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Understanding how the geometrical property of chirality is transferred into the physical properties of chiral materials is becoming increasingly important in various research fields, including plasmonics. Advances in DNA nanotechnology, especially DNA origami techniques, have enabled routine fabrication of complex chiral plasmonic assemblies. However, most of the work undertaken to date has involved plasmonic enantiomers. The concept of multiple chiral centers in stereochemistry provides simple guidelines for generating multiple chiral configurations beyond enantiomers. In this issue of ACS Nano, Wang et al. report DNA origami-based assembly and characterization of reconfigurable plasmonic chiral stereoisomers with up to three chiral centers. In this Perspective, we explore the implication of these results for further development of functional chiral plasmonic systems.