An acyl-covalent enzyme intermediate of lecithin:retinol acyltransferase.

The Journal of Biological Chemistry
Marcin Golczak, Krzysztof Palczewski

Abstract

Synthesis of fatty acid retinyl esters determines systemic vitamin A levels and provides substrate for production of visual chromophore (11-cis-retinal) in vertebrates. Lecithin:retinol acyltransferase (LRAT), the main enzyme responsible for retinyl ester formation, catalyzes the transfer of an acyl group from the sn-1 position of phosphatidylcholine to retinol. To delineate the catalytic mechanism of this reaction, we expressed and purified a fully active, soluble form of this enzyme and used it to examine the possible formation of a transient acyl-enzyme intermediate. Detailed mass spectrometry analyses revealed that LRAT undergoes spontaneous, covalent modification upon incubation with a variety of phosphatidylcholine substrates. The addition of an acyl chain occurs at the Cys(161) residue, indicating formation of a thioester intermediate. This observation provides the first direct experimental evidence of thioester intermediate formation that constitutes the initial step in the proposed LRAT catalytic reaction. Additionally, we examined the effect of increasing fatty acyl side chain length in phosphatidylcholine on substrate accessibility in this reaction, which provided insights into the function of the single membrane-spa...Continue Reading

References

Oct 14, 1988·Biochemical and Biophysical Research Communications·P N MacDonald, D E Ong
Feb 9, 1993·Biochemistry·Y Q ShiR R Rando
Nov 5, 2003·Biochemistry·Wan Jin JahngRobert R Rando
Dec 20, 2003·The Journal of Biological Chemistry·Matthew L BattenKrzysztof Palczewski
Oct 12, 2005·The Journal of Biological Chemistry·Marcin GolczakKrzysztof Palczewski
Jan 20, 2006·Journal of Mass Spectrometry : JMS·Michael D Hoffman, Juergen Kast
Jun 8, 2006·Annual Review of Biochemistry·Krzysztof Palczewski
Sep 12, 2006·Molecular & Cellular Proteomics : MCP·Frédéric FrottinThierry Meinnel
Sep 14, 2006·Annual Review of Pharmacology and Toxicology·Gabriel H TravisKrzysztof Palczewski
Nov 14, 2006·The Journal of Biological Chemistry·Andrea IskenJohannes von Lintig
Nov 23, 2006·The Journal of Biological Chemistry·Alexander R MoiseKrzysztof Palczewski
Mar 2, 2010·Trends in Biochemical Sciences·Johannes von LintigKrzysztof Palczewski

❮ Previous
Next ❯

Citations

Oct 15, 2010·Biochemistry·Kevin L ScheyAngus C Grey
May 19, 2012·The Journal of Biological Chemistry·Marcin GolczakKrzysztof Palczewski
Aug 28, 2012·The Journal of Biological Chemistry·Xiao-Yan PangAlexander R Moise
Mar 31, 2011·Biochimica Et Biophysica Acta·Philip D KiserKrzysztof Palczewski
Nov 11, 2014·Nature Chemical Biology·Marcin GolczakKrzysztof Palczewski
Oct 30, 2016·Nutrients·Sylwia ChelstowskaMarcin Golczak
Jan 18, 2017·Journal of Lipid Research·Jason M ArneMarcin Golczak
Oct 26, 2018·The Biochemical Journal·Anahita DaruwallaPhilip D Kiser
Oct 10, 2013·The Journal of Biological Chemistry·Jaume AmengualJohannes von Lintig
Oct 28, 2015·Journal of Biomedical Science·Emily B MardianRobin E Duncan
Jun 17, 2011·The Journal of Biological Chemistry·Falk HillmannNienke Buddelmeijer
Sep 29, 2019·Biochemical and Biophysical Research Communications·Marie-Eve GauthierChristian Salesse
Nov 27, 2019·Biochimica Et Biophysica Acta. Molecular and Cell Biology of Lipids·Made Airanthi K Widjaja-Adhi, Marcin Golczak
Aug 3, 2013·Chemical Reviews·Philip D KiserKrzysztof Palczewski

❮ Previous
Next ❯

Related Concepts

Related Feeds

ASBMB Publications

The American Society for Biochemistry and Molecular Biology (ASBMB) includes the Journal of Biological Chemistry, Molecular & Cellular Proteomics, and the Journal of Lipid Research. Discover the latest research from ASBMB here.