Abstract
The title indole-based compound that enforces tripodal topology and is potential applicable for the use as artificial receptor, was prepared by a simple reaction of 1,3,5-benzenetricarbonyl trichloride with 5-methoxytryptamine. The compound was characterized by elemental analysis, 1H-NMR, 13C-NMR and mass spectrometry.
Highlights
The design of indole-based carbohydrate receptors [6,7,8,9,10] was inspired by the binding modes of carbohydrate-binding proteins, which often use indole (Trp) and/or imidazole (His) groups to bind the carbohydrate substrate by hydrogen bonding and CH-π interactions [11]
In this paper we describe the simple synthesis of the methoxyindole-based compound 3 that enforces tripodal topology and is potential applicable for the use as artificial receptor
Gave good fit only to the mixed 1:1 and 2:1 receptor-substrate binding model (K11 = 370 M−1, K21 = 890 M−1; average values from three titrations); the formation of complexes with 2:1 stoichiometry was further indicated by the mole ratio plot
Summary
In this paper we describe the simple synthesis of the methoxyindole-based compound 3 that enforces tripodal topology and is potential applicable for the use as artificial receptor. The synthesis of 3 involves the reaction of 1,3,5-benzenetricarbonyl trichloride (1) with 5-methoxytryptamine (2)
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