4.2.3.114: gamma-terpinene synthase
This is an abbreviated version!
For detailed information about gamma-terpinene synthase, go to the full flat file.
Reaction
Synonyms
CitMTSL61, ClcTS, Os04g27790, OsTPS24, OvTPS2, RPS2, terpene synthase 24, TPS1, TPS2, TPS4, TvTPS, TvTPS1, TvTPS2
ECTree
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Substrates Products
Substrates Products on EC 4.2.3.114 - gamma-terpinene synthase
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REACTION DIAGRAM
geranyl diphosphate + H2O
gamma-terpinene + diphosphate
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63% sabinene, 21% gamma-terpinene, 7% terpinolene, 6.5% limonene, and 2.5% myrcene
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neryl diphosphate
gamma-terpinene + diphosphate
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75% gamma-terpinene, 20% alpha-thujene, 5% alpha-terpineol, partially purified enzyme
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gamma-terpinene + diphosphate
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products are 71.4% gamma-terpinene, with lower amounts of limonene (9.1%), alpha-pinene (5.6%), beta-pinene (4.7%), alpha-terpinolene (3.7%), alpha-thujene (2.5%), alpha-terpinene (1.7%), myrcene (0.9%), sabinene (0.4%) and a trace of p-cymene
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geranyl diphosphate
gamma-terpinene + diphosphate
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plus small amounts of alpha-pinene, limonene
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geranyl diphosphate
gamma-terpinene + diphosphate
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products are 80% gamma-terpinene and the minor products, alpha-thujene (7.2%), alpha-terpinene (6%), myrcene (2.6%), sabinene (1.3%), (+)-R-limonene (1.2%), alpha-pinene (1%) and alpha-phellandrene (0.8%), as well as trace amounts of p-cymene and beta-pinene
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geranyl diphosphate
gamma-terpinene + diphosphate
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plus minor products alpha-thujene, alpha-pinene, sabinene, beta-myrcene, alpha-terpinene
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geranyl diphosphate
gamma-terpinene + diphosphate
R4JHV6
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plus minor products such as alpha-terpinene and alpha-thujene
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geranyl diphosphate
gamma-terpinene + diphosphate
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ionization of geranyl diphosphate folded in left-handed helical form gives, by syn-isomerization, (3R)-linalyl diphosphate, which by rotation about C2-C3 provides the cisoid, anti-endo conformation. Ionization and cyclization of this bound intermediate yield the (4R)-alpha-terpinyl cation that, following the 1,2-hydride shift, affords the terpinen-4-yl cation. Loss of the (5S)-proton terminates the reaction to generate gamma-terpinene
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geranyl diphosphate
gamma-terpinene + diphosphate
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products are about 64% gamma-terpinen, 10% alpha-thujene, 4% myrcene, 4% alpha-terpinene, 2% limonene, 3% linalool, 2% terpinen-4-ol, 3% alpha-terpineol
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product identification and quantification by GC-MS analysis
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additional information
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product identification and quantification by GC-MS analysis
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additional information
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no substrate farnesyl diphosphate
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additional information
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product identification and quantification by GC-MS analysis
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additional information
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product identification and quantification by GC-MS analysis
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additional information
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product identification and quantification by GC-MS analysis
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