Novel Peptoid Building Blocks: Synthesis of Functionalized Aromatic Helix-Inducing Submonomers

摘要

Peptoids, oligo-N-substituted glycines, can fold into well-defined helical secondary structures. The design and synthesis of new peptoid building blocks that are capable of both (a) inducing a helical secondary structure, and (b) decorating the helices with chemical functionalities is reported. Peptoid heptamers containing carboxamide, carboxylic acid or thiol functionalities were synthesized, and the resulting peptoids were shown to form stable helices. A thiol-containing peptoid readily formed the homo-disulfide, providing a convenient route to prepare peptoid helix homodimers.