FR2622192A1 - Derives de lipide monophosphoryle a et leur procede de preparation - Google Patents
Derives de lipide monophosphoryle a et leur procede de preparation Download PDFInfo
- Publication number
- FR2622192A1 FR2622192A1 FR8813812A FR8813812A FR2622192A1 FR 2622192 A1 FR2622192 A1 FR 2622192A1 FR 8813812 A FR8813812 A FR 8813812A FR 8813812 A FR8813812 A FR 8813812A FR 2622192 A1 FR2622192 A1 FR 2622192A1
- Authority
- FR
- France
- Prior art keywords
- lmp
- group
- monophosphoryl lipid
- acid
- derivatives
- 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.)
- Granted
Links
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- 238000002360 preparation method Methods 0.000 title abstract description 10
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- 229910052757 nitrogen Inorganic materials 0.000 claims description 12
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- C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/05—Immunological preparations stimulating the reticulo-endothelial system, e.g. against cancer
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K17/00—Carrier-bound or immobilised peptides; Preparation thereof
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K9/00—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof
- C07K9/001—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof the peptide sequence having less than 12 amino acids and not being part of a ring structure
Landscapes
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- Peptides Or Proteins (AREA)
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- Saccharide Compounds (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
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Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/112,742 US4987237A (en) | 1983-08-26 | 1987-10-22 | Derivatives of monophosphoryl lipid A |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2622192A1 true FR2622192A1 (fr) | 1989-04-28 |
| FR2622192B1 FR2622192B1 (en:Method) | 1994-11-10 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR8813812A Granted FR2622192A1 (fr) | 1987-10-22 | 1988-10-21 | Derives de lipide monophosphoryle a et leur procede de preparation |
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| Country | Link |
|---|---|
| US (1) | US4987237A (en:Method) |
| JP (1) | JPH075623B2 (en:Method) |
| BE (1) | BE1003250A5 (en:Method) |
| CA (1) | CA1308711C (en:Method) |
| CH (1) | CH676715A5 (en:Method) |
| DE (1) | DE3836006C2 (en:Method) |
| FR (1) | FR2622192A1 (en:Method) |
| GB (1) | GB2211502B (en:Method) |
| IT (1) | IT1230592B (en:Method) |
| NL (1) | NL8802595A (en:Method) |
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| US5158939A (en) * | 1989-07-21 | 1992-10-27 | Wisconsin Alumni Research Foundation | Method of stimulating the immune systems of animals and compositions useful therefor |
| AU651949B2 (en) * | 1989-07-14 | 1994-08-11 | American Cyanamid Company | Cytokine and hormone carriers for conjugate vaccines |
| US5498708A (en) * | 1989-07-18 | 1996-03-12 | Montefiore Medical Center | Method of synthesizing polyesters |
| WO1991016332A1 (en) * | 1990-04-12 | 1991-10-31 | Japan Tobacco Inc. | 4,6-o-hydroxyphosphorylglucosamine derivative |
| US5653974A (en) * | 1990-10-18 | 1997-08-05 | Board Of Regents,The University Of Texas System | Preparation and characterization of liposomal formulations of tumor necrosis factor |
| US5164375A (en) * | 1991-09-27 | 1992-11-17 | Merck & Company, Inc. | Antifungal agent |
