CA2118928A1 - Saponin-antigen conjugates and the use thereof - Google Patents

Saponin-antigen conjugates and the use thereof

Info

Publication number
CA2118928A1
CA2118928A1 CA002118928A CA2118928A CA2118928A1 CA 2118928 A1 CA2118928 A1 CA 2118928A1 CA 002118928 A CA002118928 A CA 002118928A CA 2118928 A CA2118928 A CA 2118928A CA 2118928 A1 CA2118928 A1 CA 2118928A1
Authority
CA
Canada
Prior art keywords
saponin
antigen conjugates
saponins
conjugates
antigen
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
Application number
CA002118928A
Other languages
French (fr)
Other versions
CA2118928C (en
Inventor
Charlotte A. Kensil
Sean Soltysik
Dante J. Marciani
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Agenus Inc
Original Assignee
Individual
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of CA2118928A1 publication Critical patent/CA2118928A1/en
Application granted granted Critical
Publication of CA2118928C publication Critical patent/CA2118928C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J17/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, having an oxygen-containing hetero ring not condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • C07J17/005—Glycosides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K39/00—Medicinal preparations containing antigens or antibodies
    • A61K39/385—Haptens or antigens, bound to carriers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K39/00—Medicinal preparations containing antigens or antibodies
    • A61K39/39—Medicinal preparations containing antigens or antibodies characterised by the immunostimulating additives, e.g. chemical adjuvants
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20—Carbocyclic rings
    • C07H15/24—Condensed ring systems having three or more rings
    • C07H15/256—Polyterpene radicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K39/00—Medicinal preparations containing antigens or antibodies
    • A61K2039/555—Medicinal preparations containing antigens or antibodies characterised by a specific combination antigen/adjuvant
    • A61K2039/55511—Organic adjuvants
    • A61K2039/55577—Saponins; Quil A; QS21; ISCOMS
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K39/00—Medicinal preparations containing antigens or antibodies
    • A61K2039/60—Medicinal preparations containing antigens or antibodies characteristics by the carrier linked to the antigen
    • A61K2039/6012—Haptens, e.g. di- or trinitrophenyl (DNP, TNP)
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K39/00—Medicinal preparations containing antigens or antibodies
    • A61K2039/60—Medicinal preparations containing antigens or antibodies characteristics by the carrier linked to the antigen
    • A61K2039/6087—Polysaccharides; Lipopolysaccharides [LPS]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K39/00—Medicinal preparations containing antigens or antibodies
    • A61K2039/62—Medicinal preparations containing antigens or antibodies characterised by the link between antigen and carrier
    • A61K2039/627—Medicinal preparations containing antigens or antibodies characterised by the link between antigen and carrier characterised by the linker

Abstract

Saponin/antigen conjugates and the use thereof for enhancing immune responses in individuals are disclosed. The saponins may be substantially pure or mixtures of saponins.
CA002118928A 1991-09-18 1992-09-17 Saponin-antigen conjugates and the use thereof Expired - Lifetime CA2118928C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US76275491A 1991-09-18 1991-09-18
US07/762,754 1991-09-18
US07/906,880 1992-07-02
US07/906,880 US5583112A (en) 1987-05-29 1992-07-02 Saponin-antigen conjugates and the use thereof
PCT/US1992/007801 WO1993005789A1 (en) 1991-09-18 1992-09-17 Saponin-antigen conjugates and the use thereof

Publications (2)

Publication Number Publication Date
CA2118928A1 true CA2118928A1 (en) 1993-04-01
CA2118928C CA2118928C (en) 2005-07-05

Family

ID=27117183

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002118928A Expired - Lifetime CA2118928C (en) 1991-09-18 1992-09-17 Saponin-antigen conjugates and the use thereof

Country Status (12)

Country Link
US (1) US5583112A (en)
EP (1) EP0606317B1 (en)
JP (1) JP3717511B2 (en)
AT (1) ATE217795T1 (en)
AU (1) AU662562B2 (en)
CA (1) CA2118928C (en)
DE (1) DE69232616T2 (en)
DK (1) DK0606317T3 (en)
ES (1) ES2174837T3 (en)
NO (1) NO940949L (en)
NZ (1) NZ244410A (en)
WO (1) WO1993005789A1 (en)

