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Constituents of human meconium: II. Identification of steroidal acids with 21 and 22 carbon atoms

  • Symposium: Sterols Held at the AOCS Annual Meeting in New Orleans, LA, May 17–21, 1981
  • Published:
Lipids

Abstract

Monohydroxylated acid fraction isolated from human meconium was found to contain, in addition to C20 and C24 acids identified previously, three C22 bile acids-(20S)-3α-hydroxy-23,24-bisnor-5β-cholan-22-oic, (20S)- and (20R)-3β-hydroxy-23,24-bisnor-chol-5-en-22-oic, and one C21 acid-3β-hydroxypregn-5-en-21-oic. These compounds were identified by capillary gas chromatography-mass spectrometry and by comparison with standards. It is postulated that these C22 acids, as well as the two monohydroxylated C24 bile acids (lithocholic and 3β-hydroxychol-5-enoic) are produced in the maternal intestine by microbial flora and transferred to the fetus through the placenta.

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Part I: J. St. Pyrek, R. Lester, E. Adcock, and A.T. Sanghvi, manuscript submitted for publication. The “reductive-extraction” of meconium with ethanol containing large excess of sodium borohydride excluded the artifactual formation of C20 acids as a result of the degradation of pregnane derivatives with hydroxyketone and hydroxyaldehyde side chains.

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Pyrek, J.S., Sterzycki, R., Lester, R. et al. Constituents of human meconium: II. Identification of steroidal acids with 21 and 22 carbon atoms. Lipids 17, 241–249 (1982). https://doi.org/10.1007/BF02535111

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  • DOI: https://doi.org/10.1007/BF02535111

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