Abstract
Bichromophoric ( 4Z ,15 Z )-bilirubin-IXα , the yellow-orange cytotoxic pigment of jaundice, adopts either of two intramolecularly hydrogen-bonded enantiomeric conformations that are in dynamic equilibrium in solution. The addition of S -(+)-2-aminobutane induces the pigment solutions to exhibit intense bisignate circular dichroism (Δε 423 max= +19.5, Δε 479 max= -26.0 (benzene)] in the region of the bilirubin long wave length UV-visible absorption band [Δε 469 max = 60,900 (benzene)]. As seen with serum albumin and other proteins, the optically active base acts as a chiral complexation agent to induce an asymmetric transformation of bilirubin, whose induced bisignate circular dichroism Cotton effect is characteristic of exciton splitting of the component pyrromethenone chromophores.
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