Families Citing this family (106)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5273965A (en) * 1992-07-02 1993-12-28 Cambridge Biotech Corporation Methods for enhancing drug delivery with modified saponins
US5650398A (en) * 1992-07-02 1997-07-22 Cambridge Biotech Corporation Drug delivery enhancement via modified saponins
JP4129544B2 (en) * 1993-03-29 2008-08-06 ファイザー・インク Multi-component clostridial vaccine using saponin adjuvant
FR2707646A1 (en) * 1993-07-15 1995-01-20 Univ Toulouse Process for the extraction and purification of hemolytic saponins.
NL9301690A (en) * 1993-08-12 1995-04-18 Seed Capital Investments Compounds with adjuvant activity.
AU1077795A (en) * 1993-09-30 1995-04-18 Seed Capital Investments (Sci) B.V. Compounds with adjuvant activity
US5997873A (en) * 1994-01-13 1999-12-07 Mount Sinai School Of Medicine Of The City University Of New York Method of preparation of heat shock protein 70-peptide complexes
US5688772A (en) * 1994-08-01 1997-11-18 University Of Saskatchewan Quinoa saponin compositions and methods of use
US5597807A (en) * 1994-08-01 1997-01-28 University Of Saskatchewan Quinoa saponin compositions and methods of use
US6080408A (en) 1994-08-22 2000-06-27 Connaught Laboratories Limited Human immunodeficiency virus type 1 nucleic acids devoid of long terminal repeats capable of encoding for non-infectious, immunogenic, retrovirus-like particles
AUPM873294A0 (en) 1994-10-12 1994-11-03 Csl Limited Saponin preparations and use thereof in iscoms
US20010053365A1 (en) * 1995-04-25 2001-12-20 Smithkline Beecham Biologicals S.A. Vaccines
US5820869A (en) * 1995-06-07 1998-10-13 American Home Products Corporation Recombinant raccoon pox viruses and their use as an effective vaccine against feline immunodeficiency virus infection
US6300118B1 (en) 1995-06-07 2001-10-09 American Home Products Corporation Plasmids comprising a genetically altered feline immunodeficiency virus genome
US6458366B1 (en) 1995-09-01 2002-10-01 Corixa Corporation Compounds and methods for diagnosis of tuberculosis
US6592877B1 (en) * 1995-09-01 2003-07-15 Corixa Corporation Compounds and methods for immunotherapy and diagnosis of tuberculosis
US6290969B1 (en) * 1995-09-01 2001-09-18 Corixa Corporation Compounds and methods for immunotherapy and diagnosis of tuberculosis
US6231859B1 (en) * 1996-12-02 2001-05-15 Aquila Biopharmaceuticals, Inc. Saponin adjuvant compositions
AUPO517897A0 (en) 1997-02-19 1997-04-11 Csl Limited Chelating immunostimulating complexes
JP4583511B2 (en) * 1997-05-20 2010-11-17 ガレニカ ファーマシューティカルズ， インコーポレイテッド Triterpene saponin analogs with adjuvant and immunostimulatory activity
US6080725A (en) * 1997-05-20 2000-06-27 Galenica Pharmaceuticals, Inc. Immunostimulating and vaccine compositions employing saponin analog adjuvants and uses thereof
WO1998056415A1 (en) * 1997-06-11 1998-12-17 Aquila Biopharmaceuticals, Inc. Purified saponins as oral adjuvants
ES2500490T3 (en) * 1997-08-29 2014-09-30 Antigenics Inc. Compositions comprising adjuvant QS-21 and polysorbate or cyclodextrin as excipient
WO1999017783A1 (en) * 1997-10-03 1999-04-15 Galenica Pharmaceuticals, Inc. Imine-forming polysaccharides, preparation thereof and the use thereof as adjuvants and immunostimulants
US6787523B1 (en) 1997-12-02 2004-09-07 Neuralab Limited Prevention and treatment of amyloidogenic disease
US6750324B1 (en) 1997-12-02 2004-06-15 Neuralab Limited Humanized and chimeric N-terminal amyloid beta-antibodies
US6743427B1 (en) 1997-12-02 2004-06-01 Neuralab Limited Prevention and treatment of amyloidogenic disease
US6913745B1 (en) 1997-12-02 2005-07-05 Neuralab Limited Passive immunization of Alzheimer's disease
US6761888B1 (en) 2000-05-26 2004-07-13 Neuralab Limited Passive immunization treatment of Alzheimer's disease
US7179892B2 (en) 2000-12-06 2007-02-20 Neuralab Limited Humanized antibodies that recognize beta amyloid peptide
US6923964B1 (en) 1997-12-02 2005-08-02 Neuralab Limited Active immunization of AScr for prion disorders
US7790856B2 (en) 1998-04-07 2010-09-07 Janssen Alzheimer Immunotherapy Humanized antibodies that recognize beta amyloid peptide
TWI239847B (en) 1997-12-02 2005-09-21 Elan Pharm Inc N-terminal fragment of Abeta peptide and an adjuvant for preventing and treating amyloidogenic disease
US7964192B1 (en) 1997-12-02 2011-06-21 Janssen Alzheimer Immunotherapy Prevention and treatment of amyloidgenic disease
