BRENDA - Enzyme Database show
show all sequences of 4.2.3.104

Bioproduction of alpha-humulene in metabolically engineered Escherichia coli and application in zerumbone synthesis

Alemdar, S.; Koenig, J.; Hartwig, S.; Frister, T.; Scheper, T.; Beutel, S.; Eng. Life Sci. 17, 900-907 (2017)
No PubMed abstract available

Data extracted from this reference:

Cloned(Commentary)
Commentary
Organism
gene ZSS1 or HUM, recombinant His-tagged enzyme expression from codon-optimized alpha-humulene synthase gene in Escherichia coli strain BL21(DE3)
Zingiber zerumbet
KM Value [mM]
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
additional information
-
additional information
Michaelis-Menten kinetics
Zingiber zerumbet
0.0303
-
(2E,6E)-farnesyl diphosphate
pH 7.5, 38°C, recombinant His-tagged enzyme
Zingiber zerumbet
0.068
-
(2Z)-neryl diphosphate
pH 7.5, 38°C, recombinant His-tagged enzyme
Zingiber zerumbet
0.0736
-
(2E)-geranyl diphosphate
pH 7.5, 38°C, recombinant His-tagged enzyme
Zingiber zerumbet
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
(2E,6E)-farnesyl diphosphate
Zingiber zerumbet
-
alpha-humulene + diphosphate
-
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Zingiber zerumbet
B1B1U3
-
-
Purification (Commentary)
Commentary
Organism
recombinant His-tagged enzyme from Escherichia coli strain BL21(DE3) by cobalt affinity chromatography
Zingiber zerumbet
Specific Activity [micromol/min/mg]
Specific Activity Minimum [µmol/min/mg]
Specific Activity Maximum [µmol/min/mg]
Commentary
Organism
3.45
-
substrate (2E)-geranyl diphosphate, pH 7.5, 38°C, recombinant His-tagged enzyme
Zingiber zerumbet
3.81
-
substrate (2Z)-neryl diphosphate, pH 7.5, 38°C, recombinant His-tagged enzyme
Zingiber zerumbet
5.08
-
substrate (2E,6E)-farnesyl diphosphate, pH 7.5, 38°C, recombinant His-tagged enzyme
Zingiber zerumbet
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
(2E)-geranyl diphosphate + H2O
the enzyme produces limonene, linalool, alpha-terpineol, and geraniol from geranyl diphosphate. Geraniol is the main product
747656
Zingiber zerumbet
geraniol + diphosphate
-
-
-
?
(2E,6E)-farnesyl diphosphate
-
747656
Zingiber zerumbet
alpha-humulene + diphosphate
-
-
-
?
(2Z)-neryl diphosphate
the enzyme produces linalool, alpha-terpineol, geraniol, alpha-terpinolene, p-menth-2-en-1-ol, piperitol, and nerol from neryl diphosphate. Limonene is the main product
747656
Zingiber zerumbet
limonene + diphosphate
-
-
-
?
additional information
malachite green assay adapted to rapidly assay terpene synthase activity for activity determination, and GS-MS analysis
747656
Zingiber zerumbet
?
-
-
-
-
Temperature Optimum [°C]
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
38
-
recombinant enzyme
Zingiber zerumbet
Turnover Number [1/s]
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
3.8
-
(2E)-geranyl diphosphate
pH 7.5, 38°C, recombinant His-tagged enzyme
Zingiber zerumbet
4.26
-
(2Z)-neryl diphosphate
pH 7.5, 38°C, recombinant His-tagged enzyme
Zingiber zerumbet
5.61
-
(2E,6E)-farnesyl diphosphate
pH 7.5, 38°C, recombinant His-tagged enzyme
Zingiber zerumbet
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.5
-
recombinant enzyme
Zingiber zerumbet
Cloned(Commentary) (protein specific)
Commentary
Organism
gene ZSS1 or HUM, recombinant His-tagged enzyme expression from codon-optimized alpha-humulene synthase gene in Escherichia coli strain BL21(DE3)
Zingiber zerumbet
KM Value [mM] (protein specific)
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
additional information
-
additional information
Michaelis-Menten kinetics
Zingiber zerumbet
0.0303
-
(2E,6E)-farnesyl diphosphate
pH 7.5, 38°C, recombinant His-tagged enzyme
Zingiber zerumbet
0.068
-
(2Z)-neryl diphosphate
pH 7.5, 38°C, recombinant His-tagged enzyme
Zingiber zerumbet
0.0736
-
(2E)-geranyl diphosphate
pH 7.5, 38°C, recombinant His-tagged enzyme
Zingiber zerumbet
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
(2E,6E)-farnesyl diphosphate
Zingiber zerumbet
-
alpha-humulene + diphosphate
-
-
?
