Chiral recognition of asymmetric amine salts by chemically modified polyether antibiotics

Electrochemical Chiral Sensors and Biosensors

“…The derivatives of crown ethers were also applied with the best results obtained for phenylethylamine hydrochloride [13], and phenylglycine methyl ester [14 -15]. For the similar group of enantiomers the polyether antibiotic was examined with the best results for phenylglycine methyl ester [16]. Data on mentioned selected examples are shown in Table 1.…”

Epinephrine-Selective Electrode Based on Lipophilic 1,3-Bisbridged Cofacial-calix[6]crown-5-ether

“…The selectivity of these electrodes is controlled by the lipophilicity of guest. [2][3][4] In addition to liquid membrane type ISEs, calixarenes have received considerable attention as an interesting class of ionic and molecular binding hosts, 5 and studied that various functionalized calixarenes were selective host molecules for cations as well as anions. [6][7][8][9][10][11][12][13] Many macrocycles including related calixarenes have also been synthesized for organic amine recognition and ISEs which have received considerable attention for clinical and environmental analysis.…”

“…Actually calix [6]arene hexaesters, homooxacalix [3]arene triester, and para-1-adamantylcalix [8]arene have been shown to display selectivities for primary amines such as dopamine. [26][27][28][29] Calix [6]arene has a sufficiently large cavity, so that it can accommodate amine guests, whereas that of calix [4]arene is too small for ordinary amine guests. In this study, poly(vinyl chloride) (PVC) polymeric membrane electrodes were prepared from lipophilic 1,3-bisbridged cofacial-calix [6]crowns as catecholamine selective ionophores.…”

Discrimination among Octylamine Isomers by Polymeric Membrane Electrodes Based on Lipophilic Calix[6]arene Tetraester Derivatives

“…Liquid membrane type electrodes for inorganic cations, such as sodium, potassium and lithium based on the host-guest chemistry, have been developed using crown ethers and related macrocyclic hosts as well as acyclic ligands. [1][2][3][4][5][6][7][8][9][10][11] Many of these inorganic cation-selective electrodes exhibit excellent selectivity for analyte cations and are now commercially available. [12][13][14][15][16] For organic cation-ISEs based on derivatives of crown ether or natural ionophore, as reported thus far, there are not many of these ISEs that respond strongly enough to discriminate among organic guests, and the selectivities of these electrodes are mostly controlled by the lipophilicity of the guest.…”

“…[12][13][14][15][16] For organic cation-ISEs based on derivatives of crown ether or natural ionophore, as reported thus far, there are not many of these ISEs that respond strongly enough to discriminate among organic guests, and the selectivities of these electrodes are mostly controlled by the lipophilicity of the guest. [7][8][9][10][11][12][13][14][15][16][17][18] Recently, calixarenes have received considerable attention as an interesting class of ionic and molecular binding hosts, 19,20 and studies show that various functionalized calixarenes are selective host molecules for cations as well as anions. [21][22][23][24][25][26][27][28][29][30][31][32] The well-defined structure of the calixarene cavity could also be investigated for inclusion of organic guests.…”