Amino acids peptides or derivatives thereof coupled to fats

Details Amino acids peptides or derivatives thereof coupled to fats Amino acids peptides or derivatives thereof coupled to fats

1995-06-07

1999-02-09

Robinson, Douglas W.

Chemistry: natural resins or derivatives; peptides or proteins;

Peptides of 3 to 100 amino acid residues

Chemical aftertreatment, e.g., acylation, methylation, etc.

530324, 530325, 530326, 530327, 530328, 530329, C07K 1113

Patent

active

058696067

ABSTRACT:
The present invention provides novel compounds in which peptides, amino acids or derivatives thereof are bound to other molecules, in particular fatty acids, which facilitate the use of such peptides, amino acids or derivatives thereof. The basic structure of the compounds of the present invention are an amino acid, peptide or derivative thereof linked to 1 to 3 fatty acid molecules via a tromethamine derivative. Alternatively, the amino acid, peptide or derivative thereof may be linked to a fatty acid by an ethanolamine derivative.

REFERENCES:
patent: 4314048 (1982-02-01), Doi et al.
patent: 4751219 (1988-06-01), Kempen
patent: 5019383 (1991-05-01), Hopp
Chemical Abstracts, vol. 65, No. 3, 5616c.
Whitakker, R.G. and Bender, V.J. "A New Procedure for Coupling Peptides with Fats", Proceedings of the Second International Conference on Solid Phase Synthesis and Related Technologies, pp. 495-498.
Bender, V.J. et al. "Using TRIS to Couple Peptides with Fats", Proceedings of the Seventeenth Annual Conference on Protein Structure and Function, Lorne, Feb. 1992.
Reilly, W. et al. "An LHRH Pili Based Vaccine Adjuvanted with a Novel Fatty Acid Adjuvant: A Possible Alternate Immunological Approach for the Treatment of Prostate and Breast Cancers", Keystone Symposium on Cellular Immunity and Immunotherapy of Cancer, Taos, New Mexico, Mar. 17-24, 1993.
Bender, V.J. et al. "Delivery Studies Using Peptide-Fatty Acid Conjugates", Thirteenth American Peptide Symposium, Edmonton, Alberta, Canada, Jun. 20-25, 1993.
Reilly, W. et al. "LHRH Fatty Acid Admixture Vaccines: An Alternate Immunological Approach for the Treatment of Hormone Dependent Prostate and Breast Cancers", Australian Society of Experimental Pathology, Melbourne, Australia, Sep./Oct. 1993.
Whittaker, R.G. et al. "A Gentle Method for Linking Tris to Amino Acids and Peptides", Peptide Research, 6(3) (1993):125-8.
"Chemical Abstracts", vol. 102, No. 3, Jan. 21, 1985, p. 735.
Kashima, C., Amino Alcohols as C-Terminal Protecting Groups in Peptide Synthesis:, Journal of the Chemical Society, Perkin Transactions I, Mar. 1988, pp. 535-539.
Bender, V.J. et al. "Using TRIS for Coupling Peptides with Fats", Proc. 36th Ann. Conf. Aust. Soc. Biochem. Mol. Biol., Melbourne, 1992.

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