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- W2000627083 abstract "Bilirubin-IXα, the end product of porphyrin metabolism in mammals and the neurotoxic yellow-orange pigment of jaundice, exhibits a strong tendency to fold like a book into either of two interconverting enantiomeric conformations, which are further stabilized by intramolecular hydrogen bonding. Bilirubin exhibits optical activity in R-(-)-ethylmethylsulfoxide solvent, as seen by moderately strong bisignate circular dichroism Cotton effects (Δϵmax452=+10.9,Δϵmax404=-4.5), and in dichloromethane solution in the presence of 2M R-(+)-methyl-p-tolylsulfoxide its circular dichroism spectrum (Δϵ463max=+11.2,Δϵ412max=-7.1) is comparably strong. As observed earlier for chiral recognition of bilirubin by optically active amines and serum albumins, the optically active sulfoxide acts as a chiral complexation agent to induce an asymmetric transformation of bilirubin, whose bisignate circular dichroism spectra are characteristic of an exciton splitting arising from interaction of the two component dipyrrinone chromophores." @default.
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- W2000627083 date "1990-01-01" @default.
- W2000627083 modified "2023-10-17" @default.
- W2000627083 title "Sulfoxides as chiral complexation agents. Conformational enantiomer resolution and induced circular dichroism of bilirubins" @default.
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- W2000627083 doi "https://doi.org/10.1016/s0040-4020(01)81462-9" @default.
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