Literature DB >> 7087697

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

J St Pyrek, R Sterzycki, R Lester, E Adcock.   

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)-3 alpha-hydroxy-23,24-bisnor-5 beta-cholan-22-oic, (20S)- and (20R)-3 beta-hydroxy-23,24-bisnor-chol-5-en-22-oic, and one C21 acid-3 beta-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 3 beta-hydroxychol-5-enoic) are produced in the maternal intestine by microbial flora and transferred to the fetus through the placenta.

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Year:  1982        PMID: 7087697     DOI: 10.1007/BF02535111

Source DB:  PubMed          Journal:  Lipids        ISSN: 0024-4201            Impact factor:   1.880


  27 in total

1.  Application of the Wittig-Horner reaction to steroid ketones.

Authors:  E D Bergmann; A Solomonovici
Journal:  Steroids       Date:  1976-03       Impact factor: 2.668

2.  Mass spectrometry in structural and stereochemical problems. 250. Characteristic fragmentations of cholesterol acetate.

Authors:  L G Partridge; C Djerassi
Journal:  J Org Chem       Date:  1977-08-19       Impact factor: 4.354

Review 3.  Microbiological transformation of bile acids.

Authors:  S Hayakawa
Journal:  Adv Lipid Res       Date:  1973

4.  Mechanisms of steroid oxidation by microorganisms. 13. C22 acid intermediates in the degradation of the cholesterol side chain.

Authors:  C J Sih; K C Wang; H H Tai
Journal:  Biochemistry       Date:  1968-02       Impact factor: 3.162

5.  Isolation and identification of four new carboxylic acid metabolites of cortisol in man.

Authors:  H L Bradlow; B Zumoff; C Monder; H J Lee; L Hellman
Journal:  J Clin Endocrinol Metab       Date:  1973-11       Impact factor: 5.958

6.  Identification of 3 beta-hydroxy-5-cholenoic acid in human meconium.

Authors:  P Back; K Ross
Journal:  Hoppe Seylers Z Physiol Chem       Date:  1973-01

7.  The degradation of hyodeoxycholic acid by Pseudomon as spp. N.C.I.B. 10590.

Authors:  M E Tenneson; J D Baty; R F Bilton; A N Mason
Journal:  J Steroid Biochem       Date:  1979-09       Impact factor: 4.292

8.  The degradation of taurocholic acid and glycocholic acid by Pseudomonas spp. N.C.I.B. 10590.

Authors:  M E Tenneson; R F Bilton; A N Mason
Journal:  Biochem Soc Trans       Date:  1978       Impact factor: 5.407

9.  The localization and induction of bile acid dehydrogenases in Pseudomonas N.C.I.B. 10590 [proceedings].

Authors:  R F Bilton; A N Mason; D V Smith
Journal:  Biochem Soc Trans       Date:  1977       Impact factor: 5.407

10.  Developmental pattern of bile acid metabolism as revealed by bile acid analysis of meconium.

Authors:  P Back; K Walter
Journal:  Gastroenterology       Date:  1980-04       Impact factor: 22.682

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  3 in total

1.  Human liver steroid sulphotransferase sulphates bile acids.

Authors:  A Radominska; K A Comer; P Zimniak; J Falany; M Iscan; C N Falany
Journal:  Biochem J       Date:  1990-12-15       Impact factor: 3.857

2.  Differences in testosterone and its precursors by sex of the offspring in meconium.

Authors:  Alexander J Frey; Bo Y Park; Emily R Schriver; Daniel R Feldman; Samuel Parry; Lisa A Croen; Daniele M Fallin; Irva Hertz-Picciotto; Craig J Newschaffer; Nathaniel W Snyder
Journal:  J Steroid Biochem Mol Biol       Date:  2016-11-18       Impact factor: 4.292

3.  Hepatic metabolism of 3 alpha-hydroxy-5 beta-etianic acid (3 alpha-hydroxy-5 beta-androstan-17 beta-carboxylic acid) in the adult rat.

Authors:  J M Little; J St Pyrek; R Lester
Journal:  J Clin Invest       Date:  1983-01       Impact factor: 14.808

  3 in total

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