Simultaneous Formation of Antiparallel b-Sheet-like and Type II b-Turn-like Structures Based on Introduction of Dipeptide Chains with Heterochiral Sequence into Ferrocene Scaffold

Abstract

Simultaneous formation of antiparallel β-sheet-like and type II β-turn-like structures through the intramolecular hydrogen bonds was achieved by the symmetrical introduction of two dipeptide chains with heterochiral sequence (-L-Ala-D-Pro-4APy or -D-Ala-L-Pro-4APy) into the ferrocene scaffold as a central reverse-turn unit. X-Ray crystallographic analyses clarified the chirality-organized structures of the ferrocene-peptide bioconjugates, in which the helical chirality of the ferrocene unit was induced. The ferrocene-peptide bioconjugates exhibited an induced circular dichroism (ICD) based on the helical chirality at the absorbance region of the ferrocene moiety.