Information on EC 4.2.3.87 - alpha-guaiene synthase

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Specify your search results
Mark a special word or phrase in this record:
Select one or more organisms in this record:
Show additional data
Do not include text mining results
Include (text mining) results (more...)
Include results (AMENDA + additional results, but less precise; more...)


The expected taxonomic range for this enzyme is: Gunneridae

EC NUMBER
COMMENTARY
4.2.3.87
-
RECOMMENDED NAME
GeneOntology No.
alpha-guaiene synthase
-
REACTION
REACTION DIAGRAM
COMMENTARY
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].
SYNONYMS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Pat177
-
recombinant enzyme
patchoulol synthase
-
-
ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
patchouli
UniProt
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(2E,6E)-farnesyl diphosphate
alpha-guaiene + diphosphate
show the reaction diagram
-
-
13% yield
-
?
(2E,6E)-farnesyl diphosphate
alpha-guaiene + diphosphate
show the reaction diagram
Q49SP3
-
13% yield with recombinant enzyme
-
?
(2E,6E)-farnesyl diphosphate
alpha-guaiene + diphosphate
show the reaction diagram
-
-
main product with 29.4% yield
-
?
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Mg2+
Q49SP3
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+
Q49SP3
Mn2+ can substitute for Mg2+ at a concentration of 0.1 mM
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
Mn2+
Q49SP3
concentrations higher than 0.1 mM are inhibitiory
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.00445
(2E,6E)-farnesyl diphosphate
Q49SP3
pH 7.0, 30C
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.00043
(2E,6E)-farnesyl diphosphate
Q49SP3
pH 7.0, 30C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
7 - 7.5
Q49SP3
-
pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
7 - 9
Q49SP3
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
LITERATURE
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
20 - 40
Q49SP3
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
LITERATURE
SOURCE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
?
Q49SP3
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
Q49SP3
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli BL21 (DE3) Codon Plus-RIL cells
-
expressed in Escherichia coli
Q49SP3
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
the production of alpha-guaiene is induced by treatment with methyl jasmonate
-
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY
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