BRENDA - Enzyme Database show
show all sequences of 1.14.11.11

Purification and characterization of hyoscyamine 6 beta-hydroxylase from root cultures of Hyoscyamus niger L. Hydroxylase and epoxidase activities in the enzyme preparation

Hashimoto, T.; Yamada, Y.; Eur. J. Biochem. 164, 277-285 (1987)

Data extracted from this reference:

Activating Compound
Activating Compound
Commentary
Organism
Structure
5,7-dimethyl-5,6,7,8-tetrahydropterin
partial activation
Hyoscyamus niger
ascorbate
4 mM, 5.9fold stimulation
Hyoscyamus niger
catalase
activation
Hyoscyamus niger
dehydroascorbate
partial activation
Hyoscyamus niger
dithiothreitol
partial activation
Hyoscyamus niger
isoascorbate
partial activation
Hyoscyamus niger
Inhibitors
Inhibitors
Commentary
Organism
Structure
1,10-phenanthroline
0.1 mM, 35% inhibition
Hyoscyamus niger
2,2'-dipyridyl
0.1 mM, 15% inhibition
Hyoscyamus niger
3,4-dihydroxybenzoate
-
Hyoscyamus niger
3,4-dihydroxycinnamate
-
Hyoscyamus niger
3,4-dihydroxymandelate
-
Hyoscyamus niger
3,4-Dihydroxyphenylacetate
-
Hyoscyamus niger
3,4-Dihydroxyphenylpropionate
-
Hyoscyamus niger
3-oxoglutaric acid
-
Hyoscyamus niger
5,7-dehydrohyoscyamine
-
Hyoscyamus niger
Apoatropine
-
Hyoscyamus niger
Bathocuproine
0.1 mM, 27% inhibition
Hyoscyamus niger
Ca2+
0.4 mM, 11% inhibition
Hyoscyamus niger
Cd2+
0.4 mM, complete inhibition
Hyoscyamus niger
Co2+
0.4 mM, complete inhibition
Hyoscyamus niger
Cu2+
0.4 mM, complete inhibition
Hyoscyamus niger
diethyldithiocarbamate
0.1 mM, 37% inhibition
Hyoscyamus niger
EDTA
0.1 mM, 67% inhibition
Hyoscyamus niger
Fe3+
0.4 mM, 28% inhibition
Hyoscyamus niger
fumarate
-
Hyoscyamus niger
Hg2+
0.4 mM, 96% inhibition
Hyoscyamus niger
L-Homatropine
-
Hyoscyamus niger
Mn2+
0.4 mM, 95% inhibition
Hyoscyamus niger
Ni2+
0.4 mM, 96% inhibition
Hyoscyamus niger
nitroblue tetrazolium
-
Hyoscyamus niger
Noratropine-N-acetic acid
-
Hyoscyamus niger
Phenylacetyltropine
-
Hyoscyamus niger
pyridine 2,3-dicarboxylate
competitive with respect to 2-oxoglutarate
Hyoscyamus niger
Pyridine 2,4-dicarboxylate
competitive with respect to 2-oxoglutarate
Hyoscyamus niger
Pyridine 3,4-dicarboxylate
-
Hyoscyamus niger
Tiron
0.1 mM, 44% inhibition
Hyoscyamus niger
Zn2+
0.4 mM, complete inhibition
Hyoscyamus niger
KM Value [mM]
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.01
-
6,7-Dehydrohyoscyamine
-
Hyoscyamus niger
0.035
-
L-hyoscyamine
-
Hyoscyamus niger
0.043
-
2-oxoglutarate
-
Hyoscyamus niger
Metals/Ions
Metals/Ions
Commentary
Organism
Structure
Fe2+
activates
Hyoscyamus niger
Molecular Weight [Da]
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
19000
-
x * 39000 + x * 19000, SDS-PAGE
Hyoscyamus niger
39000
-
x * 39000 + x * 19000, SDS-PAGE
Hyoscyamus niger
41000
-
gel filtration
Hyoscyamus niger
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
L-hyoscyamine + 2-oxoglutarate + O2
Hyoscyamus niger
enzyme is involved in biosynthetic pathway leading to scopolamine
6beta-hydroxyhyoscyamine + succinate + CO2
-
Hyoscyamus niger
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Hyoscyamus niger
-
-
-
Purification (Commentary)
Commentary
Organism
-
Hyoscyamus niger
Source Tissue
Source Tissue
Commentary
Organism
Textmining
root
culture
Hyoscyamus niger
-
Specific Activity [micromol/min/mg]
Specific Activity Minimum [µmol/min/mg]
Specific Activity Maximum [µmol/min/mg]
Commentary
Organism
additional information
-
-
Hyoscyamus niger
Storage Stability
Storage Stability
Organism
-20°C, stable for more than 3 months
Hyoscyamus niger
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
2-hydroxy-3-phenylpropionyltropine + 2-oxoglutarate + O2
15% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
2-hydroxy-3-phenylpropionyl-6-hydroxytropine + succinate + CO2
-
439275
Hyoscyamus niger
?
