Chiral translation and cooperative self-assembly of discrete helical structures using molecular recognition dyads |
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Authors: | Nakade Hiroshi Jordan Brian J Xu Hao Han Gang Srivastava Sudhanshu Arvizo Rochelle R Cooke Graeme Rotello Vincent M |
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Institution: | Department of Chemistry, University of Massachusetts, 710 North Pleasant Street, Amherst, MA 01003, USA. |
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Abstract: | Complementary diaminopyridine (DAP) and flavin derivatives self-assemble into discrete helically stacked tetrads in hydrocarbon solvents. The self-assembled structure was demonstrated through induced circular dichroism using DAPs with chiral side-chains and flavin with achiral side-chains. Flavin derivatives with chiral side-chains were synthesized; cooperativity in the self-assembly was established through circular dichroism (CD) profiles and melting curves. It was found that placing stereocenters in both recognition units resulted in a strong bisignated profile and enhancement of complex stability, indicative of cooperative self-assembly. |
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