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Violinoid Products of Oxidation of d-Urobilin

Abstract

SOME confusion has recently arisen over the nature of the pigments derived from d-urobilin (I) by treatment with methanolic ferric chloride in the presence of hydrochloric acid. Watson1 claims that this urobilin, after treatment for 15 min. under conditions similar to those described below, affords mainly glaucobilin (II). This finding differs from our own2, which suggested that mesobiliviolins were the main products. Watson obtained mesobiliviolin only after brief treatment of d-urobilin with ferric chloride.

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References

  1. Watson, C. J., and Weimer, M., Fed. Proc., 18, No. 1377 (1959) ; and Watson, C. J., private communication.

  2. Gray, C. H., and Nicholson, D. C., J. Chem. Soc., 627, 3085 (1958).

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  3. Siedel, W., Z. physiol. Chem., 237, 8 (1935).

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  4. Lemberg, R., and Legge, J. W., “Hæmatin Compounds and the Bile Pigments”, 130–133 (Intersci. Pub., New York, 1949).

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  5. Baker, J. W., “Tautomerism”, 51 (Routledge, London, 1939).

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GRAY, C., NICHOLSON, D. Violinoid Products of Oxidation of d-Urobilin. Nature 185, 380–381 (1960). https://doi.org/10.1038/185380a0

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