| US5648343A (en) * | 1994-02-28 | 1997-07-15 | The University Of Georgia Research Foundation | Method for treating LPS-mediated disorders |
| US6218166B1 (en) | 1994-12-09 | 2001-04-17 | John Wayne Cancer Institute | Adjuvant incorporation into antigen carrying cells: compositions and methods |
| US5681824A (en) * | 1995-06-05 | 1997-10-28 | Eisai Co., Ltd. | Substituted liposaccharides useful in the treatment and prevention of endotoxemia |
| US6290971B1 (en) * | 1995-06-15 | 2001-09-18 | Aventis Pasteur Limited | Adjuvant compositions comprising a mineral salt and another immunostimulating compound |
| GB9706957D0 (en) * | 1997-04-05 | 1997-05-21 | Smithkline Beecham Plc | Formulation |
| GB9820525D0 (en) | 1998-09-21 | 1998-11-11 | Allergy Therapeutics Ltd | Formulation |
| GB0000891D0 (en) | 2000-01-14 | 2000-03-08 | Allergy Therapeutics Ltd | Formulation |
| US20040002068A1 (en) | 2000-03-01 | 2004-01-01 | Corixa Corporation | Compositions and methods for the detection, diagnosis and therapy of hematological malignancies |
| KR100829674B1 (ko) | 2000-05-19 | 2008-05-16 | 코릭사 코포레이션 | 단당류 또는 이당류계 화합물을 이용한 전염성 및 다른질병의 예방 및 치료 방법 |
| US20030139356A1 (en) | 2001-05-18 | 2003-07-24 | Persing David H. | Prophylactic and therapeutic treatment of infectious and other diseases with mono- and disaccharide-based compounds |
| US20030138769A1 (en) * | 2000-08-16 | 2003-07-24 | Birkett Ashley J. | Immunogenic HBc chimer particles having enhanced stability |
| US7361352B2 (en) * | 2001-08-15 | 2008-04-22 | Acambis, Inc. | Influenza immunogen and vaccine |
| US20030185858A1 (en) * | 2001-08-15 | 2003-10-02 | Birkett Ashley J. | Immunogenic HBc chimer particles stabilized with an N-terminal cysteine |
| US20030175863A1 (en) * | 2001-08-15 | 2003-09-18 | Birkett Ashley J. | Influenza immunogen and vaccine |
| US6911434B2 (en) * | 2002-02-04 | 2005-06-28 | Corixa Corporation | Prophylactic and therapeutic treatment of infectious and other diseases with immunoeffector compounds |
| ES2336080T3 (es) * | 2002-02-04 | 2010-04-08 | Corixa Corporation | Nuevos compuestos inmunoefectores. |
| AU2003213640A1 (en) * | 2002-02-28 | 2003-09-16 | Corixa Corporation | Methods of modulating dendritic cells using adjuvants |
| US20030224013A1 (en) * | 2002-04-19 | 2003-12-04 | Cole Garry T. | Methods for protection against Coccidioides spp. infection using Coccidioides spp. urea amidohydrolase (Ure) protein |
| BR0312656A (pt) | 2002-07-08 | 2005-06-07 | Corixa Corp | Processos para a produção de imunoefetores fosfato glicosaminìdeo de aminoalquila e dissacarìdeos e seus intermediários |
| EP1589934B1 (en) | 2003-01-06 | 2015-09-23 | Corixa Corporation | Certain aminoalkyl glucosaminide phosphate compounds and their use |
| US7960522B2 (en) | 2003-01-06 | 2011-06-14 | Corixa Corporation | Certain aminoalkyl glucosaminide phosphate compounds and their use |
| DE60304989T2 (de) * | 2003-02-18 | 2007-03-29 | Clinique La Prairie Research S.A. | Zusammensetzungen enthaltend fötales Hämoglobin und bakterielles Endotoxin und fakultativ zusätzliche fötale Leberkomponenten |
| WO2006073921A2 (en) * | 2004-12-30 | 2006-07-13 | The Rockefeller University | Compositions and methods for enhanced dendritic cell maturation and function |
| US20060210590A1 (en) | 2005-02-03 | 2006-09-21 | Alk-Abello A/S | Minor allergen control to increase safety of immunotherapy |
