• We are sorry, but NCBI web applications do not support your browser and may not function properly. More information
Logo of biochemjBJ Latest papers and much more!
Biochem J. Nov 1, 1989; 263(3): 897–904.
PMCID: PMC1133515

Sex-related differences in the enhancing effects of perfluoro-octanoic acid on stearoyl-CoA desaturase and its influence on the acyl composition of phospholipid in rat liver. Comparison with clofibric acid and tiadenol.

Abstract

The effects of the peroxisome proliferators clofibric acid (p-chlorophenoxyisobutyric acid), tiadenol [2,2'-(decamethylenedithio)diethanol] and perfluoro-octanoic acid (PFOA) on hepatic stearoyl-CoA desaturation in male and female rats were compared. Treatment of male rats with the three peroxisome proliferators increased markedly the activity of stearoyl-CoA desaturase. Administration of clofibric acid or tiadenol to female rats increased greatly the hepatic activity of stearoyl-CoA desaturase, the extent of the increases being slightly less pronounced than those of male rats. In contrast with the other two peroxisome proliferators, however, PFOA did not change the activity of stearoyl-CoA desaturase in female rats. Hormonal manipulations revealed that this sex-related difference in the effect of PFOA on stearoyl-CoA desaturase activity is strongly dependent on testosterone. The increase in stearoyl-CoA desaturase activity by peroxisome proliferators was not accompanied by any notable increases in the microsomal content of cytochrome b5 or the activity of NADH: cytochrome b5 reductase. The administration of the peroxisome proliferators greatly altered the acyl composition of hepatic phosphatidylcholine and phosphatidylethanolamine (namely the proportions of C18:1 and C20:3,n-9 fatty acids increased in both phospholipids), and the alterations were partially associated with the increase in stearoyl-CoA desaturase activity.

Full text

Full text is available as a scanned copy of the original print version. Get a printable copy (PDF file) of the complete article (1.1M), or click on a page image below to browse page by page. Links to PubMed are also available for Selected References.

