Information on EC 4.2.3.48 - (3S,6E)-nerolidol 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: Magnoliophyta

EC NUMBER
COMMENTARY
4.2.3.48
-
RECOMMENDED NAME
GeneOntology No.
(3S,6E)-nerolidol synthase
-
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
(2E,6E)-farnesyl diphosphate + H2O = (3S,6E)-nerolidol + diphosphate
show the reaction diagram
-
-
-
-
PATHWAY
KEGG Link
MetaCyc Link
(3E)-4,8-dimethylnona-1,3,7-triene biosynthesis
-
Sesquiterpenoid and triterpenoid biosynthesis
-
SYSTEMATIC NAME
IUBMB Comments
(2E,6E)-farnesyl-diphosphate diphosphate-lyase [(3S,6E)-nerolidol-forming]
The enzyme catalyses a step in the formation of (3E)-4,8-dimethylnona-1,3,7-triene, a key signal molecule in induced plant defense mediated by the attraction of enemies of herbivores [2]. Nerolidol is a naturally occurring sesquiterpene found in the essential oils of many types of plants.
SYNONYMS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
(3S)-(E)-nerolidol synthase
-
-
FaNES1
-
gene name
linalool/nerolidol synthase
-
-
MtTPS3
Q5UB06
gene name
nerolidol/geranyl linalool synthase
Q5UB06
-
TPS3
F8TWD1
-
ORGANISM
COMMENTARY
LITERATURE
SEQUENCE CODE
SEQUENCE DB
SOURCE
wild-type cv. Jemalong
UniProt
Manually annotated by BRENDA team
cv. Sieva
-
-
Manually annotated by BRENDA team
sequence contains a plastid targeting signal peptide
UniProt
Manually annotated by BRENDA team
cv. Delprim
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(2E,6E)-farnesyl diphosphate + H2O
(3S,6E)-nerolidol + diphosphate
show the reaction diagram
-
-
-
-
?
(2E,6E)-farnesyl diphosphate + H2O
(3S,6E)-nerolidol + diphosphate
show the reaction diagram
-
-
-
-
?
(2E,6E)-farnesyl diphosphate + H2O
(3S,6E)-nerolidol + diphosphate
show the reaction diagram
-
-
-
-
?
(2E,6E)-farnesyl diphosphate + H2O
(3S,6E)-nerolidol + diphosphate
show the reaction diagram
-
-
-
-
?
(2E,6E)-farnesyl diphosphate + H2O
(3S,6E)-nerolidol + diphosphate
show the reaction diagram
F8TWD1, -
-
single product
-
?
(2E,6E)-farnesyl diphosphate + H2O
(3S,6E)-nerolidol + diphosphate
show the reaction diagram
F8TWD1, -
-
almost exclusive product
-
?
(2E,6E)-farnesyl diphosphate + H2O
(3S,6E)-nerolidol + diphosphate
show the reaction diagram
-
(3S)-(E)-nerolidol synthase plays an important role in regulating the formation of 4,8-dimethyl-1,3(E),7-nonatriene, a key signal molecule in induced plant defense mediated by the attraction of enemies of herbivores
-
-
?
(2E,6E)-farnesyl diphosphate + H2O
(3S,6E)-nerolidol + diphosphate
show the reaction diagram
-
biosynthesis of the C11 homoterpene (3E)-4,8-dimethyl-1,3,7-nonatriene
-
-
?
(2E,6E)-farnesyl diphosphate + H2O
(3S,6E)-nerolidol + diphosphate
show the reaction diagram
Q5UB06
MtTPS3 produces linalool at 5% of the rate of (E)-nerolidol. Using geranylgeranyl diphosphate the enzyme fails to produce diterpenoids. The recombinant MtTPS3 generates the diterpene geranyllinalool when supplied with geranylgeranyl diphosphate (65% of the rate of (E)-nerolidol)
-
-
?
(2E,6E)-farnesyl diphosphate + H2O
(3S,6E)-nerolidol + diphosphate
show the reaction diagram
-
the enzyme also converts geranyl diphosphate to (3S)-linalool, EC 4.2.3.25 (S-linalool synthase)
-
-
?
(2E,6E)-farnesyl diphosphate + H2O
(3S,6E)-nerolidol + diphosphate
show the reaction diagram
-
the enzymer does not form linalool or other metabolites from geranyl diphosphate
-
-
?
additional information
?
-
F8TWD1, -
Populus trichocarpa TPS3 additionally accepts geranyl diphosphate to produce (3S)-linalool. No substrate: geranylgeranyl diphosphate
-
-
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
(2E,6E)-farnesyl diphosphate + H2O
(3S,6E)-nerolidol + diphosphate
show the reaction diagram
-
-
-
-
?
(2E,6E)-farnesyl diphosphate + H2O
(3S,6E)-nerolidol + diphosphate
show the reaction diagram
-
(3S)-(E)-nerolidol synthase plays an important role in regulating the formation of 4,8-dimethyl-1,3(E),7-nonatriene, a key signal molecule in induced plant defense mediated by the attraction of enemies of herbivores
-
-
?
