Catalytic properties of rice alpha-oxygenase. A comparison with mammalian prostaglandin H synthases

The Journal of Biological Chemistry
Takao KoedukaTadahiko Kajiwara

Abstract

Long-chain fatty acids can be metabolized to C(n)(-1) aldehydes by alpha-oxidation in plants. The reaction mechanism of the enzyme has not been elucidated. In this study, a complete nucleotide sequence of fatty acid alpha-oxygenase gene in rice plants (Oryza sativa) was isolated. The deduced amino acid sequence showed some similarity with those of mammalian prostaglandin H synthases (PGHSs). The gene was expressed in Escherichia coli and purified to apparently homogeneous state. It showed the highest activity with linoleic acid and predominantly formed 2-hydroperoxide of the fatty acid (C(n)), which is then spontaneously decarboxylated to form corresponding C(n)(-1) aldehyde. With linoleic or linoleic acids as a substrate, rice alpha-oxygenase formed no product having a lambda(max) at approximately 234 nm, which indicated that the enzyme could not oxygenize the pentadiene system in the substrate. The spectroscopic feature of the purified enzyme in its ferrous state is similar to that of mammalian PGHS, whereas that of dithionite-reduced state showed significant difference. Site-directed mutagenesis revealed that His-158, Tyr-380, and Ser-558 were essential for the alpha-oxygenase activity. These residues are conserved in PGHS a...Continue Reading

References

Jan 29, 1979·Biochimica Et Biophysica Acta·F J van der OuderaaD A van Dorp
Jun 1, 1992·Proceedings of the National Academy of Sciences of the United States of America·M K O'BanionD A Young
Apr 24, 1991·Biochimica Et Biophysica Acta·W L Smith, L J Marnett
Mar 1, 1988·Proceedings of the National Academy of Sciences of the United States of America·D L DeWitt, W L Smith
May 1, 1974·Archives of Biochemistry and Biophysics·W E Shine, P K Stumpf
Jun 1, 1966·Biochimica Et Biophysica Acta·C Hitchcock, A T James
Jun 12, 1996·Molecular & General Genetics : MGG·E A van der BiezenJ Hille
Nov 5, 1997·Nature Genetics·G A JansenR J Wanders
Mar 17, 1998·Biochemical and Biophysical Research Communications·I BenvenisteF Durst
Sep 25, 1999·The Journal of Biological Chemistry·L HörnstenE H Oliw
Jan 19, 2000·Proceedings of the National Academy of Sciences of the United States of America·A S KalgutkarL J Marnett
Sep 22, 2001·Biochimica Et Biophysica Acta·E PsylinakisD F Ghanotakis

❮ Previous
Next ❯

Citations

Feb 25, 2011·Applied Microbiology and Biotechnology·Fenja KaehneJens Schrader
Apr 22, 2004·The Journal of Biological Chemistry·Wen LiuRichard J Kulmacz
Jul 4, 2008·The Journal of Biological Chemistry·Mary Koszelak-RosenblumMichael G Malkowski
May 3, 2013·Molecular Plant-microbe Interactions : MPMI·Carlos Augusto AvilaFiona L Goggin
Apr 4, 2006·Acta Crystallographica. Section F, Structural Biology and Crystallization Communications·Tracy LloydMichael Malkowski
Sep 5, 2009·Archives of Biochemistry and Biophysics·Ah-Lim Tsai, Richard J Kulmacz
Jan 27, 2009·Plant Physiology and Biochemistry : PPB·Alina MosblechIngo Heilmann
Aug 13, 2013·Protein Science : a Publication of the Protein Society·Guangyu ZhuMichael G Malkowski
Mar 17, 2015·Metabolic Engineering·Ying-Xiu CaoYing-Jin Yuan
Sep 3, 2005·Biochemical and Biophysical Research Communications·Mats HambergCarmen Castresana
Aug 24, 2005·Biochemical and Biophysical Research Communications·Richard J Kulmacz
Nov 3, 2009·The Biochemical Journal·Florian BrodhunIvo Feussner
Dec 31, 2015·Biotechnology and Bioengineering·Jee Loon FooMatthew Wook Chang
Oct 31, 2020·Frontiers in Bioengineering and Biotechnology·Jee Loon FooMatthew Wook Chang
Aug 6, 2008·Journal of the American Chemical Society·Ankur GuptaJustine P Roth
Mar 16, 2007·Biochemistry·Arnab MukherjeeJustine P Roth
Dec 21, 2010·Journal of the American Chemical Society·Arnab MukherjeeJustine P Roth
May 24, 2019·Journal of the American Chemical Society·Noah P DunhamJ Martin Bollinger
May 13, 2020·Journal of Agricultural and Food Chemistry·Andreas K HammerMarkus Buchhaupt

❮ 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.