Selected References

These references are in PubMed. This may not be the complete list of references from this article.
  • MARSH JB, JAMES AT. The conversion of stearic to oleic acid by liver and yeast preparations. Biochim Biophys Acta. 1962 Jul 2;60:320–328. [PubMed]
  • Prasad MR, Joshi VC. Regulation of rat hepatic stearoyl coenzyme A desaturase. The roles of insulin and carbohydrate. J Biol Chem. 1979 Feb 25;254(4):997–999. [PubMed]
  • Joshi VC, Aranda LP. Hormonal regulation of the terminal enzyme of microsomal stearoyl coenzyme A desaturase in cultured avian liver explants. Role of insulin. J Biol Chem. 1979 Dec 10;254(23):11779–11782. [PubMed]
  • Faas FH, Carter WJ. Fatty acid desaturation and microsomal lipid fatty acid composition in experimental hypothyroidism. Biochem J. 1982 Oct 1;207(1):29–35. [PMC free article] [PubMed]
  • Eck MG, Wynn JO, Carter WJ, Faas FH. Fatty acid desaturation in experimental diabetes mellitus. Diabetes. 1979 May;28(5):479–485. [PubMed]
  • Oshino N, Sato R. The dietary control of the microsomal stearyl CoA desaturation enzyme system in rat liver. Arch Biochem Biophys. 1972 Apr;149(2):369–377. [PubMed]
  • Kawashima Y, Hirose A, Adachi T, Kozuka H. Role of stearoyl-CoA desaturase and 1-acylglycerophosphorylcholine acyltransferase in the regulation of the acyl composition of phosphatidylcholine in rat liver. Biochim Biophys Acta. 1985 Dec 4;837(3):222–229. [PubMed]
  • Montgomery MR, Holtzman JL. Drug-induced alterations in hepatic fatty acid desaturase activity. Biochem Pharmacol. 1975 Jul 15;24(13-14):1343–1347. [PubMed]
  • Carreau JP, Mazliak P, Frommel D. Stearyl-CoA desaturation capacity of the rat liver during regeneration after partial hepatectomy. Int J Biochem. 1981;13(6):765–767. [PubMed]
  • Williams MT, Simonet L. In vivo suppression of stearyl CoA desaturase activity by griseofulvin: evidence against the involvement of lipid peroxidation. Toxicol Appl Pharmacol. 1988 Dec;96(3):541–549. [PubMed]
  • Kawashima Y, Kozuka H. Increased activity of stearoyl-CoA desaturation in liver from rat fed clofibric acid. Biochim Biophys Acta. 1982 Dec 13;713(3):622–628. [PubMed]
  • Kawashima Y, Hirose A, Kozuka H. Modification by clofibric acid of acyl composition of glycerolipids in rat liver. Possible involvement of fatty acid chain elongation and desaturation. Biochim Biophys Acta. 1984 Oct 4;795(3):543–551. [PubMed]
  • Kawashima Y, Hanioka N, Matsumura M, Kozuka H. Induction of microsomal stearoyl-CoA desaturation by the administration of various peroxisome proliferators. Biochim Biophys Acta. 1983 Jul 12;752(2):259–264. [PubMed]
  • Kawashima Y, Hirose A, Kozuka H. Alterations by peroxisome proliferators of acyl composition of hepatic phosphatidylcholine in rats, mice and guinea-pigs. Role of stearoyl-CoA desaturase. Biochem J. 1986 Apr 1;235(1):251–255. [PMC free article] [PubMed]
  • Ikeda T, Aiba K, Fukuda K, Tanaka M. The induction of peroxisome proliferation in rat liver by perfluorinated fatty acids, metabolically inert derivatives of fatty acids. J Biochem. 1985 Aug;98(2):475–482. [PubMed]
  • Kawashima Y, Uy-Yu N, Kozuka H. Sex-related difference in the inductions by perfluoro-octanoic acid of peroxisomal beta-oxidation, microsomal 1-acylglycerophosphocholine acyltransferase and cytosolic long-chain acyl-CoA hydrolase in rat liver. Biochem J. 1989 Jul 15;261(2):595–600. [PMC free article] [PubMed]
  • LOWRY OH, ROSEBROUGH NJ, FARR AL, RANDALL RJ. Protein measurement with the Folin phenol reagent. J Biol Chem. 1951 Nov;193(1):265–275. [PubMed]
  • Oshino N, Imai Y, Sato R. A function of cytochrome b5 in fatty acid desaturation by rat liver microsomes. J Biochem. 1971 Jan;69(1):155–167. [PubMed]
  • Hoch FL, Depierre JW, Ernster L. Thyroid control over biomembranes. Liver-microsomal cytochrome b5 in hypothyroidism. Eur J Biochem. 1980 Aug;109(1):301–306. [PubMed]
  • Oshino N, Imai Y, Sato R. Electron-transfer mechanism associated with fatty acid desaturation catalyzed by liver microsomes. Biochim Biophys Acta. 1966 Oct 17;128(1):13–27. [PubMed]
  • Rogers MJ, Strittmatter P. Lipid-protein interactions in the reconstitution of the microsomal reduced nicotinamide adenine dinucleotide-cytochrome b 5 reductase system. J Biol Chem. 1973 Feb 10;248(3):800–806. [PubMed]
  • OMURA T, SATO R. THE CARBON MONOXIDE-BINDING PIGMENT OF LIVER MICROSOMES. I. EVIDENCE FOR ITS HEMOPROTEIN NATURE. J Biol Chem. 1964 Jul;239:2370–2378. [PubMed]
  • BLIGH EG, DYER WJ. A rapid method of total lipid extraction and purification. Can J Biochem Physiol. 1959 Aug;37(8):911–917. [PubMed]
  • Skipski VP, Peterson RF, Barclay M. Quantitative analysis of phospholipids by thin-layer chromatography. Biochem J. 1964 Feb;90(2):374–378. [PMC free article] [PubMed]
  • MORRISON WR, SMITH LM. PREPARATION OF FATTY ACID METHYL ESTERS AND DIMETHYLACETALS FROM LIPIDS WITH BORON FLUORIDE--METHANOL. J Lipid Res. 1964 Oct;5:600–608. [PubMed]
  • Svoboda D, Grady H, Azarnoff D. Microbodies in experimentally altered cells. J Cell Biol. 1967 Oct;35(1):127–152. [PMC free article] [PubMed]
