Information on EC 4.2.3.87 - alpha-guaiene synthase

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The expected taxonomic range for this enzyme is: Gunneridae

EC NUMBER
COMMENTARY hide
4.2.3.87
-
RECOMMENDED NAME
GeneOntology No.
alpha-guaiene synthase
-
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(2E,6E)-farnesyl diphosphate = alpha-guaiene + diphosphate
show the reaction diagram
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
(2Z,6E)-farnesyl-diphosphate diphosphate-lyase (cyclizing, alpha-guaiene-forming)
Requires Mg2+. The enzyme from Pogostemon cablin gives 13% alpha-guaiene as well as 37% (-)-patchoulol (see EC 4.2.3.70), 13% delta-guaiene (see EC 4.2.3.93), and traces of at least ten other sesquiterpenoids [1]. In Aquilaria crassna three clones of the enzyme gave about 80% delta-guaiene and 20% alpha-guaiene, with traces of alpha-humulene. A fourth clone gave 54% delta-guaiene and 45% alpha-guaiene [2].
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(2E,6E)-farnesyl diphosphate
alpha-guaiene + diphosphate
show the reaction diagram
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Mg2+
Mg2+ is slightly preferred to Mn2+ with maximum activity observed at 1 mM Mg2+ and dropping to less than 10% at 0.1 mM Mg2+
Mn2+
Mn2+ can substitute for Mg2+ at a concentration of 0.1 mM
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Mn2+
concentrations higher than 0.1 mM are inhibitiory
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.00445
(2E,6E)-farnesyl diphosphate
pH 7.0, 30C
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.00043
(2E,6E)-farnesyl diphosphate
Pogostemon cablin
Q49SP3
pH 7.0, 30C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7 - 9
75% of the maximum activity is recorded at pH 8.0-9.0. Enzyme activity is dramatically reduced below pH 7.0, but is rather stable above this pH value
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
20 - 40
at 30C, the enzymatic activity is less than 60% of the activity measured at 40C and at 20C this value is 30%
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 55000, SDS-PAGE; x * 64000, calculated from amino acid sequence
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Ni-NTA column chromatography, gel filtration
-
Ni2+ affinity column chromatography
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli
expressed in Escherichia coli BL21 (DE3) Codon Plus-RIL cells
-
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
the production of alpha-guaiene is induced by treatment with methyl jasmonate
-
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
W144R/V241E/P296S/H337Y
-
inactive
Y110S/V241E/P296S/H337Y
-
the mutant produces 34.1% alpha-guaiene, 1.3% alpha-humulene and 64.6% delta-guaiene
Y110S/W144R/P296S/H337Y
-
inactive
Y110S/W144R/V241E/H337Y
-
inactive
Y110S/W144R/V241E/P296S
-
inactive
Y110S/W144R/V241E/P296S/H337Y
-
the mutant produces 31.1% alpha-guaiene, 1.5% alpha-humulene and 67.4% delta-guaiene