 0.000 claims 1
- 229930182558 Sterol Natural products 0.000 claims 1
- 230000013595 glycosylation Effects 0.000 claims 1
- 238000006206 glycosylation reaction Methods 0.000 claims 1
- 230000001939 inductive effect Effects 0.000 claims 1
- 229940067606 lecithin Drugs 0.000 claims 1
- 235000010445 lecithin Nutrition 0.000 claims 1
- 239000000787 lecithin Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- WTJKGGKOPKCXLL-RRHRGVEJSA-N phosphatidylcholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC WTJKGGKOPKCXLL-RRHRGVEJSA-N 0.000 claims 1
- 150000003904 phospholipids Chemical class 0.000 claims 1
- 235000004400 serine Nutrition 0.000 claims 1
- 150000003355 serines Chemical class 0.000 claims 1
- 150000003432 sterols Chemical class 0.000 claims 1
- 235000003702 sterols Nutrition 0.000 claims 1
- 230000007704 transition Effects 0.000 claims 1
- 125000003275 alpha amino acid group Chemical group 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000003252 repetitive effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13835308P | 2008-12-17 | 2008-12-17 | |
| US61/138,353 | 2008-12-17 | ||
| PCT/US2009/068499 WO2010078045A2 (en) | 2008-12-17 | 2009-12-17 | Method of making small liposomes |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014143840A Division JP5895030B2 (ja) | 2008-12-17 | 2014-07-14 | 小さなリポソームの製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2012512260A JP2012512260A (ja) | 2012-05-31 |
| JP2012512260A5 true JP2012512260A5 (enExample) | 2012-08-30 |
Family
ID=42310550
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011542440A Pending JP2012512260A (ja) | 2008-12-17 | 2009-12-17 | 小さなリポソームの製造方法 |
| JP2014143840A Expired - Fee Related JP5895030B2 (ja) | 2008-12-17 | 2014-07-14 | 小さなリポソームの製造方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014143840A Expired - Fee Related JP5895030B2 (ja) | 2008-12-17 | 2014-07-14 | 小さなリポソームの製造方法 |
Country Status (12)
| Country | Link |
|---|---|
| US (3) | US20120034294A1 (enExample) |
| EP (1) | EP2367532A4 (enExample) |
| JP (2) | JP2012512260A (enExample) |
| KR (1) | KR101452033B1 (enExample) |
| CN (2) | CN102256595A (enExample) |
| AU (1) | AU2009333177B2 (enExample) |
| BR (1) | BRPI0923001A2 (enExample) |
| CA (1) | CA2747182C (enExample) |
| EA (1) | EA020604B1 (enExample) |
| MX (1) | MX2011006562A (enExample) |
| SG (1) | SG172257A1 (enExample) |
| WO (1) | WO2010078045A2 (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI395591B (zh) * | 2004-04-01 | 2013-05-11 | Oncothyreon Inc | 黏液性糖蛋白(muc-1)疫苗 |
| JP5771366B2 (ja) * | 2009-09-02 | 2015-08-26 | 株式会社バイオメッドコア | リポソーム製造装置及び方法 |
| KR20140023903A (ko) | 2011-02-24 | 2014-02-27 | 온코타이레온, 인코포레이티드 | 항원보강제를 갖는 muc1 기초 당지질펩티드 백신 |
| KR101387575B1 (ko) * | 2012-08-10 | 2014-04-23 | 서울대학교산학협력단 | 인지질 및 아세틸렌기를 포함하는 리포좀 및 그의 용도 |
| US9693958B2 (en) * | 2013-03-15 | 2017-07-04 | Cureport, Inc. | Methods and devices for preparation of lipid nanoparticles |
| AU2014329547B2 (en) * | 2013-10-02 | 2019-05-16 | The Board Of Trustees Of The Leland Stanford Junior University | Wnt compositions and methods for purification |
| CN107427791B (zh) * | 2015-03-19 | 2021-05-14 | 康涅狄格大学 | 用于连续制造脂质体药物制剂的系统和方法 |
| EP3610943B1 (en) * | 2017-04-13 | 2023-05-31 | National University Corporation Hokkaido University | Flow channel structure and lipid particle or micelle formation method using same |
| EP3711749A1 (en) * | 2019-03-19 | 2020-09-23 | Polymun Scientific Immunbiologische Forschung GmbH | Method of making lipid nanoparticles |
| US11737979B2 (en) | 2019-03-19 | 2023-08-29 | Arcturus Therapeutics, Inc. | Method of making lipid-encapsulated RNA nanoparticles |
| WO2023041588A1 (en) | 2021-09-14 | 2023-03-23 | Advapharm Gmbh | Novel lipopeptide formulation |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH11139961A (ja) * | 1997-11-06 | 1999-05-25 | Taisho Pharmaceut Co Ltd | リポソームの製造方法 |
| JP2002509102A (ja) * | 1998-01-16 | 2002-03-26 | バイオミラ・ユーエスエイ・インコーポレイテッド | リポマトリックス製剤 |
| AU771706B2 (en) * | 1999-07-15 | 2004-04-01 | University Of British Columbia, The | Methods and apparatus for preparation of lipid vesicles |
| WO2001036433A2 (en) * | 1999-11-15 | 2001-05-25 | Biomira, Inc. | Synthetic lipid-a analogs and uses thereof |
| EP1343476B1 (en) * | 2000-12-01 | 2008-05-28 | Biomira Inc. | Preparation of large liposomes by infusion into peg |
