Literature DB >> 6870808

Deoxycholic acid degradation by a Pseudomonas sp. Acidic intermediates with A-ring unsaturation.

R A Leppik.   

Abstract

The microbial catabolism of deoxycholic acid by a Pseudomonas sp. was studied, and six further acidic intermediates were isolated, as their methyl esters. Evidence is presented that the compounds are methyl 12 alpha-hydroxy-3-oxochol-4-en-24-oate, methyl 12 alpha-hydroxy-3-oxo-23,24-dinorchol-4-en-22-oate, methyl 12 alpha-hydroxy-3-oxochola-1,4-dien-24-oate, methyl 12 alpha-hydroxy-3-oxo-23,24-dinorchola-1,4-dien-22-oate, methyl 12 alpha-hydroxy-3-oxochola-1,4,22E-trien-24-oate and methyl 12 alpha-hydroxy-3-oxo-23,24-dinorchola-1,4,17(20)-trien-22-oate. On the basis of these compounds, together with the seven intermediates previously reported, a catabolic pathway is proposed.

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Year:  1983        PMID: 6870808      PMCID: PMC1154296          DOI: 10.1042/bj2100829

Source DB:  PubMed          Journal:  Biochem J        ISSN: 0264-6021            Impact factor:   3.857


  17 in total

1.  C-22 acid intermediates in the microbiological cleavage of the cholesterol side chain.

Authors:  C J Sih; K C Wang; H H Tai
Journal:  J Am Chem Soc       Date:  1967-04-12       Impact factor: 15.419

2.  The mechanism of microbial conversion of cholesterol into 17-keto steroids.

Authors:  C J Sih; H H Tai; Y Y Tsong
Journal:  J Am Chem Soc       Date:  1967-04-12       Impact factor: 15.419

Review 3.  Microbial cleavage of sterol side chains.

Authors:  C K Martin
Journal:  Adv Appl Microbiol       Date:  1977       Impact factor: 5.086

Review 4.  Microbiological transformation of bile acids.

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

5.  The enzymatic transformation of cholic acid by the culture Mycobacterium mucosum 1210.

Authors:  L O Severina; I V Torgov; G K Skrjabin; N S Wulfson; V I Zaretskii; I B Papernaja
Journal:  Tetrahedron       Date:  1969-02       Impact factor: 2.457

6.  The transformation of desoxycholic acid by the culture Mycobacterium mucosum 1210.

Authors:  L O Severina; I V Torgov; G K Skrjabin; V I Zaretskii; N S Wulfson; I B Papernaja
Journal:  Tetrahedron       Date:  1969-12       Impact factor: 2.457

7.  Transformation of cholic acid by the culture Mycobacterium N 1210.

Authors:  L O Severina; I V Torgov; G K Skrjabin; N S Wulfson; V I Zaretskii; I B Papernaja
Journal:  Tetrahedron       Date:  1968-03       Impact factor: 2.457

8.  The degradation of cholic acid and deoxycholic acid by Bacteroides species under strict anaerobic conditions.

Authors:  R W Owen; R F Bilton; M E Tenneson
Journal:  Biochem Soc Trans       Date:  1977       Impact factor: 5.407

9.  New dehydroxylation reaction observed in the microbiological degradation pathway of cholic acid.

Authors:  S Hayakawa; Y Kanematsu; T Fujiwara
Journal:  Nature       Date:  1967-04-29       Impact factor: 49.962

10.  Microbiological degradation of bile acids, further degradation of a cholic acid metabolite containing the hexahydroindane nucleus by Corynebacterium equi.

Authors:  S Hayakawa; T Fujiwara
Journal:  Biochem J       Date:  1977-02-15       Impact factor: 3.857

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  4 in total

1.  Comamonas testosteroni 3-ketosteroid-delta 4(5 alpha)-dehydrogenase: gene and protein characterization.

Authors:  C Florin; T Köhler; M Grandguillot; P Plesiat
Journal:  J Bacteriol       Date:  1996-06       Impact factor: 3.490

2.  Pseudomonas mutant strains that accumulate androstane and seco-androstane intermediates from bile acids.

Authors:  R A Leppik; D J Sinden
Journal:  Biochem J       Date:  1987-04-01       Impact factor: 3.857

3.  Identification of 9α-hydroxy-17-oxo-1,2,3,4,10,19-hexanorandrostan-5-oic acid in steroid degradation by Comamonas testosteroni TA441 and its conversion to the corresponding 6-en-5-oyl coenzyme A (CoA) involving open reading frame 28 (ORF28)- and ORF30-encoded acyl-CoA dehydrogenases.

Authors:  Masae Horinouchi; Toshiaki Hayashi; Hiroyuki Koshino; Michal Malon; Hiroshi Hirota; Toshiaki Kudo
Journal:  J Bacteriol       Date:  2014-08-04       Impact factor: 3.490

4.  Effect of restricted aeration on catabolism of cholic acid by two Pseudomonas species.

Authors:  M G Smith; R J Park
Journal:  Appl Environ Microbiol       Date:  1984-07       Impact factor: 4.792

  4 in total

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