An investigation of racemisation during the use of acetoacetyl-L-valine in peptide synthesis

Abstract

The acetoacetyl group allows quantitative retention of configuration in the synthesis of a peptide (valylvaline methyl ester) when suitable condensing agents such as dicyclohexylcarbodi-imide alone or in the presence of N-hydroxysuccinimide are used, and hydroxylamine hydrochloride in an acidic medium is the cleavage agent.