| US20030235610A1 (en) * | 2002-06-21 | 2003-12-25 | Piedmont Pharmaceuticals, Llc | Liposomes containing biologically active compounds |
| WO2004071638A2 (en) * | 2003-02-11 | 2004-08-26 | Regents Of The University Of California, The | Microfluidic devices and method for controlled viscous shearing and formation of amphiphilic vesicles |
| US9198645B2 (en) * | 2003-11-26 | 2015-12-01 | The United States of America, as represented by the Secretary of Commerce of The National Institute of Standards and Technology | Controlled vesicle self-assembly in continuous two phase flow microfluidic channels |
| TWI395591B (zh) * | 2004-04-01 | 2013-05-11 | Oncothyreon Inc | 黏液性糖蛋白(muc-1)疫苗 |
| CA2596131A1 (en) * | 2005-01-28 | 2006-08-03 | Bc Cancer Agency | Liposomal compositions for parenteral delivery of agents |
| ES2526344T3 (es) * | 2005-06-28 | 2015-01-09 | Oncothyreon Inc. | Método para el tratamiento de pacientes con una vacuna de glicoproteína mucinosa (MUC-1) |
| JP5639338B2 (ja) * | 2005-07-27 | 2014-12-10 | プロチバ バイオセラピューティクス インコーポレイティッド | リポソームの製造システムおよび製造方法 |
| EP2012750B1 (en) * | 2006-04-06 | 2018-02-21 | Insmed Incorporated | Methods for coacervation induced liposomal encapsulation and formulations thereof |
| US7811603B2 (en) * | 2006-05-09 | 2010-10-12 | The Regents Of The University Of California | Microfluidic device for forming monodisperse lipoplexes |
| JP5126874B2 (ja) * | 2007-05-21 | 2013-01-23 | 国立大学法人神戸大学 | リポソーム製剤の製造方法 |
-
2009
- 2009-12-17 BR BRPI0923001A patent/BRPI0923001A2/pt not_active IP Right Cessation
- 2009-12-17 KR KR1020117015492A patent/KR101452033B1/ko not_active Expired - Fee Related
- 2009-12-17 MX MX2011006562A patent/MX2011006562A/es active IP Right Grant
- 2009-12-17 JP JP2011542440A patent/JP2012512260A/ja active Pending
- 2009-12-17 CN CN2009801509533A patent/CN102256595A/zh active Pending
- 2009-12-17 EA EA201100829A patent/EA020604B1/ru not_active IP Right Cessation
- 2009-12-17 WO PCT/US2009/068499 patent/WO2010078045A2/en not_active Ceased
- 2009-12-17 EP EP09836955A patent/EP2367532A4/en not_active Withdrawn
- 2009-12-17 CN CN201610381865.6A patent/CN105935352A/zh active Pending
- 2009-12-17 US US13/140,786 patent/US20120034294A1/en not_active Abandoned
- 2009-12-17 SG SG2011044831A patent/SG172257A1/en unknown
- 2009-12-17 AU AU2009333177A patent/AU2009333177B2/en not_active Ceased
- 2009-12-17 CA CA2747182A patent/CA2747182C/en not_active Expired - Fee Related
-
2013
- 2013-03-13 US US13/799,324 patent/US20130330398A1/en not_active Abandoned
-
2014
- 2014-07-14 JP JP2014143840A patent/JP5895030B2/ja not_active Expired - Fee Related
-
2015
- 2015-05-12 US US14/710,484 patent/US20150315217A1/en not_active Abandoned
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2012512260A5 (enExample) | ||
| JP7009559B2 (ja) | リポタンパク質複合体ならびにその製造および使用 | |
| JP2016505545A5 (enExample) | ||
| JP3270478B2 (ja) | 強化されたドラッグ・デリバリーのためのスフィンゴソーム | |
| JPS6150912A (ja) | リポソ−ム製剤の製造法 | |
| JP2012518006A5 (enExample) | ||
| JP6016970B2 (ja) | インビボでのポリヌクレオチドの送達のための連続疎水相を含む担体におけるリポソームの使用 | |
| CA2747182C (en) | Method of making small liposomes | |
| RU2016141622A (ru) | Нетоксичный адъювантный состав, содержащий композицию содержащей монофосфорил-липид а (mpla) липосомы и сапонин | |
| CN1280490A (zh) | 共冷冻干燥法制备肽/脂类络合物 | |
| US20160082125A1 (en) | Salipro Particles | |
| JP2009532371A5 (enExample) | ||
| JP2016504312A5 (enExample) | ||
| US20200230057A1 (en) | Pharmaceutical Compositions, Methods for Preparation using Lipid Vesicle Particles of Defined Size, and Uses Thereof | |
| WO2007132790A1 (ja) | 細菌菌体成分を含む脂質膜を有するリポソーム | |
| WO2001000173A1 (fr) | Methode de regulation de la fuite de medicaments encapsules dans des liposomes | |
| CN118178642B (zh) | 具有非典型结晶结构的金属元素脂质组合物及其制备方法和用途 | |
| EP1325739B1 (en) | Liposomes encapsulating anticancer drugs and the use thereof in the treatment of malignant tumors | |
| JP2010507580A5 (enExample) | ||
| JP2008519064A5 (enExample) | ||
| JPH03501019A (ja) | 多段階包括/負荷方法による親油性薬物を含有するリポソームの調製方法 | |
| JPWO2009060857A1 (ja) | 膜タンパク質の製造方法 | |
| JP2004533421A5 (enExample) | ||
| KR102478242B1 (ko) | 폐 계면활성제 기반 항암제 | |
| Porte et al. | A molecular view of lipid nanoparticles: insights into their morphology and structural plasticity |