Acyclic Pseudopeptidic Hosts as Molecular Receptors and Transporters for Anions
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Other documents of the author: Martí Vidal, Inés; Burguete, M. Isabel; Gale, Philip A.; Luis, Santiago V.
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comunitat-uji-handle2:10234/7053
comunitat-uji-handle3:10234/8639
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http://dx.doi.org/10.1002/ejoc.201500390 |
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Title
Acyclic Pseudopeptidic Hosts as Molecular Receptors and Transporters for AnionsDate
2015Publisher
Wiley-VCH VerlagISSN
1434-193X; 1099-0690Bibliographic citation
MARTÍ, Inés, et al. Acyclic Pseudopeptidic Hosts as Molecular Receptors and Transporters for Anions. European Journal of Organic Chemistry, 2015, vol. 2015, no 23, p. 5150-5158.Type
info:eu-repo/semantics/articlePublisher version
http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201500390/abstractSubject
Abstract
The synthesis and characterization of different pseudopeptidic hosts derived from open chain systems with C2 and C3 symmetry has been achieved. These receptors are based on structures containing phenylalanine amino ... [+]
The synthesis and characterization of different pseudopeptidic hosts derived from open chain systems with C2 and C3 symmetry has been achieved. These receptors are based on structures containing phenylalanine amino acid residues and amine, amide, urea and thiourea groups as the structural elements providing their capability to interact with anions. The transport of chloride and organic anions of biological relevance (l-lactate, l-maleate and l-aspartate) through lipid bilayer membranes has been studied for these receptors. The chloride-binding properties of the selected hosts have been studied in solution by NMR titrations. In addition, in order to rationalize the results, lipophilicity studies have been carried out. It has been observed that transport activity is affected by the nature of the aliphatic central spacer and the side chains, the most active receptors being 9b, derived from a tripodal precursor with the shortest aliphatic side chain and 3c, derived from a bis(amino amide) but having the longest spacer. These hosts are more selective for the anion chloride than for the studied organic anions. [-]
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European Journal of Organic Chemistry Volume 2015, Issue 23, pages 5150–5158, August 2015Rights
Copyright © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
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