US20080050367A1 (en) 1998-04-07 2008-02-28 Guriq Basi Humanized antibodies that recognize beta amyloid peptide
US7588766B1 (en) 2000-05-26 2009-09-15 Elan Pharma International Limited Treatment of amyloidogenic disease
US20050059802A1 (en) * 1998-04-07 2005-03-17 Neuralab Ltd Prevention and treatment of amyloidogenic disease
AU760669B2 (en) 1998-04-28 2003-05-22 Galenica Pharmaceuticals, Inc. Polysaccharide-antigen conjugates
US20030147882A1 (en) * 1998-05-21 2003-08-07 Alan Solomon Methods for amyloid removal using anti-amyloid antibodies
US7049302B1 (en) 1998-08-10 2006-05-23 Antigenics Inc. Compositions of CPG and saponin adjuvants and uses thereof
US20010034330A1 (en) * 1998-08-10 2001-10-25 Charlotte Kensil Innate immunity-stimulating compositions of CpG and saponin and methods thereof
US6262029B1 (en) 1998-08-14 2001-07-17 Galenica Pharmaceuticals, Inc. Chemically modified saponins and the use thereof as adjuvants
TW586935B (en) * 1998-09-14 2004-05-11 Kitasato Inst Saponin-containing vaccine preparation
ATE464907T1 (en) 1999-02-17 2010-05-15 Csl Ltd IMMUNOGENIC COMPLEXES AND METHODS RELATING THEM
US8143386B2 (en) * 1999-04-07 2012-03-27 Corixa Corporation Fusion proteins of mycobacterium tuberculosis antigens and their uses
US6787637B1 (en) 1999-05-28 2004-09-07 Neuralab Limited N-Terminal amyloid-β antibodies
US20040146521A1 (en) * 1999-06-01 2004-07-29 Schenk Dale B. Prevention and treatment of synucleinopathic disease
UA81216C2 (en) * 1999-06-01 2007-12-25 Prevention and treatment of amyloid disease
AU7085400A (en) * 1999-09-02 2001-03-26 Antigenics, Inc. Compositions of immunostimulatory polymers and saponin adjuvants and uses thereof
WO2001024820A1 (en) * 1999-10-07 2001-04-12 Corixa Corporation Fusion proteins of mycobacterium tuberculosis
NZ518999A (en) * 1999-11-19 2002-12-20 Csl Ltd Vaccine compositions
AU2001241738A1 (en) * 2000-02-25 2001-09-03 Corixa Corporation Compounds and methods for diagnosis and immunotherapy of tuberculosis
AU5697001A (en) 2000-03-31 2001-10-15 Purdue Research Foundation Method of treatment using ligand-immunogen conjugates
ES2374620T3 (en) * 2000-06-20 2012-02-20 Corixa Corporation ANTIGEN MTB32A OF MYCOBACTERIUM TUBERCULOSIS WITH THE ACTIVE ACTIVE SITE AND FUSION PROTEINS OF THEMSELVES.
US7700751B2 (en) 2000-12-06 2010-04-20 Janssen Alzheimer Immunotherapy Humanized antibodies that recognize β-amyloid peptide
TWI255272B (en) 2000-12-06 2006-05-21 Guriq Basi Humanized antibodies that recognize beta amyloid peptide
NZ529347A (en) 2001-04-04 2008-01-31 Nordic Vaccine Technology As Use of at least one sterol capable of interacting with a nucleic acid and at least saponin to form immunostimulating complexes ( IMSCO )
HUP0401127A3 (en) * 2001-05-02 2006-03-28 Purdue Research Foundation Treatment and diagnosis of macrophage disease
DE60234782D1 (en) * 2001-09-28 2010-01-28 Purdue Research Foundation TREATMENT PROCEDURE WITH LIGAND IMMUNOGENIC CONJUGATES
WO2003055514A1 (en) * 2001-12-21 2003-07-10 Antigenics Inc. Compositions comprising immunoreactive reagents and saponins, and methods of use thereof
AU2003213118A1 (en) * 2002-02-15 2003-09-09 Corixa Corporation Fusion proteins of mycobacterium tuberculosis
MY139983A (en) 2002-03-12 2009-11-30 Janssen Alzheimer Immunotherap Humanized antibodies that recognize beta amyloid peptide
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
SE0202110D0 (en) * 2002-07-05 2002-07-05 Isconova Ab Iscom preparation and use thereof
US20080014194A1 (en) * 2003-10-31 2008-01-17 Elan Pharmaceuticals, Inc. Prevention and Treatment of Synucleinopathic and Amyloidogenic Disease
TW200509968A (en) * 2002-11-01 2005-03-16 Elan Pharm Inc Prevention and treatment of synucleinopathic disease
US8506959B2 (en) * 2002-11-01 2013-08-13 Neotope Biosciences Limited Prevention and treatment of synucleinopathic and amyloidogenic disease
US8697082B2 (en) * 2002-11-01 2014-04-15 Neotope Biosciences Limited Prevention and treatment of synucleinopathic and amyloidogenic disease
US9034337B2 (en) 2003-10-31 2015-05-19 Prothena Biosciences Limited Treatment and delay of outset of synucleinopathic and amyloidogenic disease
US20040213808A1 (en) * 2002-12-11 2004-10-28 Michael Lieberman Recombinant vaccine against flavivirus infection
US20050287170A1 (en) * 2002-12-11 2005-12-29 Hawaii Biotech, Inc. Subunit vaccine against West Nile viral infection