| US7622128B2 (en) * | 2005-12-13 | 2009-11-24 | University Of Washington | Porphyromonas gingivalis 1435/1449 LPS as an immune modulator |
| ES2657392T3 (es) | 2006-09-26 | 2018-03-05 | Infectious Disease Research Institute | Composición de vacuna que contiene un adyuvante sintético |
| US20090181078A1 (en) | 2006-09-26 | 2009-07-16 | Infectious Disease Research Institute | Vaccine composition containing synthetic adjuvant |
| PL2173376T3 (pl) * | 2007-08-02 | 2015-08-31 | Biondvax Pharmaceuticals Ltd | Multimeryczne wieloepitopowe szczepionki przeciwko grypie |
| US20090215710A1 (en) * | 2007-09-24 | 2009-08-27 | Reliance Life Sciences Pvt. Ltd. | Carbohydrate based toll-like receptor (tlr) antagonists |
| US20090215908A1 (en) * | 2007-09-24 | 2009-08-27 | Reliance Life Sciences Pvt. Ltd. | Toll like receptor (tlr) signaling antagonist |
| CA2744739A1 (en) | 2007-12-03 | 2009-06-11 | President And Fellows Of Harvard College | Chlamydia antigens |
| PT2437753T (pt) | 2009-06-05 | 2016-11-23 | Infectious Disease Res Inst | Adjuvantes lipídicos de glucopiranosilo sintéticos e composições de vacina contendo os mesmos |
| CA2828068C (en) | 2011-02-22 | 2019-03-19 | Biondvax Pharmaceuticals Ltd. | Multimeric multiepitope polypeptides in improved seasonal and pandemic influenza vaccines |
| EP3632463A1 (en) | 2011-04-08 | 2020-04-08 | Immune Design Corp. | Immunogenic compositions and methods of using the compositions for inducing humoral and cellular immune responses |
| GB201106802D0 (en) | 2011-04-21 | 2011-06-01 | Allergy Therapeutics Ltd | Process for preparing vaccine composition |
| SMT201800368T1 (it) | 2012-05-16 | 2018-09-13 | Immune Design Corp | Vaccini per l'infezione da virus-2 herpes simplex |
| ES2959258T3 (es) | 2013-02-07 | 2024-02-22 | Childrens Medical Center | Antígenos proteicos que proporcionan protección contra la colonización y/o la enfermedad neumocócicas |
| CN105658661B (zh) | 2013-02-20 | 2020-07-24 | 卑尔根技术交易股份公司 | 疫苗 |
| EP3711768A1 (en) | 2013-04-18 | 2020-09-23 | Immune Design Corp. | Gla monotherapy for use in cancer treatment |
| US9463198B2 (en) | 2013-06-04 | 2016-10-11 | Infectious Disease Research Institute | Compositions and methods for reducing or preventing metastasis |
| EP3632458B1 (en) | 2013-07-26 | 2025-03-19 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods and pharmaceutical compositions for the treatment of bacterial infections |
| WO2016180852A1 (en) | 2015-05-12 | 2016-11-17 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods for preparing antigen-specific t cells from an umbilical cord blood sample |
| BR112020004747A2 (pt) | 2017-09-13 | 2020-09-24 | Sanofi Pasteur | composição imunogênica de citomegalovírus humano |
| WO2019175145A1 (en) | 2018-03-12 | 2019-09-19 | Janssen Vaccines & Prevention B.V. | Vaccines against urinary tract infections |
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| ES2987890T3 (es) | 2020-01-16 | 2024-11-18 | Janssen Pharmaceuticals Inc | Mutante de FimH, composiciones con el mismo y uso del mismo |
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| IL307247A (en) | 2021-04-01 | 2023-11-01 | Janssen Pharmaceuticals Inc | Production of E. Coli O18 bioconjugates |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62129293A (ja) * | 1985-11-28 | 1987-06-11 | Toho Yakuhin Kogyo Kk | 親水性のリピドａ単糖類縁体 |
| JPS62195396A (ja) * | 1986-02-20 | 1987-08-28 | Toho Yakuhin Kogyo Kk | 親水性及び疎水性の基を置換したりピドａ単糖類縁体 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0414725Y2 (en:Method) * | 1980-09-30 | 1992-04-02 | ||
