Information on EC 1.1.1.216 - farnesol dehydrogenase (NADP+)

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.1.1.216
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RECOMMENDED NAME
GeneOntology No.
farnesol dehydrogenase (NADP+)
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(2E,6E)-farnesol + NADP+ = (2E,6E)-farnesal + NADPH + H+
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
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redox reaction
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reduction
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Terpenoid backbone biosynthesis
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Sesquiterpenoid and triterpenoid biosynthesis
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Insect hormone biosynthesis
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Biosynthesis of antibiotics
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juvenile hormone III biosynthesis II
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juvenile hormone III biosynthesis I
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farnesylcysteine salvage pathway
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SYSTEMATIC NAME
IUBMB Comments
(2E,6E)-farnesol:NADP+ 1-oxidoreductase
Also acts, more slowly, on (2Z,6E)-farnesol, geraniol, citronerol and nerol.
CAS REGISTRY NUMBER
COMMENTARY hide
90804-55-0
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
NADP+-dependent farnesol dehydrogenase 1
UniProt
Manually annotated by BRENDA team
sweet potato, enzyme is formed in response to infection by the black rot fungus Ceratocystis fimbriata
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Manually annotated by BRENDA team
tobacco hornworm
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Manually annotated by BRENDA team
plants growing in an experimental plot at the Institute of Systems Biology of Universiti Kebangsaan Malaysia
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Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
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the enzyme is involved in the biosynthesis of precursors that can be used for the biosynthetic pathway of juvenile hormone III (JH III, methyl-10R,11-epoxy-3,7,11-trimethyl-2E,6E-dodecadienoate). Deployment of transgenic plant with farnesol dehydrogenase enzyme will be beneficial for use in manipulating juvenile hormone biosynthesis in plants
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)-2-trans,6-trans-farnesol + NAD+
(2E,6E)-2-trans,6-trans-farnesal + NADH + H+
show the reaction diagram
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preferred substrates
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-
?
(2E,6E)-2-trans,6-trans-farnesol + NADP+
(2E,6E)-2-trans,6-trans-farnesal + NADPH + H+
show the reaction diagram
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NADP+ show 22% of the activity with NAD+
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?
(2E,6E)-farnesol + NADP+
(2E,6E)-farnesal + NADPH + H+
show the reaction diagram
enzyme shows highest affinity for farnesol
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i
(2Z,6E)-2-cis,6-trans-farnesol + NAD+
(2Z,6E)-2-cis,6-trans-farnesal + NADH + H+
show the reaction diagram
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66% of the activity with 2-trans,6-trans-farnesol
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?
(2Z,6Z)-2-cis,6-cis-farnesol + NAD+
(2Z,6Z)-2-cis,6-cis-farnesal + NADH + H+
show the reaction diagram
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47% of the activity with 2-trans,6-trans-farnesol
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?
(2Z,6Z)-farnesol + NADP+
(2Z,6Z)-farnesal + NADPH + H+
show the reaction diagram
enzyme shows highest affinity for farnesol
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r
(E)-geraniol + NADP+
(E)-geranial + NADPH + H+
show the reaction diagram
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-
-
?
(S)-perillyl alcohol + NAD+
?
show the reaction diagram
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34% of the activity with 2-trans,6-trans-farnesol
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?
(Z)-nerol + NADP+
(Z)-neral + NADPH + H+
show the reaction diagram
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?
2-decanol + NADP+
? + NADPH + H+
show the reaction diagram
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?
carveol + NAD+
?
show the reaction diagram
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32% of the activity with 2-trans,6-trans-farnesol
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?
cinnamyl alcohol + NAD+
?
show the reaction diagram
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35% of the activity with 2-trans,6-trans-farnesol
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?
cis,trans-farnesol + NADP+
cis,trans-farnesal + NADPH
show the reaction diagram
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?
citronellol + NADP+
citronellal + NADPH + H+
show the reaction diagram
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?
citronerol + NADP+
?
show the reaction diagram
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?
decanol + NADP+
decanal + NADPH
show the reaction diagram
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-
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?
farnesol + NADP+
farnesal + NADPH
show the reaction diagram
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?
geraniol + NAD+
?
show the reaction diagram
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37% of the activity with 2-trans,6-trans-farnesol
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?
geraniol + NADP+
?
show the reaction diagram
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?
nerodiol + NAD+
?
show the reaction diagram
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36% of the activity with 2-trans,6-trans-farnesol
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?
nerol + NADP+
?
show the reaction diagram
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?
octanol + NADP+
octanal + NADPH + H+
show the reaction diagram
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?
trans,trans-farnesol + NADP+
trans,trans-farnesal + NADPH
show the reaction diagram
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preferred substrate
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r
additional information
?
