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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
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MetaCyc Enzyme: long-chain fatty acid ω-hydroxylase

Gene: CYP704B1 Accession Number: AT1G69500 (MetaCyc)

Species: Arabidopsis thaliana col

Summary:
The cDNA of CYP704B1 was expressed in yeast cells. The enzyme activity of CYP704B1 was demonstrated in an in vitro enzyme assay, where palmitate was transformed to 16-hydroxypalmitate. In addition to palmitate, CYP704B1 also acted on oleate, linoleate, linolenate and 9,10-epoxystearate. Laurate was a poor substrate. Phenolics such as cinnamate, p-coumarate, ferulate, sinapate and p-coumaroyl shikimate were not metabolized by CYP704B1.

CYP704B1 had an anther-specific expression pattern and is highly coexpressed with CYP703A2, an in-chain fatty acid hydroxylase involved in exine biosynthesis. CYP704B1 mutant plants had impaired pollen walls that lack a normal exine layer.

Unification Links: ArrayExpress:Q8GWJ5 , Pride:Q8GWJ5 , Protein Model Portal:Q8GWJ5 , String:3702.AT1G69500.1-P , UniProt:Q8GWJ5

Relationship Links: InterPro:IN-FAMILY:IPR001128 , InterPro:IN-FAMILY:IPR002401 , Pfam:IN-FAMILY:PF00067 , Prints:IN-FAMILY:PR00385 , Prints:IN-FAMILY:PR00463

Gene-Reaction Schematic: ?

Instance reactions of [a fatty acid + NADPH + oxygen + H+ → an ω-hydroxy fatty acid + NADP+ + H2O] (1.14.13.-):
i1: 9,10-epoxystearate + NADPH + H+ + oxygen → 9,10-epoxy-18-hydroxystearate + NADP+ + H2O (1.14.13.-)

i2: oleate + NADPH + oxygen + H+ → 18-hydroxyoleate + NADP+ + H2O (1.14.13.-)

i3: (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + NADPH + H+ + oxygen = 22-hydroxydocosahexaenoate + NADP+ + H2O (1.14.13.cl)

i4: (9R,10S)-dihydroxystearate + NADPH + H+ + oxygen → 9,10,18-trihydroxystearate + NADP+ + H2O (1.14.13.-)

i5: behenate + NADPH + oxygen + H+ → 22-hydroxydocosanoate + NADP+ + H2O (1.14.13.-)

i6: palmitate + NADPH + H+ + oxygen → 16-hydroxypalmitate + NADP+ + H2O (1.14.13.-)

i7: laurate + NADPH + oxygen + H+ → ω-hydroxylaurate + NADP+ + H2O (1.14.13.-)

Credits:
Created 24-Feb-2011 by Zhang P , TAIR


Enzymatic reaction of: long-chain fatty acid ω-hydroxylase

EC Number: 1.14.13.-

a fatty acid + NADPH + oxygen + H+ <=> an ω-hydroxy fatty acid + NADP+ + H2O

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the direction in which it was curated.

The reaction is favored in the direction shown.

In Pathways: sporopollenin precursor biosynthesis , alkane oxidation


References

Dobritsa09: Dobritsa AA, Shrestha J, Morant M, Pinot F, Matsuno M, Swanson R, Moller BL, Preuss D (2009). "CYP704B1 is a long-chain fatty acid omega-hydroxylase essential for sporopollenin synthesis in pollen of Arabidopsis." Plant Physiol 151(2);574-89. PMID: 19700560


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Fri Nov 21, 2014, BIOCYC14B.