US7262027B2 (en) * 2003-03-14 2007-08-28 Medical College Of Ohio Polypeptide and DNA immunization against Coccidioides spp. infections
US20040242502A1 (en) * 2003-04-08 2004-12-02 Galenica Pharmaceuticals, Inc. Semi-synthetic saponin analogs with carrier and immune stimulatory activities for DNA and RNA vaccines
US7358331B2 (en) 2003-05-19 2008-04-15 Elan Pharmaceuticals, Inc. Truncated fragments of alpha-synuclein in Lewy body disease
TWI306458B (en) 2003-05-30 2009-02-21 Elan Pharma Int Ltd Humanized antibodies that recognize beta amyloid peptide
EP1670507A4 (en) * 2003-09-12 2007-10-17 Antigenics Inc Vaccine for treatment and prevention of herpes simplex virus infection
WO2005047860A2 (en) 2003-11-08 2005-05-26 Elan Pharmaceuticals, Inc. Antibodies to alpha-synuclein
ES2396555T3 (en) 2004-12-15 2013-02-22 Janssen Alzheimer Immunotherapy Antibodies that recognize beta amyloid peptide
PE20061329A1 (en) 2004-12-15 2006-12-08 Neuralab Ltd HUMANIZED AB ANTIBODIES TO IMPROVE COGNITION
US8168164B2 (en) * 2006-02-03 2012-05-01 Purdue Research Foundation Targeted conjugates and radiation
US8784810B2 (en) 2006-04-18 2014-07-22 Janssen Alzheimer Immunotherapy Treatment of amyloidogenic diseases
WO2008094183A2 (en) * 2006-07-11 2008-08-07 University Of Connecticut Use of conditional plasmodium strains lacking nutrient transporters in malaria vaccination
US8153116B2 (en) 2006-07-11 2012-04-10 University Of Connecticut Use of conditional plasmodium strains lacking an essential gene in malaria vaccination
US8147833B2 (en) * 2007-02-23 2012-04-03 Neotope Biosciences Limited Prevention and treatment of synucleinopathic and amyloidogenic disease
PL2583978T3 (en) * 2007-02-23 2016-07-29 Prothena Biosciences Ltd Co Prevention and treatment of synucleinopathic and amyloidogenic disease
US8003097B2 (en) 2007-04-18 2011-08-23 Janssen Alzheimer Immunotherapy Treatment of cerebral amyloid angiopathy
US20100172937A1 (en) * 2007-05-03 2010-07-08 Kotwal Girish J Enveloped virus neutralizing compounds
ES2498040T3 (en) 2007-07-27 2014-09-24 Janssen Alzheimer Immunotherapy Treatment of amyloidogenic diseases with humanized anti-beta antibodies
JO3076B1 (en) 2007-10-17 2017-03-15 Janssen Alzheimer Immunotherap Immunotherapy regimes dependent on apoe status
CA2705808A1 (en) * 2007-11-15 2009-05-22 Endocyte, Inc. Method of administering conjugates
EP2280987B1 (en) 2008-04-08 2018-05-23 Sloan-Kettering Institute for Cancer Research Triterpene saponins, methods of synthesis, and uses thereof
US9067981B1 (en) 2008-10-30 2015-06-30 Janssen Sciences Ireland Uc Hybrid amyloid-beta antibodies
CN101791410B (en) * 2010-01-25 2013-03-27 中国药科大学 Preparation and application of conjugate of anti-infective medicament and polysaccharide and medicinal composition thereof
MD4177C1 (en) * 2011-01-14 2013-02-28 Национальный Центр Общественного Здоровья Министерства Здравоохранения Республики Молдова Method for vaccination against hepatitis B of persons with immunodeficiency
AU2012308149A1 (en) 2011-09-12 2014-03-27 Sheena Mary Geraldine MCCORMACK Methods and compositions for raising an immune response to HIV
EP3618836A4 (en) * 2017-04-25 2021-01-13 Adjuvance Technologies, Inc. Triterpene saponin analogues
EP3897735A1 (en) * 2018-12-21 2021-10-27 Sapreme Technologies B.V. Biologically active cluster of molecules
US20220160879A1 (en) * 2019-04-11 2022-05-26 Triterpenoid Therapeutics, Inc. Methods and compositions for irreversible enzvme inhibition
CA3146481A1 (en) * 2019-07-25 2021-01-28 Sapreme Technologies B.V. Saponin derivatives with improved therapeutic window
EP4003425A2 (en) 2019-07-25 2022-06-01 Sapreme Technologies B.V. Bioactive saponin linked to a functional moiety
IL299359A (en) 2020-06-24 2023-02-01 Sapreme Tech Bv Saponin derivatives for use in medicine
CA3188708A1 (en) 2020-08-07 2022-02-10 Access To Advanced Health Institute Purified saponins and chromatographic process for purification of same
WO2022055352A1 (en) * 2020-09-10 2022-03-17 Sapreme Technologies B.V. Semicarbazone-based saponin conjugate
WO2022164316A1 (en) * 2021-01-26 2022-08-04 Sapreme Technologies B.V. Semicarbazone-based saponin conjugate
WO2023038517A1 (en) * 2021-09-09 2023-03-16 Sapreme Technologies B.V. Semicarbazone-based saponin conjugate
EP4190359A1 (en) * 2021-12-03 2023-06-07 Asociación Centro de Investigación Cooperativa en Biociencias - CIC bioGUNE Saponin-based adjuvants and vaccines

