4.2.3.117: (-)-camphene synthase
This is an abbreviated version!
For detailed information about (-)-camphene synthase, go to the full flat file.
Word Map on EC 4.2.3.117
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4.2.3.117
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adenylyl
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monoterpene
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gbetagamma
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cyclases
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beta-pinene
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conifers
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oleoresin
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galpha
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linalyl
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gbetas
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isomerization-cyclization
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plcbeta2
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myrcene
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+-alpha-pinene
- 4.2.3.117
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adenylyl
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monoterpene
- gbetagamma
- cyclases
- beta-pinene
- conifers
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oleoresin
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galpha
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linalyl
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gbetas
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isomerization-cyclization
- plcbeta2
- myrcene
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+-alpha-pinene
Reaction
Synonyms
(-)-alpha-pinene/(-)-camphene synthase, (-)-pinene synthase, AaTPS5, ag6, camphene synthase, cl9841, cyclase II, More, TPS1
ECTree
4.2.3.117 (-)-camphene synthaseAdvanced search results
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results (Substrates Products
Substrates Products on EC 4.2.3.117 - (-)-camphene synthase
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SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(3R)-linalyl diphosphate
(+)-camphene + diphosphate
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(3S)-enantiomer is preferred over (3R)-enantiomer
products are (-)-camphene and (-)alpha-pinene
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?
(3S)-linalyl diphosphate
(+)-camphene + diphosphate
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(3S)-enantiomer is preferred over (3R)-enantiomer
products are (+)-camphene and (+)-alpha-pinene
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?
geranyl diphosphate
camphene + diphosphate
stereochemistry is not specified in the publication
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?
neryl diphosphate
(-)-camphene + diphosphate
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-
products are (-)-camphene and (-)-alpha-pinene
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?
geranyl diphosphate
(-)-camphene + diphosphate
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products are 54% (-)-(1S,4R)-camphene, followed by 32% (-)-(1S,5S)-alpha-pinene and 7% (-)-(4S)-limonene
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?
geranyl diphosphate
(-)-camphene + diphosphate
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main products (-)-camphene and (-)-alpha-pinene, minor products 3-carene, beta-pinene and limonene
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?
geranyl diphosphate
(-)-camphene + diphosphate
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25% (-)-alpha-pinene, 31% (-)-camphene, 24% (-)beta-pinene
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?
geranyl diphosphate
(-)-camphene + diphosphate
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products are (-)-alpha-pinene, (-)-beta-pinene, and (-)-camphene
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?
geranyl diphosphate
(-)-camphene + diphosphate
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products are (-)-camphene and (-)alpha-pinene
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?
geranyl diphosphate
(-)-camphene + diphosphate
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products are (-)-camphene, (-)-alpha-pinene, (-)-beta-pinene, (-)-limonene and myrcene
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?
additional information
?
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GC-MS analysis and identification of products from enzyme catalysis, overview. Enzyme AaTPS5 catalyzes the production of five monoterpenes, of which camphene is the major one which accounts for 52.12% of the total, and (-)-alpha-pinene (30.08%), (-)-beta-pinene (3.89%), tricyclene (2.68%), and beta-myrcene (1.23%) are the less abundant products
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?
additional information
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each product exhibits the same absolute configuration at the center derived from C-6 of geranyl diphosphate, i e. the isopropylidene-substituted carbon
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?
additional information
?
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enzymes removes the C4-proS-hydrogen of the substrate, the C3 proton of the corresponding pinyl cation, with a stereoselectivity exceeding 78% in the formation of (-)-alpha-pinene
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?
additional information
?
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product distribution varies with deuterium substitution at C4 and C10 of substrate. Kinetic isotope effects strongly indicate multiple bicyclic olefin production through the partitioning of common carbocation intermediates
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?
additional information
?
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gene cl9841 is an active monoterpene synthase enzyme producing a range of monoterpenes with the most prominent being camphene (52.55%), beta-myrcene (11.01%), and limonene (10.44%) and several minor additional compounds. GC-MS qualitative and semi-quantitative analysis of terpene compounds, overview
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?
