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Information on EC 1.14.14.53 - (R)-limonene 6-monooxygenase for references in articles please use BRENDA:EC1.14.14.53Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
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The expected taxonomic range for this enzyme is: Carum carvi
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(R)-limonene 6-monooxygenase
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(R)-limonene + [reduced NADPH-hemoprotein reductase] + O2 = (+)-trans-carveol + [oxidized NADPH-hemoprotein reductase] + H2O
The reaction is stereospecific with over 95% yield of (+)-trans-carveol from (R)-limonene. (S)-Limonene, the substrate for EC 1.14.13.48, (S)-limonene 6-monooxygenase, is not a substrate. Forms part of the carvone biosynthesis pathway in Carum carvi (caraway) seeds
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(4S)-carvone biosynthesis
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Monoterpenoid biosynthesis
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Limonene and pinene degradation
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Biosynthesis of secondary metabolites
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(R)-limonene,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (6-hydroxylating)
The reaction is stereospecific with over 95% yield of (+)-trans-carveol from (R)-limonene. (S)-Limonene, the substrate for EC 1.14.13.48, (S)-limonene 6-monooxygenase, is not a substrate. Forms part of the carvone biosynthesis pathway in Carum carvi (caraway) seeds.
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(+)-limonene 6-monooxygenase
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(+)-limonene,NADPH:oxygen oxidoreductase (6-hydroxylating)
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(+)-limonene-6-hydroxylase
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(R)-limonene,NADPH:oxygen oxidoreductase (6-hydroxylating)
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var Karzo, annual caraway, var Beija, biennial caraway
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brenda
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(+)-limonene + NADPH + H+ + O2
(+)-trans-carveol + NADP+ + H2O
(-)-limonene + NADPH + H+ + O2
(-)-cis-carveol + NADP+ + H2O
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hydroxylation at 10% the rate of (+)-limonene
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(+)-limonene + NADPH + H+ + O2
(+)-trans-carveol + NADP+ + H2O
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high regio- and stereospecificity, requiring NADPH
97% of total product, 2.5% (-)-trans-carveol, 0.5% (-)-cis-carveol
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(+)-limonene + NADPH + H+ + O2
(+)-trans-carveol + NADP+ + H2O
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high regio- and stereospecificity, requiring NADPH
97% of total product, 2.5% (-)-trans-carveol, 0.5% (-)-cis-carveol
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(+)-limonene + NADPH + H+ + O2
(+)-trans-carveol + NADP+ + H2O
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intermediate in biosynthesis of (+)-carvone
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(+)-limonene + NADPH + H+ + O2
(+)-trans-carveol + NADP+ + H2O
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intermediate in biosynthesis of (+)-carvone
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NADP+
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NADP+
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no activity with NAD+
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clotrimazole
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less than 0.001 mM, 50% inhibition
cytochrome c
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less than 0.01 mM, 50% inhibition
metapyrone
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1.5 mM, 50% inhibition
miconazole
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0.048 mM, 50% inhibition
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0.0114 - 0.0149
(+)-limonene
0.0114
(+)-limonene
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annual caraway
0.0149
(+)-limonene
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biannual caraway
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brenda
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brenda
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polyvinylpyrrolidone, NaHsO3, sodium diethyldithiocarbamate, leupeptin, EGTA, catalase, and glutathione stabilize microsomal extract
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-80 C, microsomal preparation, 1 year, no loss of activity
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CP2CJ_HUMAN
490
55931
Swiss-Prot
CP2C9_HUMAN
490
55628
Swiss-Prot
D7UWP7_LISGR
316
35440
TrEMBL
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Bouwmeester, H.J.; Gershenzon, J.; Konings, M.C.J.M.; Croteau, R.
Biosynthesis of the monoterpenes limonene and carvone in the fruit of caraway. I. Demonstration of enzyme activities and their changes with development
Plant Physiol.
117
901-912
1998
Carum carvi
brenda
Bouwmeester, H.J.; Konings, M.C.J.M.; Gershenzon, J.; Karp, F.; Croteau, R.
Cytochrome P-450 dependent (+)-limonene-6-hydroxylation in fruits of caraway (Carum Carvi)
Phytochemistry
50
243-248
1999
Carum carvi
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brenda
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