Anion recognition by thiostrepton.
A bicyclic polypeptide antibiotic thiostrepton forms both 1:1 and 1:2 complexes with anions (as tetrabutylammonium salts) in organic solvents with K2 >K1 for F- and K2<<K1 for all other anions studied. Relative stabilities of 1:1 complexes in DMSO are AcO- approximatelyF->>Cl-, Br-, HSO4-, H2PO4-, but in CHCl3 they follow a different order: Cl- approximatelyHSO4- >F- approximately AcO- > Br > H2PO4-. The binding mode of anions to thiostrepton is discussed on the basis of solvent effects on the complexation selectivity.
Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Cuernavaca, Mexico.
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Godoy-Alcántar
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Rivera
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Yatsimirsky
D000838:Anions / Q000737:chemistry*; D000900:Anti-Bacterial Agents / Q000737:chemistry*; D002725:Chloroform / Q000737:chemistry; D004121:Dimethyl Sulfoxide / Q000737:chemistry; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D000644:Quaternary Ammonium Compounds / Q000737:chemistry; D012997:Solvents / Q000737:chemistry; D013883:Thiostrepton / Q000737:chemistry*
D000838:Anions; D000900:Anti-Bacterial Agents; D000644:Quaternary Ammonium Compounds; D012997:Solvents; D002725:Chloroform; C009405:tetrabutylammonium; D013883:Thiostrepton; D004121:Dimethyl Sulfoxide