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
farnesol + NADP+
farnesal + NADPH
show the reaction diagram
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-
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?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADP+
additional information
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the enzyme utilizes both NAD+ and NADP+ with a strong preference for NAD+
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1,10-phenanthroline
2,2-dipyridyl
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52% inhibition at 1 mM
5,5'-dithiobis(2-nitrobenzoic acid)
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complete inhibition at 1 mM
Ag+
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complete inhibition at 1 mM
Ca2+
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24% inhibition at 1 mM
Fe3+
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complete inhibition at 1 mM
glucose oxidase
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iodoacetamide
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66% inhibition at 1 mM
Li+
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complete inhibition at 1 mM
Mg2+
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73% inhibition at 1 mM
Monoiodoacetamide
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N-ethylmaleimide
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p-chloromercuribenzoate
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complete inhibition at 1 mM
Sodium azide
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25% inhibition at 1 mM
Sodium dithionite
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Zn2+
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complete inhibition at 1 mM
additional information
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
FAD
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slightly enhances activity
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.17
(2E,6E)-2-trans,6-trans-farnesol
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pH 9.5, 35C
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0.091
(2E,6E)-farnesol
pH 10.0, 30C
0.33
(2Z,6E)-2-cis,6-trans-farnesol
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pH 9.5, 35C
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0.42
(2Z,6Z)-2-cis,6-cis-farnesol
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pH 9.5, 35C
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0.097
(2Z,6Z)-farnesol
pH 10.0, 30C
0.208
(E)-geraniol
pH 10.0, 30C
0.77
(S)-perillyl alcohol
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pH 9.5, 35C
0.109
(Z)-nerol
pH 10.0, 30C
0.184
2-decanol
pH 10.0, 30C
0.71
carveol
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pH 9.5, 35C
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1.04
cinnamyl alcohol
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pH 9.5, 35C
0.133
citronellol
pH 10.0, 30C
0.001
farnesol
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0.729 - 12.5
geraniol
0.74
NAD+
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pH 9.5, 35C
40
NADP+
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pH 9.5, 35C
1
nerodiol
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pH 9.5, 35C
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0.195
Octanol
pH 10.0, 30C
0.0156
trans,trans-farnesol
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additional information
additional information
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Michaelis-Menten kinetics
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.27
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purified native enzyme, pH 9.5, 35C
9
substrate (2Z,6Z)-farnesol, pH 10.0, 30C
9.7
substrate (2E,6E)-farnesol, pH 10.0, 30C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6 - 7
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7 - 7.5
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reduction of trans,trans-farnesal
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6 - 9
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reduction of trans,trans-farnesal: 60% of maximal activity at pH 6.5 and at pH 8
7 - 10.5
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oxidation of trans,trans-farnesol: 10% of maximal activity at pH 7.0, 30% of maximal activity at pH 10.2
7.5 - 11
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activity range, profile overview. At below pH 8.5 or above pH 10.0, the enzyme activity declines sharply
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
25
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assay at
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
25 - 60
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activity range, profile overview
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.8
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isoelectric focusing
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
and midgut, of adult female, highest levels of mRNA
Manually annotated by BRENDA team
no farnesol dehydrogenase activity in newly emerged mosquitoes but significant activity 24 h later. SDR-1 mRNA levels are very low in the inactive corpora allata of the newly emerged female, but increased over 30-fold 24 h later during the peak of juvenile hormone synthesis
Manually annotated by BRENDA team
and Malpighian tubules, considerable levles of mRNA
Manually annotated by BRENDA team
abdominal and thoracic ganglia, high level of mRNA
Manually annotated by BRENDA team
and fat body, considerable levles of mRNA
Manually annotated by BRENDA team
and brain, of adult female, highest levels of mRNA
Manually annotated by BRENDA team
of adult male, substantial level of mRNA
Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
29000
2 * 29000, calculated
47000
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2 * 47000, SDS-PAGE
60000
gel filtration
90000
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gel filtation
130000
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gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
heterodimer
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1 * 65000 + 1 * 70000, SDS-PAGE
additional information
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tryptic peptide mapping and MALDI-TOF/TOF-MS spectrometric analysis, sequence comparisons, overview
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30 - 65
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purified native enzyme, 10 min at pH 7.5 in 100 mM tricine-NaOH containing 2.5 mM 2-mercaptoethanol, completely stable up to 30C, over 90% activity up to 55C, loss of 80% activity at 60C, loss of 85% activity at 65C, and inactivation at 70C
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
native enzyme 234fold from leaves to apparent homogeneity by two different steps of anion-exchange chromatography and a cation exchange chromatography step, followed by three successive steps of gel filtration
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recombinant enzyme
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
SDR-1 mRNA levels are very low in the inactive corpora allata of the newly emerged female, but increased over 30-fold 24 h later during the peak of juvenile hormone synthesis
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
agriculture
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recombinant farnesol dehydrogenase may provide a useful molecular tool in manipulating juvenile hormone biosynthesis to generate transgenic plants for pest control
biotechnology
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recombinant farnesol dehydrogenase may provide a useful molecular tool in manipulating juvenile hormone biosynthesis to generate transgenic plants for pest control