  • Svoboda D, Azarnoff D, Reddy J. Microbodies in experimentally altered cells. II. The relationship of microbody proliferation to endocrine glands. J Cell Biol. 1969 Mar;40(3):734–746. [PMC free article] [PubMed]
  • Reddy JK, Kumar NS. Stimulation of catalase synthesis and increase of carnitine acetyltransferase activity in the liver of intact female rats fed clofibrate. J Biochem. 1979 Mar;85(3):847–856. [PubMed]
  • Reddy JK, Azarnoff DL, Svoboda DJ, Prasad JD. Nafenopin-induced hepatic microbody (peroxisome) proliferation and catalase synthesis in rats and mice. Absence of sex difference in response. J Cell Biol. 1974 May;61(2):344–358. [PMC free article] [PubMed]
  • Osumi T, Hashimoto T. Enhancement of fatty acyl-CoA oxidizing activity in rat liver peroxisomes by di-(i-ethylhexyl)phthalate. J Biochem. 1978 May;83(5):1361–1365. [PubMed]
  • Mitchell FE, Price SC, Hinton RH, Grasso P, Bridges JW. Time and dose-response study of the effects on rats of the plasticizer di(2-ethylhexyl) phthalate. Toxicol Appl Pharmacol. 1985 Dec;81(3 Pt 1):371–392. [PubMed]
  • Gray RH, de la Iglesia FA. Quantitative microscopy comparison of peroxisome proliferation by the lipid-regulating agent gemfibrozil in several species. Hepatology. 1984 May-Jun;4(3):520–530. [PubMed]
  • Shimakata T, Mihara K, Sato R. Reconstitution of hepatic microsomal stearoyl-coenzyme A desaturase system from solubilized components. J Biochem. 1972 Nov;72(5):1163–1174. [PubMed]
  • Oshino N, Omura T. Immunochemical evidence for the participation of cytochrome b5 in microsomal stearyl-CoA desaturation reaction. Arch Biochem Biophys. 1973 Aug;157(2):395–404. [PubMed]
  • Holloway PW, Wakil SJ. Requirement for reduced diphosphopyridine nucleotide-cytochrome b5 reductase in stearly coenzyme A desaturation. J Biol Chem. 1970 Apr 10;245(7):1862–1865. [PubMed]
  • Holloway PW, Katz JT. A requirement for cytochrome b 5 in microsomal stearyl coenzyme A desaturation. Biochemistry. 1972 Sep 26;11(20):3689–3696. [PubMed]
  • Takesue S, Omura T. Purification and properties of NADH-cytochrome b5 reductase solubilized by lysosomes from rat liver microsomes. J Biochem. 1970 Feb;67(2):267–276. [PubMed]
  • Mihara K, Sato R. Partial purification of NADH-cytochrome b 5 reductase from rabbit liver microsomes with detergents and its properties. J Biochem. 1972 Apr;71(4):725–735. [PubMed]
  • Van Rafelghem MJ, Andersen ME. The effects of perfluorodecanoic acid on hepatic stearoyl-coenzyme A desaturase and mixed function oxidase activities in rats. Fundam Appl Toxicol. 1988 Oct;11(3):503–510. [PubMed]
  • Kawashima Y, Hirose A, Kozuka H. Selective increase in acylation of 1-acylglycerophosphorylcholine in livers of rats and mice by peroxisome proliferators. Biochim Biophys Acta. 1984 Apr 18;793(2):232–237. [PubMed]
  • Akesson B, Elovson J, Arvidson G. Initial incorporation into rat liver glycerolipids of intraportally injected (3H)glycerol. Biochim Biophys Acta. 1970 Jun 9;210(1):15–27. [PubMed]
  • Groener JE, Klein W, Van Golde LM. The effect of fasting and refeeding on the composition and synthesis of triacylglycerols, phosphatidylcholines, and phosphatidylethanolamines in rat liver. Arch Biochem Biophys. 1979 Nov;198(1):287–295. [PubMed]
  • Bell RM, Ballas LM, Coleman RA. Lipid topogenesis. J Lipid Res. 1981 Mar;22(3):391–403. [PubMed]
  • Dawidowicz EA. Dynamics of membrane lipid metabolism and turnover. Annu Rev Biochem. 1987;56:43–61. [PubMed]
  • Stubbs CD, Smith AD. The modification of mammalian membrane polyunsaturated fatty acid composition in relation to membrane fluidity and function. Biochim Biophys Acta. 1984 Jan 27;779(1):89–137. [PubMed]
  • Brenner RR. Effect of unsaturated acids on membrane structure and enzyme kinetics. Prog Lipid Res. 1984;23(2):69–96. [PubMed]
  • McMurchie EJ, Abeywardena MY, Charnock JS, Gibson RA. Differential modulation of rat heart mitochondrial membrane-associated enzymes by dietary lipid. Biochim Biophys Acta. 1983 Oct 4;760(1):13–24. [PubMed]
  • Mathur SN, Simon I, Lokesh BR, Spector AA. Phospholipid fatty acid modification of rat liver microsomes affects acylcoenzyme A:cholesterol acyltransferase activity. Biochim Biophys Acta. 1983 May 16;751(3):401–411. [PubMed]
  • Castuma CE, Brenner RR. The influence of fatty acid unsaturation and physical properties of microsomal membrane phospholipids on UDP-glucuronyltransferase activity. Biochem J. 1989 Mar 15;258(3):723–731. [PMC free article] [PubMed]

Articles from Biochemical Journal are provided here courtesy of The Biochemical Society

Formats:

Cited by other articles in PMC

See all...

Links

  • Compound
    Compound
    PubChem Compound links
  • MedGen
    MedGen
    Related information in MedGen
  • PubMed
    PubMed
    PubMed citations for these articles
  • Substance
    Substance
    PubChem Substance links

Recent Activity

Your browsing activity is empty.

Activity recording is turned off.

Turn recording back on

See more...