CA1098515A - Immunising and anti-infectious adjuvant agents constituted by esters of the n-acetyl-muramyl-l- alanyl-d-isoglutamine - Google Patents

Immunising and anti-infectious adjuvant agents constituted by esters of the n-acetyl-muramyl-l- alanyl-d-isoglutamine

Info

Publication number
CA1098515A
CA1098515A CA273,417A CA273417A CA1098515A CA 1098515 A CA1098515 A CA 1098515A CA 273417 A CA273417 A CA 273417A CA 1098515 A CA1098515 A CA 1098515A
Authority
CA
Canada
Prior art keywords
mur
methoxy
compound
alanyl
ala
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
Application number
CA273,417A
Other languages
English (en)
French (fr)
Inventor
Francoise Audibert
Louis Chedid
Pierre Lefrancier
Jean Choay
Edgar Lederer
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.)
Bpifrance Financement SA
Original Assignee
Agence National de Valorisation de la Recherche ANVAR
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 Agence National de Valorisation de la Recherche ANVAR filed Critical Agence National de Valorisation de la Recherche ANVAR
Application granted granted Critical
Publication of CA1098515A publication Critical patent/CA1098515A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07H15/02—Acyclic radicals, not substituted by cyclic structures
    • C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
    • 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
    • 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
    • C07K9/005—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 containing within the molecule the substructure with m, n > 0 and m+n > 0, A, B, D, E being heteroatoms; X being a bond or a chain, e.g. muramylpeptides
    • 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
    • A61K2039/5555—Muramyl dipeptides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Biochemistry (AREA)
  • Genetics & Genomics (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • Biophysics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Immunology (AREA)
  • Microbiology (AREA)
  • Mycology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Peptides Or Proteins (AREA)
CA273,417A 1976-03-10 1977-03-08 Immunising and anti-infectious adjuvant agents constituted by esters of the n-acetyl-muramyl-l- alanyl-d-isoglutamine Expired CA1098515A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR7606820A FR2343483A1 (fr) 1976-03-10 1976-03-10 L'ester methylique de la 2- (2-acetamido-2-deoxy-3-o-d-glucopyranosyl) -d-propionyl-l-alanyl-d-isoglutamine et le diester methylique de l'acide 2- (2-acetamido-2-deoxy-3-o-d-glucopyranosyl) -d-propionyl-l-alanyl-d-glutamique et medicaments les contenant
FR7606820 1976-03-10

Publications (1)

Publication Number Publication Date
CA1098515A true CA1098515A (en) 1981-03-31

Family

ID=9170213

Family Applications (1)

Application Number Title Priority Date Filing Date
CA273,417A Expired CA1098515A (en) 1976-03-10 1977-03-08 Immunising and anti-infectious adjuvant agents constituted by esters of the n-acetyl-muramyl-l- alanyl-d-isoglutamine

Country Status (4)

Country Link
AU (1) AU516843B2 (cg-RX-API-DMAC10.html)
BE (1) BE852349A (cg-RX-API-DMAC10.html)
CA (1) CA1098515A (cg-RX-API-DMAC10.html)
FR (1) FR2343483A1 (cg-RX-API-DMAC10.html)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2428050A1 (fr) * 1978-06-05 1980-01-04 Anvar Oligomeres de composes du type muramyl-peptide et medicaments les contenant
US4256735A (en) 1979-01-29 1981-03-17 Merck & Co., Inc. Immunologically active dipeptidyl saccharides and methods of preparation
US4391800A (en) 1979-04-27 1983-07-05 Merck & Co., Inc. Immunologically active peptidyl disaccharides and methods of preparation
FR2529463B1 (fr) * 1982-07-05 1986-01-10 Centre Nat Rech Scient Procede et dispositif pour l'encapsulation dans les erythrocytes d'au moins une substance a activite biologique, notamment des effecteurs allosteriques de l'hemoglobine et erythrocytes ainsi obtenus
FR2533827A1 (fr) * 1982-09-30 1984-04-06 Anvar Composition possedant des proprietes immunoregulatrices, notamment d'adjuvants immunologiques non specifiques, a base de muramylpeptide et d'un derive d'aluminium
FR2732604B1 (fr) * 1995-04-07 1997-06-06 Vacsyn Sa Derives et conjugues du mdp presentant une activite stimulatrice de la fonction hematopoietique et compositions les contenant

