1.1.1.318: eugenol synthase
This is an abbreviated version!
For detailed information about eugenol synthase, go to the full flat file.
Word Map on EC 1.1.1.318
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1.1.1.318
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phenylpropene
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phenylpropanoids
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ocimum
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basilicum
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scent
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emit
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petunia
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basil
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o-methyltransferase
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hybrida
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floral
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cinnamyl
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methyleugenol
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petals
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ripe
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pollinator
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benzenoid
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trichomes
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ammonia-lyase
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strawberry
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peltate
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estragole
- 1.1.1.318
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phenylpropene
-
phenylpropanoids
- ocimum
- basilicum
-
scent
-
emit
- petunia
- basil
-
o-methyltransferase
- hybrida
-
floral
-
cinnamyl
- methyleugenol
- petals
-
ripe
-
pollinator
-
benzenoid
-
trichomes
-
ammonia-lyase
- strawberry
-
peltate
- estragole
Reaction
Synonyms
CbEGS1, CbEGS2, chavicol/eugenol synthase, DcE(I)GS1, DcEGS1, EGS, EGS1, EGS2, eugenol synthase 1, eugenol synthase 2, eugenol synthase 3, eugenol synthase 4, eugenol synthase 5, eugenol synthase 6, eugenol synthase 7, eugenol synthase 8, eugenol/isoeugenol synthase, IEGS1, IEGS2, LtCES1, More, ObEGS1, ObEGS2, ObEGS3, ObEGS4, ObEGS5, ObEGS6, ObEGS7, ObEGS8, PhEGS1, RcEGS1, RhEGS1
ECTree
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results (General Information
General Information on EC 1.1.1.318 - eugenol synthase
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GENERAL INFORMATION 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
evolution
malfunction
downregulation of RcEGS1 expression in flowers by virus-induced gene silencing leads to a reduction of the relative content of eugenol compared to wild-type flowers
metabolism
physiological function
additional information
evolution
EGS is structurally related to the shortchain dehydrogenase/reductases, SDRs, and in particular, enzymes in the isoflavone-reductase-like subfamily
evolution
the phenylpropene-forming eugenol synthase, EGS, belongs to a structural family of NADPH-dependent reductases that also includes isoeugenol synthase, IGS, pinoresinol-lariciresinol reductase, isoflavone reductase, and phenylcoumaran benzylic ether reductase, evolution and function of EGS1 and IGS1, overview
evolution
Ocimum basilicum contains 8 isozymes of eugenol synthase, EGS. The enzymes belong to the PIP family, named after the first three identified members, pinoresinollariciresinol reductase (PLR), isoflavone reductase (IFR), and phenylcoumaran benzylic ether reductase (PCBER)
metabolism
the enzyme is involved in the biosynthesis of phenylpropenes, overview
metabolism
PGT-enriched BAHD acyltransferases, encoded by genes ObCAAT1 and ObCAAT2, convert coniferyl alcohol to coniferyl acetate which is the first committed step towards eugenol synthesis, followed by reduction of coniferyl acetate to eugenol and acetate catalyzed by eugenol synthase EGS1. Both ObCAAT1 and ObCAAT2 in combination with ObEGS1 produce eugenol The phenylpropene biosynthesis is not coupled to lignification in sweet basil. Plant phenylpropanoid pathway, overview
metabolism
unlike camphor, eugenol accumulates more in roots. But the absence of the eugenol synthase gene in roots indicates long distance transport from aerial tissues. In silico co-expression analysis indicates the potential involvement of ATP-binding cassette, multidrug and toxic compound extrusion, and sugar transporters in eugenol transport. Ocimum spp. display metabolite partitioning between aerial and root tissues, strict partitioning of metabolites between the aerial shoot system (including young leaves, mature leaves, inflorescence, and flowers) and underground root system. Tissue-specific expression of terpenoid and phenylpropanoid pathway related genes in Ocimum kilimandscharicum. Transcriptomic analysis revealed the highest egs1 expression in young leaves followed by that in flowers, both of which accumulated considerably less amounts of eugenol. The sugar transporter(s) might be involved in partitioning eugenol in roots
physiological function
catalytic involvement in EGS of the conserved Lys132 in preparing the phenolic substrate for quinone methide formation through the proton-relay network
physiological function
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plants synthesize the volatile phenylpropene compounds eugenol and isoeugenol to serve in defense against herbivores and pathogens and to attract pollinators. Clarkia breweri flowers emit a mixture of eugenol and isoeugenol. Eugenol and isoeugenol differ in the position of the double bond in the propene side chain
physiological function
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plants synthesize the volatile phenylpropene compounds eugenol and isoeugenol to serve in defense against herbivores and pathogens and to attract pollinators. Petunia hybrida flowers emit mostly isoeugenol with small amounts of eugenol. Eugenol and isoeugenol differ in the position of the double bond in the propene side chain
physiological function
introduction of petunia coniferyl alcohol acetyltransferase (CFAT) and eugenol synthase (EGS) into hybrid aspen. The overexpression of EGS alone results in a subtle increase in either eugenol or eugenol glycosides, and the overexpression of both CFAT and EGS results in significant increases in the levels of both eugenol and eugenol glycosides which are nonetheless lower than the increases seen with overexpression of CFAT alone
physiological function
enzyme is responsible for eugenol biosynthesis in roses
physiological function
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enzyme is responsible for eugenol biosynthesis in roses. Major volatile compounds from flower of Rosa x hybrida cv. Yunxiang at stage 4 are analyzed by SPME-GC/MS, the highest amount of 2-phenylethanol, followed by eugenol and methyleugenol, overview
physiological function
eugenol/isoeugenol synthase (DcE(I)GS1) is an NADPH-dependent enzyme that converts coniferyl acetate to eugenol. This enzyme exhibits dual product specificity and yields propenylphenol isoeugenol alongside allylphenol eugenol
physiological function
sweet basil (Ocimum basilicum) plants produce its characteristic phenylpropene-rich essential oil in specialized structures known as peltate glandular trichomes (PGTs). Eugenol and chavicol are the major phenylpropenes produced by sweet basil varieties. Eugenol is derived from coniferyl acetate by a reaction catalysed by eugenol synthase
additional information
structure of a ternary complex of EGS bound to the cofactor NADP(H) and a mixed competitive inhibitor (7S,8S)-ethyl (7,8-methylene)-dihydroferulate, binding interactions within the EGS active site, overview
additional information
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structure of a ternary complex of EGS bound to the cofactor NADP(H) and a mixed competitive inhibitor (7S,8S)-ethyl (7,8-methylene)-dihydroferulate, binding interactions within the EGS active site, overview
additional information
distribution of aromatic volatiles in different parts of the carrot plants, overview
additional information
ObCAAT1-RNAi transgenic lines show decreased levels of eugenol and accumulation of coniferyl alcohol and its derivatives
additional information
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ObCAAT1-RNAi transgenic lines show decreased levels of eugenol and accumulation of coniferyl alcohol and its derivatives
