Iodomethylene derivatives of aspartic and glutamic acids in peptidomimetic chemistry

摘要

Several recent investigations have focused on the preparation of orthogonally protected lanthionines,the monosulfide analogue of cystine,for their utilization in solid fase synthesis of bioactive cyclic analogues.Compared to the labile disulfide bridge of cystine,the monosulfide ones of lanthionine provide more constrained peptide structures,increasing biostability.Therefore,the synthesis of lanthionine building blocks and their introduction into various biologically active peptides have received significant interest.Here we report the synthesis of new diaminoacids,such as lanthionine-like building blocks,in which a carboxylic group present in natural lanthionine has been replaced by the side chain(R)of Asp and Glu.