| US4436728A (en) * | 1982-05-26 | 1984-03-13 | Ribi Immunochem Research, Inc. | Refined detoxified endotoxin product |
| US4436727A (en) * | 1982-05-26 | 1984-03-13 | Ribi Immunochem Research, Inc. | Refined detoxified endotoxin product |
-
1987
- 1987-10-22 US US07/112,742 patent/US4987237A/en not_active Expired - Lifetime
-
1988
- 1988-10-14 CA CA000580545A patent/CA1308711C/en not_active Expired - Lifetime
- 1988-10-18 GB GB8824330A patent/GB2211502B/en not_active Expired - Lifetime
- 1988-10-20 BE BE8801207A patent/BE1003250A5/fr not_active IP Right Cessation
- 1988-10-21 DE DE3836006A patent/DE3836006C2/de not_active Expired - Lifetime
- 1988-10-21 CH CH3921/88A patent/CH676715A5/de not_active IP Right Cessation
- 1988-10-21 IT IT8822399A patent/IT1230592B/it active
- 1988-10-21 NL NL8802595A patent/NL8802595A/nl active Search and Examination
- 1988-10-21 FR FR8813812A patent/FR2622192A1/fr active Granted
- 1988-10-22 JP JP63-265285A patent/JPH075623B2/ja not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62129293A (ja) * | 1985-11-28 | 1987-06-11 | Toho Yakuhin Kogyo Kk | 親水性のリピドａ単糖類縁体 |
| JPS62195396A (ja) * | 1986-02-20 | 1987-08-28 | Toho Yakuhin Kogyo Kk | 親水性及び疎水性の基を置換したりピドａ単糖類縁体 |
Non-Patent Citations (8)
| Title |
|---|
| BIOMEDICAL MASS SPECTROMETRY, vol. 11, no. 3, mars 1984, pages 132-141, Wiley Heyden Ltd; U. SEYDEL et al.: "Laser desorption mass spectrometry of synthetic lipid A-like compounds" * |
| CHEMISTRY LETTERS, 1980, pages 1373-1376, The Chemical Society of Japan; M. INAGE et al.: "Chemical synthesis of bisdephospho lipid A of Salmonella endotoxin" * |
| INFECTION AND IMMUNITY, vol. 44, no. 2, mai 1984, pages 421-426, American Society for Microbiology; K.-I. TANAMOTO et al.: "Biological activities of synthetic lipid A analogs: Pyrogenicity, lethal toxicity, anticomplement activity, and induction of gelation of Limulus Amoebocyte lysate" * |
| PATENT ABSTRACTS OF JAPAN, vol. 11, no. 357 (C-458)[2804], 20 novembre 1987; & JP-A-62 129 293 (TOHO YAKUHIN KOGYO K.K.) 11-06-1987 * |
| PATENT ABSTRACTS OF JAPAN, vol. 12, no. 50 (C-476)[2897], 16 février 1988; & JP-A-62 195 396 (TOHO YAKUHIN KOGYO K.K.) 28-08-1987 * |
| TETRAHEDRON LETTERS, vol. 21, 1980, pages 3889-3892, Pergamon Press Ltd, GB; M. INAGE et al.: "Synthesis of lyposaccharide corresponding to fundamental structure of Salmonella-type lipd A" * |
| TETRAHEDRON LETTERS, vol. 22, no. 24, 1981, pages 2281-2284, Pergamon Press Ltd; M. INAGE et al.: "Chemical synthesis of phosphorylated fundamental structure of lipid A" * |
| TETRAHEDRON LETTERS, vol. 24, no. 19, 1983, pages 2011-2014, Pergamon Press Ltd, GB; M. INAGE et al.: "Synthetic approach to lipid A: Preparation of phosphorylated disaccharides containing (R)-3-hydroxyacyl and (R)-3-acyloxyacyl groups" * |
Also Published As
| Publication number | Publication date |
|---|---|
| US4987237A (en) | 1991-01-22 |
| GB2211502A (en) | 1989-07-05 |
| GB2211502B (en) | 1992-02-19 |
| CA1308711C (en) | 1992-10-13 |
| DE3836006C2 (de) | 1996-07-11 |
| JPH075623B2 (ja) | 1995-01-25 |
| NL8802595A (nl) | 1989-05-16 |
| IT8822399A0 (it) | 1988-10-21 |
| FR2622192B1 (en:Method) | 1994-11-10 |
| BE1003250A5 (fr) | 1992-02-11 |
| IT1230592B (it) | 1991-10-28 |
| JPH075623B1 (en:Method) | 1995-01-25 |
| JPH01146891A (ja) | 1989-06-08 |
| CH676715A5 (en:Method) | 1991-02-28 |
| DE3836006A1 (de) | 1989-05-03 |
| GB8824330D0 (en) | 1988-11-23 |
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