Incorporation of xenobiotic carboxylic acids into lipids by cultured 3T3-L1 adipocytes. 2004

S Vickery, and P F Dodds
Department of Agricultural Sciences, Imperial College London, Wye Campus, Wye, Ashford TN25 5AH, UK.

The study was established to assess the potential for a variety of xenobiotic aromatic carboxylic acids to be incorporated into glycerolipids. The 14C-labelled xenobiotic acids were included in incubations of cultured 3T3-L1 adipocytes under defined conditions. Lipids were extracted and identified by TLC and radioscanning. Ibuprofen, 4-(2,4-dichlorophenoxy)-butanoic acid (2,4-DB), 4-(2-methyl-4-chlorophenoxy)-butanoic acid (MCPB) and 2-(2-methyl-4-chlorophenoxy)-propanoic acid (MCPP) (all 0.5 mM) were incorporated into lipid extracts at rates of 220, 227, 199 and 21 pmol microg(-1) phospholipid/h, respectively. 2,4-Dichlorophenoxyacetic acid (2,4-D), indomethacin, naproxen and fluroxypyr were incorporated at rates lower than MCPP or not at all. The incorporation of acids was first order to at least 1 mM acid (except MCPB: 300 microM). Triacylglycerol analogues were the major products with incorporation into diacylglycerol and phosphatidylcholine also observed. After digestion with pancreatic lipase, ibuprofen-containing triacylglycerol was unusual in that the main product was the monoacylglycerol analogue, suggesting that esterification had been at the sn-2 position. Incubation with cultured 3T3-L1 adipocytes is a useful and easy method to assess whether xenobiotic compounds can be incorporated into glycerolipids; of eight acids assessed, four (of which three have not previously been reported) were shown to form xenobiotic triacylglycerols.

UI MeSH Term Description Entries
D002264 Carboxylic Acids Organic compounds containing the carboxy group (-COOH). This group of compounds includes amino acids and fatty acids. Carboxylic acids can be saturated, unsaturated, or aromatic. Carboxylic Acid,Acid, Carboxylic,Acids, Carboxylic
D006017 Glycolipids Any compound containing one or more monosaccharide residues bound by a glycosidic linkage to a hydrophobic moiety such as an acylglycerol (see GLYCERIDES), a sphingoid, a ceramide (CERAMIDES) (N-acylsphingoid) or a prenyl phosphate. (From IUPAC's webpage) Glycolipid
D000818 Animals Unicellular or multicellular, heterotrophic organisms, that have sensation and the power of voluntary movement. Under the older five kingdom paradigm, Animalia was one of the kingdoms. Under the modern three domain model, Animalia represents one of the many groups in the domain EUKARYOTA. Animal,Metazoa,Animalia
D015262 Xenobiotics Chemical substances that are foreign to the biological system. They include naturally occurring compounds, drugs, environmental agents, carcinogens, insecticides, etc. Xenobiotic
D017667 Adipocytes Cells in the body that store FATS, usually in the form of TRIGLYCERIDES. WHITE ADIPOCYTES are the predominant type and found mostly in the abdominal cavity and subcutaneous tissue. BROWN ADIPOCYTES are thermogenic cells that can be found in newborns of some species and hibernating mammals. Fat Cells,Lipocytes,Adipocyte,Cell, Fat,Cells, Fat,Fat Cell,Lipocyte
D051379 Mice The common name for the genus Mus. Mice, House,Mus,Mus musculus,Mice, Laboratory,Mouse,Mouse, House,Mouse, Laboratory,Mouse, Swiss,Mus domesticus,Mus musculus domesticus,Swiss Mice,House Mice,House Mouse,Laboratory Mice,Laboratory Mouse,Mice, Swiss,Swiss Mouse,domesticus, Mus musculus
D041721 3T3-L1 Cells A continuous cell line that is a substrain of SWISS 3T3 CELLS developed though clonal isolation. The mouse fibroblast cells undergo an adipose-like conversion as they move to a confluent and contact-inhibited state. 3T3-L1,3T3 L1 Cells,3T3-L1 Cell,Cell, 3T3-L1,Cells, 3T3-L1

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