Stereospecificity of monoacylglycerol acyltransferase activity from rat intestine and suckling rat liver.

The stereospecificity of monoacylglycerol acyltransferase from rat intestinal mucosa and suckling rat liver microsomes was examined using sn-1,2-diacylglycerol kinase from Escherichia coli. With 2-monooleoyl glycerol and palmitoyl-CoA, 88 and 87.9% of the diacylglycerol synthesized by the intestinal mucosa and suckling liver, respectively, was demonstrated to be the sn-1,2-isomer. Analysis of similar preparations of these diacylglycerol products by gas-liquid chromatography-mass spectrometry indicated that most of the remaining diacylglycerol was the 1,3-isomer that probably arose via acyl-migration. These results indicate that monoacylglycerol acyltransferase is stereospecific. Measurement of acyltransferase activities in microsomes using 1- and 2-monoacyl- and monoalkylglycerols as substrates indicated that the monoacylglycerol acyltransferases from suckling liver and intestinal mucosa have different substrate specificities.

[1]  J. P. Walsh,et al.  sn-1,2-Diacylglycerol kinase of Escherichia coli. Purification, reconstitution, and partial amino- and carboxyl-terminal analysis. , 1985, The Journal of biological chemistry.

[2]  R. Coleman,et al.  Hepatic monoacylglycerol acyltransferase. Characterization of an activity associated with the suckling period in rats. , 1984, The Journal of biological chemistry.

[3]  A. Kuksis,et al.  An examination of the stereochemical course of acylation of 2-monoacylglycerols by rat intestinal villus cells using [2H3]palmitic acid. , 1984, Biochimica et biophysica acta.

[4]  R. Coleman,et al.  3 Enzymes of Triacylglycerol Formation in Mammals , 1983 .

[5]  A. Merrill,et al.  Facile enzymatic synthesis of fatty acylcoenzyme A thioesters. , 1982, Journal of lipid research.

[6]  H. Sprecher,et al.  Unidimensional thin-layer chromatography of phospholipids on boric acid-impregnated plates. , 1982, Journal of lipid research.

[7]  A. Kuksis,et al.  Radioassay of the stereospecificity of 2-monoacylglycerol acyltransferase. , 1982, Analytical biochemistry.

[8]  D. Kennerly,et al.  Use of diacylclycerol kinase to quantitate picomole levels of 1,2-diacylglycerol. , 1979, Analytical biochemistry.

[9]  A. Kuksis,et al.  Stereospecific analysis of triacylglycerols via racemic phosphatidylcholines and phospholipase C. , 1979, Canadian journal of biochemistry.

[10]  R. Coleman,et al.  Triacylglycerol synthesis in isolated fat cells. Studies on the microsomal diacylglycerol acyltransferase activity using ethanol-dispersed diacylglycerols. , 1976, The Journal of biological chemistry.

[11]  A. Kuksis,et al.  Triacylglycerol biosynthesis in everted sacs of rat intestinal mucosa. , 1975, Canadian journal of biochemistry.

[12]  A. Kuksis,et al.  Glycerolipid biosynthesis in isolated rat intestinal epithelial cells. , 1975, Canadian journal of biochemistry.

[13]  A. Kuksis,et al.  Microsomal synthesis of di- and triacylglycerols in rat liver and Ehrlich ascites cells. , 1974, Canadian journal of biochemistry.

[14]  A. Kuksis,et al.  Enantiomeric diglycerides as stereospecific probes in triglyceride synthesis in vitro. , 1972, Canadian journal of biochemistry.

[15]  E. Horning,et al.  Analyses of phospholipids, ceramides, and cerebrosides by gas chromatography and gas chromatography-mass spectrometry. , 1971, The American journal of clinical nutrition.

[16]  L. Schultz,et al.  The utilization of the alpha-glycerophosphate and monoglyceride pathways for phosphatidyl choline biosynthesis in the intestine. , 1970, Biochimica et biophysica acta.

[17]  R. Sundler,et al.  The acylation of monoacylglycerol isomers by pig liver microsomes. , 1970, Biochimica et biophysica acta.

[18]  E. Horning,et al.  The Use of Gas Phase Analytical Methods For the Analysis of Phospholipids , 1969 .

[19]  E. P. Kennedy,et al.  Pathways for the synthesis of glycerophosphatides in Escherichia coli. , 1967, The Journal of biological chemistry.

[20]  R. Wolfenden,et al.  ON THE SITE OF ESTERIFICATION OF AMINO ACIDS TO SOLUBLE RNA. , 1964, Biochemistry.

[21]  E. P. Kennedy,et al.  The enzymatic synthesis of triglycerides. , 1956, The Journal of biological chemistry.

[22]  W. J. Dyer,et al.  A rapid method of total lipid extraction and purification. , 1959, Canadian journal of biochemistry and physiology.

[23]  A. P. Doerschuk.  Acyl Migrations in Partially Acylated, Polyhydroxylic Systems1 , 1952 .

[24]  O. H. Lowry,et al.  Protein measurement with the Folin phenol reagent. , 1951, The Journal of biological chemistry.