Automated synthesis and use of N-chloroacetyl-modified peptides for the preparation of synthetic peptide polymers and peptide-protein immunogens.
A method to incorporate N-chloroacetyl moieties at the amino termini of synthetic peptides using a standard program with an automated peptide synthesizer has been developed. The N-chloroacetyl-modified peptides react well with sulfhydryl containing proteins such as 4-mercaptobutyrimide-modified bovine serum albumin to form stable protein-peptide conjugates. By incorporating cysteine into the synthetic peptide, autopolymerization or cyclization of the synthetic peptide occurs by reaction of the free sulfhydryl with the chloroacetyl group. N-Chloroacetyl-derivatized peptides may be useful as reagents for potential peptide immunogens and vaccines.
Center for Drugs and Biologics, Food and Drug Administration, Bethesda, Maryland.
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Lindner
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Robey
D000107:Acetylation; D000941:Antigens; D002851:Chromatography, High Pressure Liquid; D007202:Indicators and Reagents; D008722:Methods; D010455:Peptides / Q000138:chemical synthesis* / Q000276:immunology; D011506:Proteins / Q000138:chemical synthesis* / Q000276:immunology; D014614:Vaccines, Synthetic
D000941:Antigens; D007202:Indicators and Reagents; D010455:Peptides; D011506:Proteins; D014614:Vaccines, Synthetic