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discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
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MetaCyc Pathway: patchoulol 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.

Superclasses: Biosynthesis Secondary Metabolites Biosynthesis Terpenoids Biosynthesis Sesquiterpenoids Biosynthesis

Some taxa known to possess this pathway include ? : Pogostemon cablin

Expected Taxonomic Range: Viridiplantae

Summary:
The essential oil occurring in the patchouli (Pogostemon cablin) plant is stored in special glands of the leaves. There it accumulates large amounts of its main component (-)-patchoulol that can be extracted by steam distillation [Deguerry06]. The pleasant fragrances in this oil make it an important ingredient in commercial production of cosmetic products [Weyerstahl89] [Frater98]. The oil composition is complex and the main constituents are sesquiterpenoids. The biosynthesis of (-)-patchoulol and derivatives thereof, i.e. α-patchoulene β-patchoulene, γ-patchoulene and seychellene is depicted in the above pathway [Deguerry06] [Munck90].

The multifunctional enzyme patchoulol synthase catalyzing the convertion of (2E,6E)-farnesyl diphosphate into the various, structural very similar sesquiterpenoids is known to produce almost the whole fragrance cocktail of about 13 different sesquiterpenoid compounds reported in Pogostemon cablin [Deguerry06].

Credits:
Created 26-May-2009 by Pujar A , Boyce Thompson Institute
Revised 29-Jun-2012 by Foerster H , Boyce Thompson Institute


References

Deguerry06: Deguerry F, Pastore L, Wu S, Clark A, Chappell J, Schalk M (2006). "The diverse sesquiterpene profile of patchouli, Pogostemon cablin, is correlated with a limited number of sesquiterpene synthases." Arch Biochem Biophys 454(2);123-36. PMID: 16970904

Frater98: Frater G, Bajgrowicz JA, Kraft P (1998). "Fragrance Chemistry." Tetrahedron 54: 7633-7703.

Munck90: Munck SL, Croteau R (1990). "Purification and characterization of the sesquiterpene cyclase patchoulol synthase from Pogostemon cablin." Arch Biochem Biophys 282(1);58-64. PMID: 2171435

Weyerstahl89: Weyerstahl P, Splittgerber H-D, Walteich J, Wollny T (1989). "Odor of monocyclic partial structures of patchouli alcohol and related compounds." J. Ess. Oil Res., 1: 1-8.

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

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 Mon Dec 22, 2014, biocyc14.