Metabolic Modeling Tutorial
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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 Pathway: Δ5-eicosenoate biosynthesis

This view shows enzymes only for those organisms listed below, in the list of taxa known to possess the pathway. If an enzyme name is shown in bold, there is experimental evidence for this enzymatic activity.

Synonyms: Δ5-eicosenoic acid biosynthesis

Superclasses: Biosynthesis Fatty Acids and Lipids Biosynthesis Fatty Acid Biosynthesis Unusual Fatty Acid Biosynthesis

Some taxa known to possess this pathway include ? : Limnanthes alba

Expected Taxonomic Range: Magnoliophyta

Summary:
Oleic acid (18:1Δ9) is the most commonly found mono-unsaturated fatty acids in plant oils. However a number of novel mono-unsaturated fatty acid species are naturally accumulated in some plants. The seed oil of meadowfoam (Limnanthes alba) has high content of Δ5 unsaturated C20 and C22 fatty acids, with Δ5-eicosenoic acid (20:1Δ5) accounts for 60% of the total fatty acids. The high content of Δ5-eicosenoic acid makes the meadowfoam seed oil desirable for use in cosmetics, surfactants and lubricants.

The biosynthesis of Δ5-eicosenoic acid has novel features. The elongation step is catalyzed by a L. alba saturated fatty acid-specific FAE1. The elongation starts with palmitic acid (16:0) instead of stearic acid (18:0) or oleic acid (18:1). The latter two are commonly found to be the initial substrates used in very long chain fatty acids biosynthesis in most plant species. The Δ5 double bond is then introduced by an acyl-CoA desaturase which is rarely found in plants in that most plant desaturases use either acyl-ACP or fatty acids bound to glycerol lipids as substrates.

Citations: [Cahoon00]

Credits:
Created 02-Oct-2006 by Zhang P , TAIR


References

Cahoon00: Cahoon EB, Marillia EF, Stecca KL, Hall SE, Taylor DC, Kinney AJ (2000). "Production of fatty acid components of meadowfoam oil in somatic soybean embryos." Plant Physiol 124(1);243-51. PMID: 10982439

Other References Related to Enzymes, Genes, Subpathways, and Substrates of this Pathway

King07: King A, Nam JW, Han J, Hilliard J, Jaworski JG (2007). "Cuticular wax biosynthesis in petunia petals: cloning and characterization of an alcohol-acyltransferase that synthesizes wax-esters." Planta 226(2);381-94. PMID: 17323080

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."


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 Sat Nov 22, 2014, BIOCYC14A.