(2E,6E)-farnesyl diphosphate + H2O
(3S,6E)-nerolidol + diphosphate
show the reaction diagram
-
biosynthesis of the C11 homoterpene (3E)-4,8-dimethyl-1,3,7-nonatriene
-
-
?
METALS and IONS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
Co2+
-
nerolidol synthase is completely inactive in the absence of added divalent metal ion. Mg2+ is most effective. Co2+ shows 11% of the activity compared to Mg2+
Cu2+
-
nerolidol synthase is completely inactive in the absence of added divalent metal ion. Mg2+ is most effective. Cu2+ shows 12% of the activity compared to Mg2+
Mg2+
-
nerolidol synthase is completely inactive in the absence of added divalent metal ion. Mg2+ is most effective. Other divalent cations are less effective in supporting catalysis. Metal ions in order of edcreasing efficiency: Mg2+, Mn2+, Co2+, Cu2+, Ni2+, Zn2+. KM-value for Mg2+ is 0.125 mM
Mn2+
-
nerolidol synthase is completely inactive in the absence of added divalent metal ion. Mn2+ is half as effective as Mg2+ at 1 mM, inhibits at higher concentrations
Ni2+
-
nerolidol synthase is completely inactive in the absence of added divalent metal ion. Mg2+ is most effective. Ni2+ shows 17% of the activity compared to Mg2+
INHIBITORS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
EDTA
-
1 mM, activity is fully restored by the addition of Mg2+ to a saturating concentration of 1 mM. Mn2+ is about half as effective as Mg2+ at 1 mM
Mn2+
-
activates at 1 mM, inhibits at higher concentrations
KM VALUE [mM]
KM VALUE [mM] Maximum
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.0038
-
(2E,6E)-farnesyl diphosphate
-
-
0.0081
-
(2E,6E)-farnesyl diphosphate
-
-
pH OPTIMUM
pH MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
6.8
-
-
-
pH RANGE
pH RANGE MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
6.4
7.2
-
50% of maximal activity at pH 6.4 and pH 7.2
SOURCE TISSUE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
SOURCE
-
FaNES1 is strongly expressed in cultivated strawberry (octaploid) varieties but hardly expressed at all in wild strawberry species. Increase in FaNES1 transcript levels during fruit ripening
Manually annotated by BRENDA team
-
the enzyme is inactives in uninfested lima bean leaves, and strongly induced by feeding of the two-spotted spider mite (Tetranychus urticae Koch) on both plant species, but not by mechanical wounding
Manually annotated by BRENDA team
-
slightly active in uninfested lima bean leaves, and strongly induced by feeding of the two-spotted spider mite (Tetranychus urticae Koch) on both plant species, but not by mechanical wounding
Manually annotated by BRENDA team
-
leaves fed upon by Spodoptera littoralis
Manually annotated by BRENDA team
F8TWD1, -
volatile compounds induced by Lymantria dispar feeding; volatile compounds induced by Lymantria dispar feeding
Manually annotated by BRENDA team
additional information
-
no expression detected in leaf tissue
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
MOLECULAR WEIGHT MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
50000
-
-
gel filtration
STORAGE STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
-80°C, stable for 1 week
-
Cloned/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
expression in Lactococcus lactis and actively expressed using the nisin-induced expression system
-
recombinant FaNES1 enzyme produced in Escherichia coli cells is capable of generating both linalool and nerolidol when supplied with geranyl diphosphate or farnesyl diphosphate, respectively
-
subcloned into the pHis8–3 expression vector and transformed into Escherichia coli BL21-CodonPlus(DE3)
Q5UB06
expression in Escherichia coli; expression in Escherichia coli
F8TWD1, -
EXPRESSION
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
the enzyme is inactive in uninfested cucumber leaves, and strongly induced by feeding of the two-spotted spider mite (Tetranychus urticae Koch) on both plant species, but not by mechanical wounding
-
increase in FaNES1 transcript levels during fruit ripening
-
MtTPS3 activity is induced by jasmonic acid ((E)-4,8-dimethyl-1,3,7-nonatriene) and by jasmonic acid + (E)-nerolidol. Feeding Beet armyworm raises the expression level of MtTPS3 in wild-type and skl plants in the same way, but levels of (E)-nerolidol and (E)-4,8-dimethyl-1,3,7-nonatriene formation are higher in wild-type plants, suggesting that ethylene might have a post-transcriptional impact on the MtTPS3 protein
Q5UB06
slightly active in uninfested lima bean leaves, and strongly induced by feeding of the two-spotted spider mite (Tetranychus urticae Koch) on both plant species, but not by mechanical wounding
-
induced by Lymantria dispar feeding; induced by Lymantria dispar feeding, up to 136fold increase in transcript abundance
F8TWD1, -