Peptidomimicry with C₂‐Symmetric Oligourea Derivatives of 1,2‐Diaminocyclohexane and 1,2‐Diphenyl‐1,2‐diaminoethane: Chirality and Chain Length‐Dependent Conformation

Abstract

To study whether C2 symmetric oligoureas form secondary structures such as sheets and helices/turns to serve as peptidomimetics, conformations of oligoureas composed of 1,2‐diaminocyclohexane and 1,2‐diphenyl‐1,2‐diaminoethane were investigated using X‐ray diffraction, UV, CD and NMR spectroscopic methods. Alternating heterochiral diamines in these chains strongly favored helical conformations. The conformations of C2‐symmetric chains of homochiral diamines were more conditional, giving indications of conditional extended and helical structure.