Synthesis of tolerogenic monomethoxypolyethylene glycol and polyvinyl alcohol conjugates of peptides.
Recent studies from this laboratory showed that tolerogenic peptide conjugates are very effective reagents for obtaining epitope-specific immunosuppression of antibody responses to immunopathogenic sites on multideterminant complex protein antigens. This paper describes the procedure for synthesis of well-defined conjugates of peptides to monomethoxypolyethylene glycol (mPEG) or to polyvinyl alcohol (PVA). The first step involves succinylation of the hydroxyl groups on the polymers by reaction with succinic anhydride. The polymer is then coupled via the carboxyl of the succinyl group to the alpha-NH2 of the completed peptide on the synthetic resin, while maintaining intact all the side-chain protecting groups on the peptide. The mPEG or PVA-peptide conjugates are cleaved from the resin and purified by standard procedures. This method results in the preparation of conjugates in which one molecule of tolerogenic polymer is coupled to the N-terminal of an otherwise unaltered peptide molecule.
Atassi
M Z
MZ
Department of Biochemistry, Baylor College of Medicine, Houston, Texas 77030.
Manshouri
T
T
D000595:Amino Acid Sequence; D000906:Antibodies / Q000276:immunology; D002851:Chromatography, High Pressure Liquid; D000939:Epitopes / Q000276:immunology; D008969:Molecular Sequence Data; D010455:Peptides / Q000138:chemical synthesis* / Q000378:metabolism; D011092:Polyethylene Glycols / Q000138:chemical synthesis* / Q000378:metabolism; D011142:Polyvinyl Alcohol / Q000138:chemical synthesis* / Q000378:metabolism
D000906:Antibodies; D000939:Epitopes; D010455:Peptides; D011092:Polyethylene Glycols; D011142:Polyvinyl Alcohol; C028210:monomethoxypolyethylene glycol