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2456116A1 (en) * 1979-05-11 1980-12-05 Sarget Lab NOVEL TRITERPENIC SAPONIN DERIVED FROM CAULOPHYLLOGENIN AND ITS THERAPEUTIC APPLICATIONS
DE3040246C2 (en) * 1979-10-29 1985-01-10 Osaka Chemical Laboratory Co., Ltd., Osaka Soy Saponins A ↓ 1 ↓ and A? 2? and their use
EP0058021A3 (en) * 1981-02-06 1982-10-27 Beecham Group Plc Pharmaceutical compositions
SE8205892D0 (en) * 1982-10-18 1982-10-18 Bror Morein IMMUNOGENT MEMBRANE PROTEIN COMPLEX, SET FOR PREPARATION AND USE THEREOF
US4789702A (en) * 1984-05-18 1988-12-06 Cetus Corporation Feline leukemia virus vaccine
CA1267087A (en) * 1985-02-14 1990-03-27 Nicolaas Visser Synthetic immunogen
FR2581877B1 (en) * 1985-05-14 1987-12-18 Louvain Universite Catholique CONJUGATE CONSISTING OF A WALL ADHESIN OF S. MUTANS, OF PROTEIN NATURE AND OF A POLYSACCHARIDE OF S. MUTANS, ITS PREPARATION AND ITS USE IN PARTICULAR IN CARIES VACCINES
EP0231039B1 (en) * 1986-01-14 1992-01-08 De Staat Der Nederlanden Vertegenwoordigd Door De Minister Van Welzijn, Volksgezondheid En Cultuur Process for preparing immunological complexes and pharmaceutical composition containing these complexes
ZA872532B (en) * 1986-04-21 1987-11-25 Akzo Nv Combined vaccine
IT1203515B (en) * 1987-02-26 1989-02-15 Indena Spa SAPONINE COMPLEXES WITH PHOSPHOLIPIDS AND PHARMACEUTICAL AND COSMETIC COMPOSITIONS CONTAINING THEM
CA1331443C (en) * 1987-05-29 1994-08-16 Charlotte A. Kensil Saponin adjuvant
US5057540A (en) * 1987-05-29 1991-10-15 Cambridge Biotech Corporation Saponin adjuvant
WO1991001750A1 (en) * 1989-07-27 1991-02-21 Univax Biologics, Inc. Lipid a analog/immunogenic carrier conjugates and the use thereof as vaccines
US4981684A (en) * 1989-10-24 1991-01-01 Coopers Animal Health Limited Formation of adjuvant complexes
US5273965A (en) * 1992-07-02 1993-12-28 Cambridge Biotech Corporation Methods for enhancing drug delivery with modified saponins

