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MetaCyc Reaction: 1.14.19.5

Superclasses: Reactions Classified By Conversion Type Simple Reactions Chemical Reactions
Reactions Classified By Substrate Small-Molecule Reactions

EC Number: 1.14.19.5

Enzymes and Genes:

Bombyx mori : acyl-CoA 11-desaturase/conjugase Inferred from experiment : Bmpgdesat1
Trichoplusia ni : acyl-CoA 11-desaturase Inferred from experiment : D11DS

Supersedes EC number: 1.14.99.32

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.

Most BioCyc compounds have been protonated to a reference pH value of 7.3, and some reactions have been computationally balanced for hydrogen by adding free protons. Please see the PGDB Concepts Guide for more information.

Mass balance status: Marked as unbalanced.

Enzyme Commission Primary Name: acyl-CoA 11-(Z)-desaturase

Enzyme Commission Synonyms: δ11 desaturase, fatty acid δ11-desaturase, TpDESN, Cro-PG, δ11 fatty acid desaturase, Z/E11-desaturase, δ11-palmitoyl-CoA desaturase, Δ11-fatty-acid desaturase

Taxonomic Range: Metazoa

Standard Gibbs Free Energy (ΔrG in kcal/mol): -35.015137 Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary:
The enzyme introduces a cis double bond at position C11 of saturated fatty acyl-CoAs. In moths the enzyme participates in the biosynthesis of their sex pheromones.The enzyme from the marine microalga Thalassiosira pseudonana is specific for palmitoyl-CoA (16:0) [Tonon04], that from the leafroller moth Choristoneura rosaceana desaturates myristoyl-CoA (14:0) [Hao02], while that from the moth Spodoptera littoralis accepts both substrates [Martinez90]. The enzyme contains three histidine boxes that are conserved in all desaturases [Rodriguez92]. It is membrane-bound, and contains a cytochrome b5-like domain at the N-terminus that serves as the electron donor for the active site of the desaturase.

Citations: [Navarro97]

Gene-Reaction Schematic: ?

Gene-Reaction Schematic

Relationship Links: BRENDA:EC:1.14.19.5 , ENZYME:EC:1.14.19.5 , IUBMB-ExplorEnz:EC:1.14.19.5


References

Hao02: Hao G, O'Connor M, Liu W, Roelofs WL (2002). "Characterization of Z/E11- and Z9-desaturases from the obliquebanded leafroller moth, Choristoneura rosaceana." J Insect Sci 2;26. PMID: 15455060

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

Martinez90: Martinez T, Fabrias G, Camps F (1990). "Sex pheromone biosynthetic pathway in Spodoptera littoralis and its activation by a neurohormone." J Biol Chem 265(3);1381-7. PMID: 2295634

Navarro97: Navarro, I., Font, I., Fabrias, G., Camps, F. (1997). "Stereospecificity of the (E)- and (Z)-11 myristoyl desaturases in the biosynthesis of Spodoptera littoralis sex pheromone." J. Am. Chem. Soc. 119:11335-11336.

Rodriguez92: Rodriguez, F., Hallahan, D.L., Pickett, J.A., Camps, F. (1992). "Characterization of the Δ11-palmitoyl-CoA-desaturase from Spodoptera littoralis (Lepidoptera:Noctuidae)." Insect Biochem. Mol. Biol. 22: 143-148.

Tonon04: Tonon T, Harvey D, Qing R, Li Y, Larson TR, Graham IA (2004). "Identification of a fatty acid Delta11-desaturase from the microalga Thalassiosira pseudonana." FEBS Lett 563(1-3);28-34. PMID: 15063718


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 19.0 on Thu Aug 27, 2015, biocyc14.