Acyl coenzyme A dependent retinol esterification by acyl coenzyme A: diacylglycerol acyltransferase 1

Biochim Biophys Acta. 2005 Oct 15;1737(1):76-82. doi: 10.1016/j.bbalip.2005.09.003. Epub 2005 Sep 20.

Abstract

We provide biochemical evidence that enzymes involved in the synthesis of triacylglycerol, namely acyl coenzyme A:diacylglycerol acyltransferase (DGAT) and acyl coenzyme A:monoacylglycerol acyltransferase (MGAT), are capable of carrying out the acyl coenzyme A:retinol acyltransferase (ARAT) reaction. Among them, DGAT1 appears to have the highest specific activity. The apparent K(m) values of recombinant DGAT1/ARAT for retinol and palmitoyl coenzyme A were determined to be 25.9+/-2.1 microM and 13.9+/-0.3 microM, respectively, both of which are similar to the values previously determined for ARAT in native tissues. A novel selective DGAT1 inhibitor, XP620, inhibits recombinant DGAT1/ARAT at the retinol recognition site. In the differentiated Caco-2 cell membranes, XP620 inhibits approximately 85% of the Caco-2/ARAT activity indicating that DGAT1/ARAT may be the major source of ARAT activity in these cells. Of the two most abundant fatty acyl retinyl esters present in the intact differentiated Caco-2 cells, XP620 selectively inhibits retinyl-oleate formation without influencing the retinyl-palmitate formation. Using this inhibitor, we estimate that approximately 64% of total retinyl ester formation occurs via DGAT1/ARAT. These studies suggest that DGAT1/ARAT is the major enzyme involved in retinyl ester synthesis in Caco-2 cells.

MeSH terms

  • Acyltransferases / metabolism
  • Animals
  • Caco-2 Cells
  • Diacylglycerol O-Acyltransferase / antagonists & inhibitors
  • Diacylglycerol O-Acyltransferase / metabolism*
  • Heterocyclic Compounds, 1-Ring / pharmacology
  • Humans
  • Kinetics
  • Retinol O-Fatty-Acyltransferase / metabolism*
  • Vitamin A / metabolism*

Substances

  • Heterocyclic Compounds, 1-Ring
  • XP 620
  • Vitamin A
  • Acyltransferases
  • DGAT1 protein, human
  • Diacylglycerol O-Acyltransferase
  • 2-acylglycerol O-acyltransferase
  • Retinol O-Fatty-Acyltransferase