Information on EC 4.2.3.65 - zingiberene synthase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
4.2.3.65
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RECOMMENDED NAME
GeneOntology No.
zingiberene synthase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(2E,6E)-farnesyl diphosphate = zingiberene + diphosphate
show the reaction diagram
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SYSTEMATIC NAME
IUBMB Comments
(2E,6E)-farnesyl-diphosphate diphosphate-lyase (zingiberene-forming)
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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UniProt
Manually annotated by BRENDA team
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UniProt
Manually annotated by BRENDA team
putative
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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
zingiberene + diphosphate
show the reaction diagram
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products of Oryza sativa Os08g07100 gene product are 2.5% 7-epi-sesquithujene, 5.7% (E)-alpha-betgamotene, 5.7% sesquiabinene A, 11.9% (E)-beta-farnesene, 1.5% gamma-curcumene, 30.1% zingiberene, 12.3% beta-bisabolene, 19.1% beta-sesquiphellandrene, 11.2% (E)-gamma-bisabolene
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?
(E,E)-farnesyl diphosphate
zingiberene + diphosphate
show the reaction diagram
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products of Sorghum bicolor Tps1 gene product are 1.4% 7-epi-sesquithujene, 0.5% (E)-alpha-bergamotene, 1.0% sesquiabinene A, 2.7% (E)-beta-farnesene, 61.4% zingiberene, 5.2% beta-bisabolene, 27.8% beta-sesquiphellandrene
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?
additional information
?
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in addition to using farnesyl diphosphate, Tps1 accepts geranyl diphosphate as a substrate. Myrcene, limonene and alpha-terpinolene are the major products for geranyl diphosphate substrate
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
modeling of three-dimensional structure, based on crystal structure of the 5-epi-aristolochene synthase from tobacco
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
expression is induced after caterpillar-damage to the plant
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
L405V
products are 1.9% 7-epi-sesquithujene, 8.1% (E)-alpha-betgamotene, 8.9% sesquiabinene A, 23.9% (E)-beta-farnesene, 0% gamma-curcumene, 9.7% zingiberene, 12.0% beta-bisabolene, 26.6% beta-sesquiphellandrene, 8.9% (E)-gamma-bisabolene
L405V/Y373S
products are 1.2% 7-epi-sesquithujene, 23.6% (E)-alpha-betgamotene, 17.7% sesquiabinene A, 53.0% (E)-beta-farnesene, 0% gamma-curcumene, 0.6% zingiberene, 1.3% beta-bisabolene, 2.6% beta-sesquiphellandrene, 0% (E)-gamma-bisabolene
Y373S
products are 7.6% 7-epi-sesquithujene, 24.8% (E)-alpha-betgamotene, 18.2% sesquiabinene A, 38.5% (E)-beta-farnesene, 0% gamma-curcumene, 4.7% zingiberene, 2.5% beta-bisabolene, 3.7% beta-sesquiphellandrene, 0% (E)-gamma-bisabolene
L401V
products are 0.4% 7-epi-sesquithujene, 0.7% (E)-alpha-bergamotene, 1.5% sesquiabinene A, 6.2% (E)-beta-farnesene, 0% gamma-curcumene, 8.4% zingiberene, 9.5% beta-bisabolene, 73.3% beta-sesquiphellandrene
L401V/V435S
products 1.3% 7-epi-sesquithujene, 0% (E)-alpha-bergamotene, 2.1% sesquiabinene A, 17.6% (E)-beta-farnesene, 0% gamma-curcumene, 5.8% zingiberene, 30.6% beta-bisabolene, 42.6% beta-sesquiphellandrene
V435S
products are 2.2% 7-epi-sesquithujene, 0% (E)-alpha-bergamotene, 1.7% sesquiabinene A, 5% (E)-beta-farnesene, 0% gamma-curcumene, 17.8% zingiberene, 32.3% beta-bisabolene, 41% beta-sesquiphellandrene
Y369S
products are 1.1% 7-epi-sesquithujene, 0.7% (E)-alpha-bergamotene, 1.3% sesquiabinene A, 48.4% (E)-beta-farnesene, 0.4% gamma-curcumene, 44.8% zingiberene, 1.3% beta-bisabolene, 2.0% beta-sesquiphellandrene
Y369S /V435S
products are 2.5% 7-epi-sesquithujene, 2.9% (E)-alpha-bergamotene, 3.8% sesquiabinene A, 29.6% (E)-beta-farnesene, 0% gamma-curcumene, 18.6% zingiberene, 17.9% beta-bisabolene, 24.7% beta-sesquiphellandrene
Y369S/L401V
products are 2.0% 7-epi-sesquithujene, 11.4% (E)-alpha-bergamotene, 17.6% sesquiabinene A, 29.6% (E)-beta-farnesene, 4.9% gamma-curcumene, 8.2% zingiberene, 6.3% beta-bisabolene, 20% beta-sesquiphellandrene
Y369S/L401V/V435S
products are 2.0% 7-epi-sesquithujene, 6.2% (E)-alpha-bergamotene, 10.1% sesquiabinene A, 36.6% (E)-beta-farnesene, 0% gamma-curcumene, 8.2% zingiberene, 12.6% beta-bisabolene, 24.3% beta-sesquiphellandrene
additional information
recombinant ZIS overexpressed in Escherichia coli catalyzes the formation of the monoterpenes alpha-thujene, alpha-pinene, beta-phellandrene and gamma-terpinene from geranyl diphosphate. Transgenic tomato fruits overexpressing ZIS under the control of the fruit ripening-specific tomato polygalacturonase promoter accumulate high levels of alpha-zingiberene and other sesquiterpenes, such as alpha-bergamotene, 7-epi-sesquithujene, beta-bisabolene and beta-curcumene. The ZIS-transgenic fruits also produce monoterpenes, such as alpha-thujene, alpha-pinene, beta-phellandrene and gamma-terpinene, which are either not detected or are found only in minute concentrations in control fruits
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
agriculture
transgenic tomato fruits overexpressing ZIS under the control of the fruit ripening-specific tomato polygalacturonase promoter accumulate high levels of alpha-zingiberene and other sesquiterpenes, such as alpha-bergamotene, 7-epi-sesquithujene, beta-bisabolene and beta-curcumene. The ZIS-transgenic fruits also produce monoterpenes, such as alpha-thujene, alpha-pinene, beta-phellandrene and gamma-terpinene, which are either not detected or are found only in minute concentrations in control fruits. The phenotype of the ZIS-transgenic tomatoes is the same as that for wild-type tomatoes, with regard to plant vigor and shape, but transgenic plants exhibit a small decrease in lycopene content