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(13E)-8alpha-hydroxylabd-13-en-15-yl diphosphate
manoyl oxide + diphosphate
copal-8-ol diphosphate
manoyl oxide + diphosphate
Substrates: -
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additional information
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(13E)-8alpha-hydroxylabd-13-en-15-yl diphosphate
manoyl oxide + diphosphate
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Substrates: -
Products: -
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(13E)-8alpha-hydroxylabd-13-en-15-yl diphosphate
manoyl oxide + diphosphate
Substrates: -
Products: -
?
(13E)-8alpha-hydroxylabd-13-en-15-yl diphosphate
manoyl oxide + diphosphate
Substrates: -
Products: -
?
(13E)-8alpha-hydroxylabd-13-en-15-yl diphosphate
manoyl oxide + diphosphate
Substrates: -
Products: -
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additional information
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Substrates: reaction proceeds via cleavage of the diphosphate group of LPP and subsequent heterocyclic ring closure including the hydroxyl group at C-8
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Substrates: ELS is active in vitro and in vivo with three different prenyl diphosphate substrates forming the marrubiin precursor 9,13-epoxy-labd-14-ene, i.e. reaction of EC 4.2.3.189, manoyl oxide and miltiradiene, reaction of EC 4.2.3.131
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Substrates: bifunctional enzyme, catalyzing the reaction of (+)-copalyl diphosphate to miltiradiene, EC 4.2.3.131 and, in combination with Nicotinana tabacum CPS2 the synthesis of manoyl oxide
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Substrates: bifunctional enzyme, catalyzing the reaction of (+)-copalyl diphosphate to miltiradiene, EC 4.2.3.131 and, in combination with Nicotinana tabacum CPS2 the synthesis of manoyl oxide
Products: -
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transcript level is 4fold higher in leaf compared with flower
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transcript level is 4fold higher in leaf compared with flower
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glandular trichome
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root cork cell, high transcript level
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low transcript level
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additional information
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transcription in all organs, consisitient with presence of manoyl oxide in leaves and flowers and to lesser extent also in stem and root tissue
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additional information
expression across all tissues
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additional information
expression across all tissues
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additional information
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expression across all tissues
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additional information
transcripts are mostly detected in the aerial parts of the plant, especially in the leaves. Transcript level is relatively low across all tissues
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additional information
transcripts are mostly detected in the aerial parts of the plant, especially in the leaves. Transcript level is relatively low across all tissues
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additional information
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transcripts are mostly detected in the aerial parts of the plant, especially in the leaves. Transcript level is relatively low across all tissues
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physiological function
in vitro, in combination with the copalyl diphosphate-producing CPS3, ELS forms miltiradiene. When coupled with TPS2, ELS converts (13E)-8alpha-hydroxylabd-13-en-15-yl diphosphate into manoyl oxide. The coupled reaction of CPS1 and ELS leads to 80% (13epsilon)-9,13-epoxylabda-14-ene
physiological function
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no functional interaction with TPS2
physiological function
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combination of TPS6 with TPS1 in in vitro and in vivo assays results in formation of manoyl oxide with only traces of epi-manoyl oxide. TPS6 forms abietadiene when coupled with ent-CPS
physiological function
TPS2, which synthesizes the intermediate copal-8-ol diphosphate, in combination with TPS3 leads to the stereospecific formation of (13R) manoyl oxide. In extracts from Nicotiana benthamiana coexpressing TPS2 with TPS3, only the (13R) epimer of manoyl oxide is identified, while the combination of TPS1 and TPS3 leads to formation of miltiradiene
physiological function
TPS2, which synthesizes the intermediate copal-8-ol diphosphate, in combination with TPS4 leads to the stereospecific formation of (13R) manoyl oxide. In extracts from Nicotiana benthamiana coexpressing TPS2 with TPS4, only the (13R) epimer of manoyl oxide is identified, while the combination of TPS1 and TPS4 leads to formation of miltiradiene
physiological function
coexpression of Nicotiana tabacum CPS2 and isoofrm KSL1 in Nicotiana benthamiana leaves results in the production of manoyl oxide
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Brueckner, K.; Bozic, D.; Manzano, D.; Papaefthimiou, D.; Pateraki, I.; Scheler, U.; Ferrer, A.; de Vos, R.C.; Kanellis, A.K.; Tissier, A.
Characterization of two genes for the biosynthesis of abietane-type diterpenes in rosemary (Rosmarinus officinalis) glandular trichomes
Phytochemistry
101
52-64
2014
Salvia rosmarinus (W8QMF8), Salvia rosmarinus (W8QEG7)
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Zerbe, P.; Chiang, A.; Dullat, H.; ONeil-Johnson, M.; Starks, C.; Hamberger, B.; Bohlmann, J.
Diterpene synthases of the biosynthetic system of medicinally active diterpenoids in Marrubium vulgare
Plant J.
79
914-927
2014
Marrubium vulgare (A0A075FBG7)
brenda
Zerbe, P.; Rodriguez, S.M.; Mafu, S.; Chiang, A.; Sandhu, H.K.; ONeil-Johnson, M.; Starks, C.M.; Bohlmann, J.
Exploring diterpene metabolism in non-model species transcriptome-enabled discovery and functional characterization of labda-7,13E-dienyl diphosphate synthase from Grindelia robusta
Plant J.
83
783-793
2015
Grindelia hirsutula
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Zerbe, P.; Hamberger, B.; Yuen, M.; Chiang, A.; Sandhu, H.; Madilao, L.; Nguyen, A.; Hamberger, B.; Bach, S.; Bohlmann, J.
Gene discovery of modular diterpene metabolism in nonmodel systems
Plant Physiol.
162
1073-1091
2013
Grindelia hirsutula
brenda
Pateraki, I.; Andersen-Ranberg, J.; Hamberger, B.; Heskes, A.M.; Martens, H.J.; Zerbe, P.; Bach, S.S.; Moller, B.L.; Bohlmann, J.; Hamberger, B.
Manoyl oxide (13R), the biosynthetic precursor of forskolin, is synthesized in specialized root cork cells in Coleus forskohlii
Plant Physiol.
164
1222-1236
2014
Plectranthus barbatus (X5A2Z7), Plectranthus barbatus (X5AHD9), Plectranthus barbatus
brenda
Zhang, C.; Ju, H.; Lu, C.Z.; Zhao, F.; Liu, J.; Guo, X.; Wu, Y.; Zhao, G.R.; Lu, W.
High-titer production of 13R-manoyl oxide in metabolically engineered Saccharomyces cerevisiae
Microb. Cell Fact.
18
73
2019
Plectranthus barbatus (X5A2Z7)
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