A polyoxapolyaza macrobicyclic receptor for the recognition of zwitterions

resumo

A polyoxapolyaza heteroditopic macrobicyclic compound (btpN(4)O(3)) was synthesized. The acid-base behaviour of the compound as well as its binding ability for zwitterionic amino acids were studied by potentiometry at 298.2 +/- 0.1 K in H2O-MeOH (50 : 50 v/v) and at I = 0.10 +/- 0.01 M in NMe4TsO. The H(n)btpN(4)O(3)(n+) showed preference for amino acids containing tetrahedral anionic groups.

palavras-chave

AMINO-ACIDS; HETERODITOPIC CRYPTAND; CRYSTAL-STRUCTURES; ANION-BINDING; DIMENSIONALITY; COMPLEXATION; CARBOXYLATES; MOLECULES; TRANSPORT; METHANOL

categoria

Chemistry

autores

Mateus, P; Delgado, R; Brandao, P; Felix, V

nossos autores

agradecimentos

The NMR spectrometers are part of the National NMR Network and were purchased in the framework of the National Program for Scientific Re-equipment, contract REDE/1517/RMN/2005, with funds from POCI 2010 (FEDER) and Fundacao para a Ciencia e a Tecnologia (FCT). M. C. Almeida from the Elemental Analysis and Mass Spectrometry Service at the ITQB is acknowledged for providing elemental analysis and ESI-MS data. Pedro Mateus thanks FCT for the grant (SFRH/BD/36159/2007).

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