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.
Godoy-Alcántar
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C
Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Cuernavaca, Mexico.
Rivera
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Yatsimirsky
A K
AK
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