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Benzene-1,3,5-tricarboxamide monomers derived from alkyl esters of tryptophan (BTA Trp) self-assemble into helices with an inner threefold hydrogen bond network surrounded by a second network involving the indole N-H groups. As a consequence of this extra stabilization of its helical assemblies, BTA Trp forms more viscous solutions than a range of ester and alkyl BTAs.

Extra hydrogen bonding interactions by peripheral indole groups stabilize benzene-1,3,5-tricarboxamide helical assemblies