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4.2.3.65: zingiberene synthase

This is an abbreviated version!
For detailed information about zingiberene synthase, go to the full flat file.

Reaction

(2E,6E)-farnesyl diphosphate
=
zingiberene
 +
diphosphate

Synonyms

Os08g07100, TPS1, Zis

ECTree

     4 Lyases
         4.2 Carbon-oxygen lyases
             4.2.3 Acting on phosphates
                4.2.3.65 zingiberene synthase

Engineering

Engineering on EC 4.2.3.65 - zingiberene synthase

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PROTEIN VARIANTS
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