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH83A (fr) * 1888-11-17 1889-01-10 Fontainemelon Horlogerie Perfectionnements apportés à la construction des montres de tous calibres

Also Published As

Publication number Publication date
FR2343483A1 (fr) 1977-10-07
BE852349A (fr) 1977-09-12
AU2299277A (en) 1978-09-14
FR2343483B1 (cg-RX-API-DMAC10.html) 1979-06-29
AU516843B2 (en) 1981-06-25

Similar Documents

Publication Publication Date Title
US4153684A (en) Immunizing and anti-infectious adjuvant agents constituted by N-acetyl-muramyl-L-alanyl-D-glutamic acid derivatives
US4474757A (en) Synthetic vaccine and process for producing same
JP2690620B2 (ja) ワクチンにおける，または関する改良
US4454121A (en) Synthetic peptides corresponding to antigenic determinants of the M protein of Streptococcus pyogenes
FI64164C (fi) Foerfarande foer framstaellning av 2-(2-acylamino-2-desoxi-(d)-glukosyl-3-0)-alkankarboxylsyrapeptid-derivat
US4446128A (en) Antigen derivatives and processes for their preparation
US20230398211A1 (en) Liposomes Containing TLR4 Agonist, Preparation and Uses Thereof
Zeng et al. Totally synthetic lipid-containing polyoxime peptide constructs are potent immunogens
JP2018532703A (ja) 改善された安定性および免疫原性を有するワクチン組成物
IL132126A (en) Aqueous compositions of monophosphoryl lipid A as an immunological supplement
JPH1171395A (ja) Ｃ型肝炎ウイルスアシアロ糖タンパク質
CA1098515A (en) Immunising and anti-infectious adjuvant agents constituted by esters of the n-acetyl-muramyl-l- alanyl-d-isoglutamine
KR20110033841A (ko) 인플루엔자를 치료하기 위한 조성물 및 방법
CA1138436A (en) Process for the manufacture of novel antigens
WO2016062020A1 (zh) 茯苓多糖活性组分和成分、其制备方法及用途
Motoi et al. Detection of rabies-specific antigens by egg yolk antibody (IgY) to the recombinant rabies virus proteins produced in Escherichia coli
US4220637A (en) Water soluble agents effective as immunological adjuvants for stimulating in the host the immune response to various antigens and compositions, notably vaccines containing said water soluble agents
EP0426667A1 (en) COMPOSITION FOR MACROPHAG ACTIVATION.
IE911101A1 (en) Composition for macrophage activation
Allison Adjuvants and immune enhancement
Stäger et al. Systemic and local antibody response in mice induced by a recombinant peptide fragment from Giardia lamblia variant surface protein (VSP) H7 produced by a Salmonella typhimurium vaccine strain
JP7701733B2 (ja) サポニン系ワクチンアジュバント
JPH0233720B2 (cg-RX-API-DMAC10.html)
EP0013856B1 (en) New compounds associating peptidyl or aminoacyl residues to lipophilic groups and pharmaceutical compositions containing said new compounds
Durette et al. Synthesis and immunoadjuvant activities of 2-acetamido-5-O-acetyl-6-O-acyl-2-deoxy-3-O-[(R)-2-propionyl-L-alanyl-D-isoglutamine]-D-glucofuranoses as potential prodrug forms of 6-O-Acyl Derivatives of N-acetylmuramyl dipeptide

Legal Events

Date Code Title Description
MKEX Expiry