Literature summary extracted from

Ikeda, H.; Esaki, N.; Nakai, S.; Hashimoto, K.; Uesato, S.; Soda, K.; Fujita, T.
Acyclic monoterpene primary alcohol:NADP+ oxidoreductase of Rauwolfia serpentina cells: the key enzyme in biosynthesis of monoterpene alcohols (1991), J. Biochem., 109, 341-347.

General Stability

EC Number	General Stability	Organism
1.1.1.324	the enzyme rapidly and irreversibly loses its activity when 1 mM dithiothreitol and 20% glycerol v/v are omitted from the enzyme solution	Rauvolfia serpentina

Inhibitors

EC Number	Inhibitors	Comment	Organism	Structure
1.1.1.324	iridodial	-	Rauvolfia serpentina
1.1.1.324	isopulegol	-	Rauvolfia serpentina
1.1.1.324	menthol	competitive against 8-hydroxygeraniol	Rauvolfia serpentina

KM Value [mM]

EC Number	KM Value [mM]	KM Value Maximum [mM]	Substrate	Comment	Organism	Structure
1.1.1.324	additional information	-	additional information	steady-state kinetic studies show that the nerol dehydrogenation proceeds by an ordered Bi-Bi mechanism, NADP+ binds the enzyme first and then NADPH is the second product released from it, kinetic mechanism, overview	Rauvolfia serpentina

Metals/Ions

EC Number	Metals/Ions	Comment	Organism	Structure
1.1.1.324	additional information	the enzyme contains no Mo, Co, Cu, Fe, Mn, Mg, Ca, Se, Pt, and Au	Rauvolfia serpentina
1.1.1.324	Zn2+	the enzyme contains zinc ions	Rauvolfia serpentina

Molecular Weight [Da]

EC Number	Molecular Weight [Da]	Molecular Weight Maximum [Da]	Comment	Organism
1.1.1.324	44000	-	1 * 44000, SDS-PAGE	Rauvolfia serpentina
1.1.1.324	50000	-	native enzyme, gel filtration	Rauvolfia serpentina

Natural Substrates/ Products (Substrates)

EC Number	Natural Substrates	Organism	Comment (Nat. Sub.)	Natural Products	Comment (Nat. Pro.)	Rev.	Reac.
1.1.1.324	(6E)-8-hydroxygeraniol + 2 NADP+	Rauvolfia serpentina	10-hydroxygeraniol undergoes a reversible dehydrogenation to produce 8-oxogeraniol or 8-hydroxygeranial, which are oxidized further to give 8-oxogeranial, the direct precursor of iridodial	(6E)-8-oxogeranial + 2 NADPH + 2 H+	-	r
1.1.1.324	additional information	Rauvolfia serpentina	various branched-chain allylic primary alcohols, such as nerol, geraniol, and 8-hydroxygeraniol, are substrates, but ethanol is inert. The enzyme is also active with farnesol, 3-methyl-2-buten1-ol, citronellol, 4-isopropylbenzyl alcohol, trans-2-heptenol, and trans-2-hexenol. The enzyme exclusively transfers the pro-R hydrogen of NADPH to neral. No activity with linalool, 2,6-dimethyl-octane, iridodial, 1-octanol, 1-heptanol, 1-pentanol, 3-methyl-3-buten-1-ol, trans-crotyl alcohol, isopulegol, and menthol	?	-	?

Organism

EC Number	Organism	UniProt	Comment	Textmining
1.1.1.324	Rauvolfia serpentina	-	-	-

Purification (Commentary)

EC Number	Purification (Comment)	Organism
1.1.1.324	native enzyme to homogeneity by ammonium sulfate fractionation, hydrophobic interaction, anion exchange, and AF-Red dye affinity chromatography followed by gel filtration	Rauvolfia serpentina

Specific Activity [micromol/min/mg]

EC Number	Specific Activity Minimum [µmol/min/mg]	Specific Activity Maximum [µmol/min/mg]	Comment	Organism
1.1.1.324	2.7	-	purified enzyme, pH 9.0, 25°C	Rauvolfia serpentina

