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New Dehydroxylation Reaction observed in the Microbiological Degradation Pathway of Cholic Acid

Abstract

IN continuing our examination of microbiological degradation of bile acid1–3, we found that when cholic acid (I) was incubated with the same method as described in a previous paper4, a new metabolite of cholic acid by Corynebacterium (Arthrobacter) simplex, 4α-(2-carboxyethyl)-5-oxo-7αβ,γdimethyl-3aα-hexahydroindane-1β-butyric hexahydroindane-1β-butyric acid (IX), was accumulated in the incubation mixture in parallel with a disappearance of a large number of the cholic acid metabolites, 7α,12α-dihydroxy-3-oxocholanic (II), 7α,12α -dihydroxy-3-oxo-Δ4-cholenic (III), 12α-hydroxy-3-oxo-Δ4,6-choladienic (IV), 12α-hydroxy-3-oxo-Δ4-cholenic (V) and 12α-hydroxy-3-oxo-Δ1,4-choladienic (VI) acids reported previously4, from the incubation mixture.

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References

  1. Hayakawa, S., Fujii, T., Saburi, Y., and Eguchi, T., Nature, 179, 537 (1957).

    Article  ADS  CAS  Google Scholar 

  2. Hayakawa, S., Saburi, Y., Tamaki, K., and Hoshijima, H., Nature, 181, 906 (1958).

    Article  ADS  CAS  Google Scholar 

  3. Hayakawa, S., and Kurokawa, K., Nature, 199, 490 (1963).

    Article  ADS  CAS  Google Scholar 

  4. Hayakawa, S., and Samuelsson, B., J. Biol. Chem., 239, 94 (1964).

    CAS  PubMed  Google Scholar 

  5. Sih, C. J., Lee, S. S., Tsong, Y. Y., and Wang, K. C., J. Amer. Chem. Soc., 87, 1385 (1965).

    Article  CAS  Google Scholar 

  6. Sih, C. J., Wang, K. C., Gibson, D. T., and Whitlock, jun., H. W., J. Amer. Chem. Soc., 87, 1386 (1965).

    Article  CAS  Google Scholar 

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HAYAKAWA, S., KANEMATSU, Y. & FUJIWARA, T. New Dehydroxylation Reaction observed in the Microbiological Degradation Pathway of Cholic Acid. Nature 214, 520–521 (1967). https://doi.org/10.1038/214520b0

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