2-oxoglutarate + p-hydroxyatropine + O2
26% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
?
-
-
-
?
2-oxoglutarate + trans-cinnamoyltropine + O2
39% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
succinate + trans-cinnamoyl-6-hydroxytropine + CO2
-
439275
Hyoscyamus niger
?
3-hydroxy-3-phenylpropionyltropine + 2-oxoglutarate + O2
56% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
3-hydroxy-3-phenylpropionyl-6-hydroxytropine + succinate + CO2
-
439275
Hyoscyamus niger
?
6,7-dehydrohyoscyamine + 2-oxoglutarate + O2
119% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
scopolamine + succinate + CO2
-
439275
Hyoscyamus niger
?
apoatropine + 2-oxoglutarate + O2
45% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
6-hydroxyapoatropine + succinate + CO2
-
439275
Hyoscyamus niger
?
isobutyltropine + 2-oxoglutarate + O2
15% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
?
-
-
-
?
L-homatropine + 2-oxoglutarate + O2
81% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
6-hydroxyhomatropine + succinate + CO2
-
439275
Hyoscyamus niger
?
L-hyoscyamine + 2-oxoglutarate + O2
-
439275
Hyoscyamus niger
6beta-hydroxyhyoscyamine + succinate + CO2
-
439275
Hyoscyamus niger
?
L-hyoscyamine + 2-oxoglutarate + O2
enzyme is involved in biosynthetic pathway leading to scopolamine
439275
Hyoscyamus niger
6beta-hydroxyhyoscyamine + succinate + CO2
-
439275
Hyoscyamus niger
?
L-norhyoscyamine + 2-oxoglutarate + O2
81% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
6-hydroxynorhyoscyamine + succinate + CO2
-
439275
Hyoscyamus niger
?
additional information
high specificity for 2-oxoglutarate in hydroxylation
439275
Hyoscyamus niger
?
-
-
-
-
noratropine-N-acetic acid + 2-oxoglutarate + O2
17% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
?
-
-
-
?
phenylacetyltropine + 2-oxoglutarate + O2
81% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
6-hydroxyphenylacetyltropine + succinate + CO2
-
439275
Hyoscyamus niger
?
phenylalanyltropine + 2-oxoglutarate + O2
8% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
?
-
-
-
?
Subunits
Subunits
Commentary
Organism
?
x * 39000 + x * 19000, SDS-PAGE
Hyoscyamus niger
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.8
-
-
Hyoscyamus niger
pH Range
pH Minimum
pH Maximum
Commentary
Organism
6
9
about 50% of maximal activity at pH 6.0 and pH 9.0
Hyoscyamus niger
Ki Value [mM]
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
0.009
-
Pyridine 2,4-dicarboxylate
-
Hyoscyamus niger
0.09
-
Pyridine 3,4-dicarboxylate
-
Hyoscyamus niger
Activating Compound (protein specific)
Activating Compound
Commentary
Organism
Structure
5,7-dimethyl-5,6,7,8-tetrahydropterin
partial activation
Hyoscyamus niger
ascorbate
4 mM, 5.9fold stimulation
Hyoscyamus niger
catalase
activation
Hyoscyamus niger
dehydroascorbate
partial activation
Hyoscyamus niger
dithiothreitol
partial activation
Hyoscyamus niger
isoascorbate
partial activation
Hyoscyamus niger
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
1,10-phenanthroline
0.1 mM, 35% inhibition
Hyoscyamus niger
2,2'-dipyridyl
0.1 mM, 15% inhibition
Hyoscyamus niger
3,4-dihydroxybenzoate
-
Hyoscyamus niger
3,4-dihydroxycinnamate
-
Hyoscyamus niger
3,4-dihydroxymandelate
-
Hyoscyamus niger
