Optically active polymers and supramolecules that form well-defined architectures are important materials with a wide range of applications. Amino acids and sugars are great candidates for the preparation of optically active functional materials because of their versatile structures and functional groups. In these chiral units, intra- and intermolecular noncovalent interactions play significant roles in the generation of smart functions. In this focus review, the author reviews his recent studies related to the fabrication and functions of chiral conjugated polymers and chiral supramolecules based on these natural chiral compounds.