A modified Backbone Amide Linker (BAL) solid-phase peptide synthesis strategy accommodating prolyl, N-alkylamino acyl, or histidyl derivatives at theC-terminus

A new variation of the Backbone Amide Linker (BAL) approach has been develo ped for N-alpha-Fmoc solid-phase synthesis (SPS) of C-terminal modified pep tides; this provides a convenient route to peptides containing prolyl, N-al kylamino acyl, or histidyl derivatives at the C-terminus. To illustrate the principles, several model peptides were prepared in high yields and excell ent purities; diketopiperazines and racemized byproducts which otherwise fo rm when alternative procedures are used were absent from the syntheses repo rted herein. (C) 2000 Elsevier Science Ltd. All rights reserved.