Purification (Commentary) (protein specific)
Commentary
Organism
recombinant His-tagged enzyme from Escherichia coli strain BL21(DE3) by cobalt affinity chromatography
Zingiber zerumbet
Specific Activity [micromol/min/mg] (protein specific)
Specific Activity Minimum [µmol/min/mg]
Specific Activity Maximum [µmol/min/mg]
Commentary
Organism
3.45
-
substrate (2E)-geranyl diphosphate, pH 7.5, 38°C, recombinant His-tagged enzyme
Zingiber zerumbet
3.81
-
substrate (2Z)-neryl diphosphate, pH 7.5, 38°C, recombinant His-tagged enzyme
Zingiber zerumbet
5.08
-
substrate (2E,6E)-farnesyl diphosphate, pH 7.5, 38°C, recombinant His-tagged enzyme
Zingiber zerumbet
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
(2E)-geranyl diphosphate + H2O
the enzyme produces limonene, linalool, alpha-terpineol, and geraniol from geranyl diphosphate. Geraniol is the main product
747656
Zingiber zerumbet
geraniol + diphosphate
-
-
-
?
(2E,6E)-farnesyl diphosphate
-
747656
Zingiber zerumbet
alpha-humulene + diphosphate
-
-
-
?
(2Z)-neryl diphosphate
the enzyme produces linalool, alpha-terpineol, geraniol, alpha-terpinolene, p-menth-2-en-1-ol, piperitol, and nerol from neryl diphosphate. Limonene is the main product
747656
Zingiber zerumbet
limonene + diphosphate
-
-
-
?
additional information
malachite green assay adapted to rapidly assay terpene synthase activity for activity determination, and GS-MS analysis
747656
Zingiber zerumbet
?
-
-
-
-
Temperature Optimum [°C] (protein specific)
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
38
-
recombinant enzyme
Zingiber zerumbet
Turnover Number [1/s] (protein specific)
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
3.8
-
(2E)-geranyl diphosphate
pH 7.5, 38°C, recombinant His-tagged enzyme
Zingiber zerumbet
4.26
-
(2Z)-neryl diphosphate
pH 7.5, 38°C, recombinant His-tagged enzyme
Zingiber zerumbet
5.61
-
(2E,6E)-farnesyl diphosphate
pH 7.5, 38°C, recombinant His-tagged enzyme
Zingiber zerumbet
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.5
-
recombinant enzyme
Zingiber zerumbet
General Information
General Information
Commentary
Organism
additional information
sesquiterpene synthase alpha-humulene synthase (HUM) from Zingiber zerumbet is investigated for the bioconversion of the monoterpene precursors geranyl diphosphate (2E-GPP) and neryl diphosphate (2Z-NPP) as well as for the sesquiterpene precursor farnesyl diphosphate (2E,6E-FPP)
Zingiber zerumbet
General Information (protein specific)
General Information
Commentary
Organism
additional information
sesquiterpene synthase alpha-humulene synthase (HUM) from Zingiber zerumbet is investigated for the bioconversion of the monoterpene precursors geranyl diphosphate (2E-GPP) and neryl diphosphate (2Z-NPP) as well as for the sesquiterpene precursor farnesyl diphosphate (2E,6E-FPP)
Zingiber zerumbet
Other publictions for EC 4.2.3.104
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [°C]
Temperature Range [°C]
Temperature Stability [°C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [°C] (protein specific)
Temperature Range [°C] (protein specific)
Temperature Stability [°C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
746751
Krieg
CO2 to terpenes autotrophic a ...
