Add time:09/26/2019 Source:sciencedirect.com
BiLirubin dimethyl ester (1) has been studied by fluorescence and fluorescence excitation and by solvent-induced circular dichroism. The existence of two or more forms of the solute involving either or both syn-anti dipyrromethenone and lactamlactim equilibria, was established. The relative population is strongly influenced by the nature of the solvent and by temperature. Thus, the population of one species predominates in ethanol. Presumably the same species generally increases on cooling. The population of another species is strongly preferred in dichloromethane. In other solvents appreciable populations of both persist at all temperatures. Comparison with data on bilirubin diacid and dianion suggests that the composition of the solute species is mainly governed by properties common to all three compounds independent of the specific nature of the propionic side chains.
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