EC 1.1.1.318 - Eugenol synthase

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IntEnz Enzyme Nomenclature
EC 1.1.1.318

Names

Accepted name:
eugenol synthase
Other names:
LtCES1
EGS1
EGS2
Systematic name:
eugenol:NADP+ oxidoreductase (coniferyl ester reducing)

Reactions

Comments:

The enzyme acts in the opposite direction. The enzymes from the plants Ocimum basilicum (sweet basil) [1,3], Clarkia breweri and Petunia hybrida [4] only accept coniferyl acetate and form eugenol. The enzyme from Pimpinella anisum (anise) forms anol (from 4-coumaryl acetate) in vivo, although the recombinant enzyme can form eugenol from coniferyl acetate [5]. The enzyme from Larrea tridentata (creosote bush) also forms chavicol from a coumaryl ester and can use NADH [2].

Links to other databases

Enzymes and pathways: NC-IUBMB , BRENDA , ExplorEnz , ENZYME@ExPASy , KEGG , MetaCyc , UniPathway
Structural data: CSA , EC2PDB
UniProtKB/Swiss-Prot:

References

  1. Koeduka, T., Fridman, E., Gang, D. R., Vassao, D. G., Jackson, B. L., Kish, C. M., Orlova, I., Spassova, S. M., Lewis, N. G., Noel, J. P., Baiga, T. J., Dudareva, N., Pichersky, E.
    Eugenol and isoeugenol, characteristic aromatic constituents of spices, are biosynthesized via reduction of a coniferyl alcohol ester.
    Proc. Natl. Acad. Sci. U.S.A. 103: 10128-10133 (2006). [PMID: 16782809]
  2. Vassao, D. G., Kim, S. J., Milhollan, J. K., Eichinger, D., Davin, L. B., Lewis, N. G.
    A pinoresinol-lariciresinol reductase homologue from the creosote bush (Larrea tridentata) catalyzes the efficient in vitro conversion of p-coumaryl/coniferyl alcohol esters into the allylphenols chavicol/eugenol, but not the propenylphenols p-anol/isoeugenol.
    Arch. Biochem. Biophys. 465: 209-218 (2007). [PMID: 17624297]
  3. Louie, G. V., Baiga, T. J., Bowman, M. E., Koeduka, T., Taylor, J. H., Spassova, S. M., Pichersky, E., Noel, J. P.
    Structure and reaction mechanism of basil eugenol synthase.
    PLoS ONE 2: e993 (2007). [PMID: 17912370]
  4. Koeduka, T., Louie, G. V., Orlova, I., Kish, C. M., Ibdah, M., Wilkerson, C. G., Bowman, M. E., Baiga, T. J., Noel, J. P., Dudareva, N., Pichersky, E.
    The multiple phenylpropene synthases in both Clarkia breweri and Petunia hybrida represent two distinct protein lineages.
    Plant J. 54: 362-374 (2008). [PMID: 18208524]
  5. Koeduka, T., Baiga, T. J., Noel, J. P., Pichersky, E.
    Biosynthesis of t-anethole in anise: characterization of t-anol/isoeugenol synthase and an O-methyltransferase specific for a C7-C8 propenyl side chain.
    Plant Physiol. 149: 384-394 (2009). [PMID: 18987218]

[EC 1.1.1.318 created 2012]