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Information on EC 1.14.13.153 - (+)-sabinene 3-hydroxylase for references in articles please use BRENDA:EC1.14.13.153
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EC Tree
IUBMB Comments Requires cytochrome P-450. The enzyme has been characterized from Salvia officinalis (sage).
The expected taxonomic range for this enzyme is: Salvia officinalis
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(+)-sabinene + NADPH + H+ + O2 = (+)-cis-sabinol + NADP+ + H2O
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(+)-sabinene,NADPH:oxygen oxidoreductase (3-hydroxylating)
Requires cytochrome P-450. The enzyme has been characterized from Salvia officinalis (sage).
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(+)-sabinene + NADPH + H+ + O2
(+)-cis-sabinol + NADP+ + H2O
(+)-sabinene + NADPH + H+ + O2
(+)-cis-sabinol + NADP+ + H2O
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(+)-sabinene + NADPH + H+ + O2
(+)-cis-sabinol + NADP+ + H2O
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the hydroxylase is highly specific for (+)-sabinene as substrate. Addition of sabinene to solubilized microsomes provides a typical type I binding spectrum
GC product analysis
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(+)-sabinene + NADPH + H+ + O2
(+)-cis-sabinol + NADP+ + H2O
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additional information
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no effect on enzyme activity by 1-10 mM of Mg2+, Mn2+, Ca2+, Cu2+, and Fe2+
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CO
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photoreversible inhibition
NADP+
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NADP+ competitively inhibits P-450-dependent reactions, 40-45% inhibition of hydroxylation at 2 mM
octyl beta-D-glucoside
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35% activation at 0.12% detergent, complete inhibition at 0.48% detergent
sodium cholate
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40% activation at 0.30% detergent, 17% inhibition at 0.48% detergent
sodium deoxycholate
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80% inhibition at 0.06% detergent
sodium taurocholate
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13% inhibition at 0.30% detergent
sodium taurodeoxycholate
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91% inhibition at 0.06% detergent
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FAD
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exogenous, activates the enzyme slightly
FMN
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exogenous, activates the enzyme
octyl beta-D-glucoside
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35% activation at 0.12% detergent, complete inhibition at 0.48% detergent
sodium cholate
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40% activation at 0.30% detergent, 17% inhibition at 0.48% detergent
Zwittergent 3-08
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12% activation at 0.24% detergent
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6.8 - 8.6
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50% of maximal activity at pH 6.8 and pH 8.6
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etiolated
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localization of sabinene hydroxylase in sage leaf homogenates by differential centrifugation indicated that activity is restricted to light membranes
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evolution
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the enzyme is a cytochrome P-450-dependent mixed function oxygenase and belongs to the cytochrome P450 oxygenase family
metabolism
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the enzyme catalyzes the synthesis of (+)-cis-sabinol, which is a key step in the biosynthesis of C3-oxygenated thujane monoterpenes, overview
additional information
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(+)-sabinene is a major olefinic constituent of the volatile oil of immature Salvia oficinalis
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Karp, F.; Harris, J.; Croteau, R.
Metabolism of monoterpenes: Demonstration of the hydroxylation of (+)-sabinene to (+)-cis-sabinol by an enzyme preparation from sage (Salvia officinalis) leaves
Arch. Biochem. Biophys.
256
179-193
1987
Salvia officinalis
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Enzyme Nomenclature
1.14.13.153 (+)-sabinene 3-hydroxylase
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