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Stability of Bilirubin

Abstract

CRYSTALLINE bilirubin changes with time as noted by Küster1. Newly recrystallized, it dissolves immediately and completely in chloroform. With aged preparations, when dissolved at room temperature, a certain amount of insoluble substance is observed which dissolves within a few seconds when boiled under reflux. This must be due to either an isomerization from bilirubin to dihydrobiliverdin—a displacement of the π electrons from the vinyl to the central methylene bridge2—or a transition between two crystalline phases, the less soluble having the highest thermodynamical stability.

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References

  1. Küster, W., Hoppe-Seyler's Z., 59, 63 (1909).

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  2. Gray, C. H., Bile Pigments in Health and Disease, 16 (Charles C. Thomas, Publ., Springfield, Illinois, 1961).

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  3. Fog, J., and Jellum, E., Nature, 198, 88 (1963).

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  4. Lemberg, R., and Legge, J. W., Hematin Compounds and Bile Pigments (Interscience Publ., London, 1949).

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  5. Fog, J., Diss., Oslo (1960).

  6. Schellong, G., Ikterus Neonatorum, 49 (Thieme Verlag, Stuttgart, 1962).

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FOG, J., BUGGE-ASPERHEIM, B. Stability of Bilirubin. Nature 203, 756–757 (1964). https://doi.org/10.1038/203756a0

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