U.S. patents available from 1976 to present.
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Peptide compounds

Patent 5882645 Issued on March 16, 1999. Estimated Expiration Date: Icon_subject March 16, 2016. Estimated Expiration Date is calculated based on simple USPTO term provisions. It does not account for terminal disclaimers, term adjustments, failure to pay maintenance fees, or other factors which might affect the term of a patent.

Patent References

3326682

P. falciparum CS-peptides as universal T-cell epitope Patent #: 5114713
Issued on: 05/19/1992
Inventor: Sinigaglia

Inventors

Assignee

Application

No. 374560 filed on 03/13/1995

US Classes:

424/194.1, Conjugated via claimed linking group, bond, or coupling agent424/278.1, NONSPECIFIC IMMUNOEFFECTOR, PER SE (E.G., ADJUVANT, NONSPECIFIC IMMUNOSTI- MULATOR, NONSPECIFIC IMMUNOPOTENTIATOR, NONSPECIFIC IMMUNOSUPPRESSOR, NON- SPECIFIC IMMUNOMODULATOR, ETC.); OR NONSPECIFIC IMMUNOEFFECTOR, STABILIZER, EMULSIFIER, PRESERVATIVE, CARRIER, OR OTHER ADDITIVE FOR A COMPOSITION CON- TAINING AN IMMUNOGLOBULIN, AN ANTISERUM, AN ANTIBODY, OR FRAGMENT THEREOF, AN ANTIGEN, AN EPITOPE, OR OTHER IMMUNOSPECIFIC IMMUNOEFFECTOR530/334, Polymer supported synthesis, e.g., solid phase synthesis, Merrifield synthesis, etc.530/345Chemical aftertreatment, e.g., acylation, methylation, etc.

Examiners

Primary: Housel, James C.
Assistant: Ashton, Rosemary

Attorney, Agent or Firm

Foreign Patent References

  • 89/10348 WO. 11/13/1989

International Classes

A61K 039/385
A61K 038/00

Foreign Application Priority Data

1992-07-24 GB

Abstract

Synthetic peptides are widely used to generate antibodies. To induce high antibody response, it is known to conjugate the peptide to a carrier protein (e.g. KLH, BSA) or to incorporate it into polylysine to form a multiple antigenic peptide. Anchors may be built in which are based on fatty acids. According to the invention there is provided a novel lipidic amino acid based anchor system which can maximally enhance the antigenicity of a short synthetic peptide. These novel compounds are entirely peptide-based and may therefore be produced automatically by some step wise peptide synthesis, preferably solid phase step wise peptide synthesis. According to the invention there is also provided such a process.

Other References

  • Muranishi S. et al. "Lipophilic peptides: Synthesis of laurol thyrotropin-releasing hormone and its biological activity" Pharm. Res. 1991, vol. 8, No. 5, pp. 649-652
  • Nardelli B. et al. "Design of a complete synthetic peptide-based AIDS vaccine with a built-in adjuvant" Aids Research and Human Retroviruses. 1992, vol. 8, No. 8, pp. 14051407
  • Hopp T.P. "Immunogenicity of a synthetic HBsAg peptide:Enhancement by conjugation to a fatty acid carrier" Mol. Immunol. 1984, vol. 21, No. 1, pp. 13-16
  • Tam, J.P., "Synthetic Peptide Vaccine Design: Synthesis and Properties of a High-Density Multiple . . . ", Proc. Natl. Acad. Sci. USA, vol. 85, Aug. 1988, pp. 5409-5413
  • Tam, J.P., et al., "Mechanisms for the Removal of Benzyl Protecting Groups in Synthetic Peptides by Trifluoromethanelsulfonic Acid-Trifluoroacetic Acid-Dimethyl Sulfide", J. Am. Chem. Soc., 1986, vol. 108, pp. 5242-5251
  • Mitchell, A.R., et al., "A New Synthetic Route to tert-Butyloxycarbonylaminoacyl-4-(oxymethyl)phenylacetamidomethyl-resin, an Improved Support for Solid-Phase Peptide Synthesis", J. Org. Chem., vol. 43, No. 14, 1978, pp. 2845-2852
  • Neckameyer, W.S., et al., "Nucleotide Sequence of Avian Sarcoma Virus UR2 and Comparison of Its Transforming Gene With Other Members of the Tyrosine Protein Kinase Oncogene Family", Journal of Virology, Mar. 1985, pp. 879-884
  • Gibbons, W.A., et al., "Synthesis, Resolution and Structural Elucidation of Lipidic Amino Acids and Their Homo- and Hetero-Oligomers", Liebigs Ann. Chem., 1990, pp. 1175-1183
  • Huang, W., et al., "Synthetic Vaccine Memetic", Rockefeller University, pp. 847-848. 12 Peptide Symposium. 1991
  • Merrifield, R.B., "Solid Phase Peptide Synthesis. I. The Synthesis of a Tetrapeptide", Rockefeller Institute, Jul. 20, 1963, vol. 85, pp. 2149-2154
  • Toth, I., et al., "Lipidic Peptides X1. Synthesis, Structural and Physico-Chemical Elucidation of Lipidic Amino Acid Conjugates With Hydrophilic Compounds", Tetrahedron, vol. 48, No. 5, 1992, pp. 923-930
  • Defoort, J-P., et al., "Complete Synthetic Vaccine With Built-In Adjuvant", Rockefeller University, pp. 845-846. Chem. Biol., Proc. Am Pept. Symp. 12th (1991)
  • DiMarchi, R., et al., "Protection of Cattle Against Foot-and-Mouth Disease by a Synthetic Peptide", Science, vol. 232, May 2, 1986, pp. 639-641
  • Toth, I., et al., "Lipidic Amino Acid Based Synthetic Peptide Vaccine Adjuvant", Immunological Satellite Meeting, Budapest, Aug. 29-31, 1992 Abstract Only
  • Toth, I., et al., "A Combined Adjuvant and Carrier System for Enhancing Synthetic Peptides Immunogenicity Utilising Lipidic Amino Acids", Tetrahedron Letters, vol. 34, No. 24, 1993, pp. 3925-3928
  • Defoort, J-P., et al., "Macromolecular Assemblage in the Design of a Synthetic AIDS Vaccine", Proc. Natl. Acad. Sci. USA, vol. 89, May 1992, pp. 3879-388
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