|Superclasses:||Reactions Classified By Conversion Type → Simple Reactions → Chemical Reactions|
|Reactions Classified By Substrate → Small-Molecule Reactions|
EC Number: 188.8.131.52
Enzymes and Genes:
|Bombyx mori :||acyl-CoA 11-desaturase/conjugase
|Trichoplusia ni :||acyl-CoA 11-desaturase
Supersedes EC number: 184.108.40.206
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 [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.
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 DL, Pickett JA, Camps F (1992). "Characterization of the Δ11-palmitoyl-CoA-desaturase from Spodoptera littoralis (lepidoptera: noctuidae)." Insect Biochemistry and Molecular Biology 22(2);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
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