Literature DB >> 2344442

Alkylthioacetic acids (3-thia fatty acids) are metabolized and excreted as shortened dicarboxylic acids in vivo.

S Bergseth1, J Bremer.   

Abstract

The metabolism of 1-14C-labeled long-chain alkylthioacetic acids (3-thia fatty acids) which are blocked for normal beta-oxidation by a sulfur atom in the beta-position has been investigated in vivo. Most of the injected radioactivity (greater than 50%) was excreted in the urine within the first 48 h. The recovered and identified metabolites were all short sulfoxydicarboxylic acids. The main metabolite from dodecylthioacetic acid was carboxypropylsulfoxy acetic acid. Some bis(carboxymethyl)sulfoxide (dithioglycolic acid sulfoxide) was also found. The main metabolite from nonylthioacetic acid was carboxyethylsulfoxyacetic acid. No sulfones were found. Less than 1% of the 1-14C from the dodecylthioacetic acid was recovered in respiratory CO2 and about 3% of the 1-14C from nonylthioacetic acid. [1-14C]Dodecyl-sulfonylacetic acid was recovered almost quantitatively as carboxypropylsulfonylacetic acid in the urine after 3 h. A significant fraction (10% of the dodecylthioacetic acid was recovered in the phospholipids and triacylglycerols from liver and epidymal fat pad 4 h after injection. These experiments show that the alkylthioacetic acids undergo an initial omega-oxidation followed by beta-oxidation to short dicarboxylic acids.

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Year:  1990        PMID: 2344442     DOI: 10.1016/0005-2760(90)90308-k

Source DB:  PubMed          Journal:  Biochim Biophys Acta        ISSN: 0006-3002


  5 in total

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Authors:  Laila N Larsen; Linda Granlund; Anne Kristin Holmeide; Lars Skattebøl; Hilde Irene Nebb; Jon Bremer
Journal:  Lipids       Date:  2005-01       Impact factor: 1.880

2.  Thia fatty acids with the sulfur atom in even or odd positions have opposite effects on fatty acid catabolism.

Authors:  Endre Dyroy; Hege Wergedahl; Jon Skorve; Oddrun A Gudbrandsen; Jon Songstad; Rolf K Berge
Journal:  Lipids       Date:  2006-02       Impact factor: 1.880

3.  Hormonal and substrate regulation of 3-thia fatty acid metabolism in Morris 7800 C1 hepatoma cells.

Authors:  E Hvattum; H J Grav; J Bremer
Journal:  Biochem J       Date:  1993-09-15       Impact factor: 3.857

4.  The metabolism of tetradecylthiopropionic acid, a 4-thia stearic acid, in the rat. In vivo and in vitro studies.

Authors:  E Hvattum; S Skrede; J Bremer; M Solbakken
Journal:  Biochem J       Date:  1992-09-15       Impact factor: 3.857

5.  The PPAR pan-agonist tetradecylthioacetic acid promotes redistribution of plasma cholesterol towards large HDL.

Authors:  Thomas Lundåsen; Matteo Pedrelli; Bodil Bjørndal; Björn Rozell; Raoul V Kuiper; Lena Burri; Chiara Pavanello; Marta Turri; Jon Skorve; Rolf K Berge; Stefan E H Alexson; Veronika Tillander
Journal:  PLoS One       Date:  2020-03-16       Impact factor: 3.240

  5 in total

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