A polyoxapolyaza macrobicyclic receptor for the recognition of zwitterions.
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 H(2)O-MeOH (50:50 v/v) and at I = 0.10 ± 0.01 M in NMe(4)TsO. The H(n)btpN(4)O(3)(n+) showed preference for amino acids containing tetrahedral anionic groups.
Instituto de Tecnologia Química e Biológica, Universidade Nova de Lisboa, Av. da República, 2780-157 Oeiras, Portugal.
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D000596:Amino Acids / Q000737:chemistry*; D000838:Anions; D053961:Azabicyclo Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D001952:Bridged-Ring Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D000432:Methanol / Q000737:chemistry; D008958:Models, Molecular; D011199:Potentiometry; D014867:Water / Q000737:chemistry
D000596:Amino Acids; D000838:Anions; D053961:Azabicyclo Compounds; D001952:Bridged-Ring Compounds; D014867:Water; D000432:Methanol