Peptide synthesis on a phenolic resin support

Autor: D. Hudson, late G.W. Kenner
Rok vydání: 1980
Předmět:
Zdroj: International Journal of Biological Macromolecules. 2:63-67
ISSN: 0141-8130
DOI: 10.1016/0141-8130(80)90029-x
Popis: Protected peptides assembled on a phenolic resin support were cleared by peroxide-catalysed hydrolysis. In genenal peptide phenyl ester resins were more labile to nucleophiles than were corresponding Merrifield resin derivatives; transesterification with dimethylaminoethanol providing on alternative cleavage method for peroxide-sensitive peptides. Losses of radiolabelled peptide from both Merrifield and phenolic resins were determined during acid deprotection, base wash and coupling steps in the synthesis of a tetrapeptide. Using 40% (v/v) trifluoroacetic acid in dichloromethane for Boc-deprotection the phenolic resin gave improved results compared to the Merrifield resin. The merits of the procedure for the preparation of protected peptide acids suitable for subsequent condensation reactions were exemplified by the synthesis of an octapeptide sequence of a modified lysozyme.
Databáze: OpenAIRE