Also Published As

Publication number Publication date
EP0606317B1 (en) 2002-05-22
NO940949L (en) 1994-05-16
ES2174837T3 (en) 2002-11-16
WO1993005789A1 (en) 1993-04-01
ATE217795T1 (en) 2002-06-15
JPH07504156A (en) 1995-05-11
NZ244410A (en) 1995-03-28
CA2118928C (en) 2005-07-05
EP0606317A4 (en) 1995-12-20
AU2666492A (en) 1993-04-27
US5583112A (en) 1996-12-10
DE69232616T2 (en) 2002-09-05
JP3717511B2 (en) 2005-11-16
DE69232616D1 (en) 2002-06-27
AU662562B2 (en) 1995-09-07
EP0606317A1 (en) 1994-07-20
NO940949D0 (en) 1994-03-16
DK0606317T3 (en) 2002-09-16

Similar Documents

Publication Publication Date Title
CA2118928A1 (en) Saponin-antigen conjugates and the use thereof
AU9075591A (en) N-halochitosans, their preparation and uses
AU9039691A (en) Rapid diagnostic device and kit
AU7286887A (en) Antibody preparation directed against neoantigens in human c3 (complement factor 3) and the use and manufacture thereof
GB2233977B (en) Cytolytic streptolysin o mutants and uses
EP0661061A3 (en) Vaccine composition for eliciting an immune response against N-glycolylated gangliosides and its use for cancer treatment.
AU3220693A (en) Mhc subunit conjugates useful in ameliorating deleterious immune responses
HU913724D0 (en) Somatotropines modified in the alpha-helix 3 and alpha-helix 2 phases and their intercombination and combination with other mutants
IL84108A0 (en) Substantially pure enzyme-antibody conjugate preparations,their production and their use in immunoassays
GB9211833D0 (en) Saccharide in the form of powder,and its preparation and uses
AU8944291A (en) Immunoassay for the determination of anti-hiv antibodies in human samples
GB9325281D0 (en) Improvements in and relating to the testing of semiconductor devices
AU647559B2 (en) Pyrimidinyl- and triazinyl-salicylamides and their use and preparation
EP0551308A4 (en) Novel peptide antigens and immunoassays, test kits and vaccines using the same
AU7938191A (en) Mechanical button and button enhancement techniques
AU2412692A (en) Novel peptide antigens and immunoassays, test kits and vaccines using the same
AU7780791A (en) Neonatal human blood bank and hematopoietic or immune reconstitutions performed therewith
AU660286B2 (en) Natural pulmonary surfactants and lipid extracts thereof
EP0520604A3 (en) Monoclonal antibody against pentacyclic oleanan-type triterpene and use thereof
AU3644495A (en) Saponin preparations and use thereof in iscoms
GB2238959B (en) Antigen and conjugates thereof for suppressing immune response
AU3728595A (en) Antibodies against an extracellular matrix complex and their use in the detection of cancer
AU7664494A (en) Albumin-conjugated tumour cell-free extracts, antigenic compositions comprising the same, related antibodies, and uses thereof
IL109356A0 (en) N-substituted-2-azetidinones and their use in the preparation of n-unsubstituted-2-azetidinones
Spoerel The Anglo-Guatemalan dispute and rural development in southern Belize.

Legal Events

Date Code Title Description
EEER Examination request
MKEX Expiry