Storage Stability

EC Number	Storage Stability	Organism
1.1.1.324	-20°C, purified enzyme, 20 mM Tris HCl, pH 8.0, 20% glycerol, 1 mM DTT, 6 months without loss of activity	Rauvolfia serpentina

Substrates and Products (Substrate)

EC Number	Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
1.1.1.324	(6E)-8-hydroxygeraniol + 2 NADP+	-	Rauvolfia serpentina	(6E)-8-oxogeranial + 2 NADPH + 2 H+	-	r
1.1.1.324	(6E)-8-hydroxygeraniol + 2 NADP+	10-hydroxygeraniol undergoes a reversible dehydrogenation to produce 8-oxogeraniol or 8-hydroxygeranial, which are oxidized further to give 8-oxogeranial, the direct precursor of iridodial	Rauvolfia serpentina	(6E)-8-oxogeranial + 2 NADPH + 2 H+	-	r
1.1.1.324	(6E)-8-hydroxynerol + 2 NADP+	-	Rauvolfia serpentina	? + 2 NADPH + 2 H+	-	r
1.1.1.324	geraniol + 2 NADP+	-	Rauvolfia serpentina	? + 2 NADPH + 2 H+	-	r
1.1.1.324	additional information	various branched-chain allylic primary alcohols, such as nerol, geraniol, and 8-hydroxygeraniol, are substrates, but ethanol is inert. The enzyme is also active with farnesol, 3-methyl-2-buten1-ol, citronellol, 4-isopropylbenzyl alcohol, trans-2-heptenol, and trans-2-hexenol. The enzyme exclusively transfers the pro-R hydrogen of NADPH to neral. No activity with linalool, 2,6-dimethyl-octane, iridodial, 1-octanol, 1-heptanol, 1-pentanol, 3-methyl-3-buten-1-ol, trans-crotyl alcohol, isopulegol, and menthol	Rauvolfia serpentina	?	-	?
1.1.1.324	nerol + 2 NADP+	-	Rauvolfia serpentina	? + 2 NADPH + 2 H+	-	r

Subunits

EC Number	Subunits	Comment	Organism
1.1.1.324	monomer	1 * 44000, SDS-PAGE	Rauvolfia serpentina

Synonyms

EC Number	Synonyms	Comment	Organism
1.1.1.324	acyclic monoterpene primary alcohol:NADP+ oxidoreductase	-	Rauvolfia serpentina

Temperature Optimum [°C]

EC Number	Temperature Optimum [°C]	Temperature Optimum Maximum [°C]	Comment	Organism
1.1.1.324	25	-	assay at	Rauvolfia serpentina

pH Optimum

EC Number	pH Optimum Minimum	pH Optimum Maximum	Comment	Organism
1.1.1.324	7	-	reverse reaction assay at	Rauvolfia serpentina
1.1.1.324	9	-	forward reaction assay at	Rauvolfia serpentina

Cofactor

EC Number	Cofactor	Comment	Organism	Structure
1.1.1.324	NADP+	the enzyme exclusively requires NADP+ or NADPH as the cofactor	Rauvolfia serpentina
1.1.1.324	NADPH	the enzyme exclusively requires NADP+ or NADPH as the cofactor	Rauvolfia serpentina

Ki Value [mM]

EC Number	Ki Value [mM]	Ki Value maximum [mM]	Inhibitor	Comment	Organism	Structure
1.1.1.324	0.53	-	menthol	pH 9.0, 25°C, versus 8-hydroxygeraniol	Rauvolfia serpentina

pI Value

EC Number	Organism	Comment	pI Value Maximum	pI Value
1.1.1.324	Rauvolfia serpentina	isoelectric focusing	-	5.4

General Information

EC Number	General Information	Comment	Organism
1.1.1.324	metabolism	the acyclic monoterpene primary alcohol:NADP+ oxidoreductase of Rauwolfia serpentina is a key enzyme in biosynthesis of monoterpene alcohols in the plant	Rauvolfia serpentina

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Release 2023.1 (January 2023)