Cupriavidus necator
Angew. Chem. Int. Ed. Engl.
57
1879-1882
2018
-
1
-
-
1
-
-
-
-
-
-
1
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
748561
Zhang
Production of sesquiterpenoid ...
Zingiber zerumbet
Metab. Eng.
49
28-35
2018
-
-
1
-
1
-
-
-
-
-
-
1
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
747656
Alemdar
-
Bioproduction of alpha-humule ...
Zingiber zerumbet
Eng. Life Sci.
17
900-907
2017
-
-
1
-
-
-
-
4
-
-
-
1
-
1
-
-
1
-
-
-
3
-
4
-
1
-
-
3
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
4
-
-
-
1
-
-
-
1
-
-
3
-
4
-
1
-
-
3
1
-
-
-
-
1
1
-
-
-
746789
Alemdar
Heterologous expression, puri ...
Zingiber zerumbet
Appl. Biochem. Biotechnol.
178
474-489
2016
-
-
1
-
1
-
-
2
-
-
-
1
-
1
-
-
1
-
-
-
-
-
2
1
1
1
-
1
1
1
-
-
-
2
-
-
-
1
-
-
1
-
-
-
-
2
-
-
-
1
-
-
-
1
-
-
-
-
2
1
1
1
-
1
1
1
-
2
-
2
2
-
-
-
748440
Kumeta
Characterization of alpha-hum ...
Aquilaria crassna
J. Nat. Med.
70
452-459
2016
-
-
1
-
-
-
-
-
1
-
-
3
-
3
-
1
-
-
-
-
-
-
6
-
-
-
-
-
-
-
-
-
-
-
-
-
-
3
-
-
-
-
-
-
-
-
3
-
-
3
-
-
3
-
-
-
-
-
6
-
-
-
-
-
-
-
-
-
1
2
6
3
-
-
748552
Sonntag
Engineering Methylobacterium ...
Zingiber zerumbet
Metab. Eng.
32
82-94
2015
-
-
1
-
1
-
-
-
-
-
-
1
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
730575
Yang
Isolation and characterization ...
Gossypium hirsutum
Phytochemistry
96
46-56
2013
-
-
-
-
-
-
-
1
-
-
-
-
-
2
-
-
-
-
-
5
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
7
-
-
2
-
-
-
-
-
-
-
-
-
1
1
1
2
-
-
716562
Bleeker
RNA-seq discovery, functional ...
Solanum habrochaites
Plant Mol. Biol.
77
323-336
2011
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
717468
Yu
Zingiber zerumbet CYP71BA1 cat ...
Zingiber zerumbet
Cell. Mol. Life Sci.
68
1033-1040
2011
-
-
1
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
716459
Koepke
Species-specific responses of ...
Pinus sylvestris
Phytochemistry
71
909-917
2010
-
-
-
-
-
-
-
-
-
-
-
-
-
8
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
718233
Schilmiller
Studies of a biochemical facto ...
Solanum lycopersicum
Plant Physiol.
153
1212-1223
2010
-
-
1
-
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
1
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
1
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
690593
Harada
Efficient synthesis of functio ...
Zingiber zerumbet
Appl. Microbiol. Biotechnol.
81
915-925
2008
-
-
1
-
-
-
-
-
-
-
-
-
-
6
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
718244
Yu
Molecular cloning and function ...
Zingiber zerumbet
Planta
227
1291-1299
2008
-
-
1
-
-
-
-
-
-
-
1
-
-
3
-
-
1
-
-
3
-
-
1
1
-
-
-
-
-
-
-
-
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
1
-
3
-
-
1
1
-
-
-
-
-
-
-
1
1
1
1
1
-
-
713266
van Der Hoeven
Genetic control and evolution ...
no activity in Solanum habrochaites, Solanum lycopersicum
Plant Cell
12
2283-2294
2000
-
-
-
-
-
-
-
-
-
-
-
1
-
4
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-