3,4-Dihydroxyphenylacetate
-
Hyoscyamus niger
3,4-Dihydroxyphenylpropionate
-
Hyoscyamus niger
3-oxoglutaric acid
-
Hyoscyamus niger
5,7-dehydrohyoscyamine
-
Hyoscyamus niger
Apoatropine
-
Hyoscyamus niger
Bathocuproine
0.1 mM, 27% inhibition
Hyoscyamus niger
Ca2+
0.4 mM, 11% inhibition
Hyoscyamus niger
Cd2+
0.4 mM, complete inhibition
Hyoscyamus niger
Co2+
0.4 mM, complete inhibition
Hyoscyamus niger
Cu2+
0.4 mM, complete inhibition
Hyoscyamus niger
diethyldithiocarbamate
0.1 mM, 37% inhibition
Hyoscyamus niger
EDTA
0.1 mM, 67% inhibition
Hyoscyamus niger
Fe3+
0.4 mM, 28% inhibition
Hyoscyamus niger
fumarate
-
Hyoscyamus niger
Hg2+
0.4 mM, 96% inhibition
Hyoscyamus niger
L-Homatropine
-
Hyoscyamus niger
Mn2+
0.4 mM, 95% inhibition
Hyoscyamus niger
Ni2+
0.4 mM, 96% inhibition
Hyoscyamus niger
nitroblue tetrazolium
-
Hyoscyamus niger
Noratropine-N-acetic acid
-
Hyoscyamus niger
Phenylacetyltropine
-
Hyoscyamus niger
pyridine 2,3-dicarboxylate
competitive with respect to 2-oxoglutarate
Hyoscyamus niger
Pyridine 2,4-dicarboxylate
competitive with respect to 2-oxoglutarate
Hyoscyamus niger
Pyridine 3,4-dicarboxylate
-
Hyoscyamus niger
Tiron
0.1 mM, 44% inhibition
Hyoscyamus niger
Zn2+
0.4 mM, complete inhibition
Hyoscyamus niger
Ki Value [mM] (protein specific)
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
0.009
-
Pyridine 2,4-dicarboxylate
-
Hyoscyamus niger
0.09
-
Pyridine 3,4-dicarboxylate
-
Hyoscyamus niger
KM Value [mM] (protein specific)
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.01
-
6,7-Dehydrohyoscyamine
-
Hyoscyamus niger
0.035
-
L-hyoscyamine
-
Hyoscyamus niger
0.043
-
2-oxoglutarate
-
Hyoscyamus niger
Metals/Ions (protein specific)
Metals/Ions
Commentary
Organism
Structure
Fe2+
activates
Hyoscyamus niger
Molecular Weight [Da] (protein specific)
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
19000
-
x * 39000 + x * 19000, SDS-PAGE
Hyoscyamus niger
39000
-
x * 39000 + x * 19000, SDS-PAGE
Hyoscyamus niger
41000
-
gel filtration
Hyoscyamus niger
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
L-hyoscyamine + 2-oxoglutarate + O2
Hyoscyamus niger
enzyme is involved in biosynthetic pathway leading to scopolamine
6beta-hydroxyhyoscyamine + succinate + CO2
-
Hyoscyamus niger
?
Purification (Commentary) (protein specific)
Commentary
Organism
-
Hyoscyamus niger
Source Tissue (protein specific)
Source Tissue
Commentary
Organism
Textmining
root
culture
Hyoscyamus niger
-
Specific Activity [micromol/min/mg] (protein specific)
Specific Activity Minimum [µmol/min/mg]
Specific Activity Maximum [µmol/min/mg]
Commentary
Organism
additional information
-
-
Hyoscyamus niger
Storage Stability (protein specific)
Storage Stability
Organism
-20°C, stable for more than 3 months
Hyoscyamus niger
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
2-hydroxy-3-phenylpropionyltropine + 2-oxoglutarate + O2
15% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
2-hydroxy-3-phenylpropionyl-6-hydroxytropine + succinate + CO2
-
439275
Hyoscyamus niger
?
2-oxoglutarate + p-hydroxyatropine + O2
26% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
?
-
-
-
?
2-oxoglutarate + trans-cinnamoyltropine + O2
39% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
succinate + trans-cinnamoyl-6-hydroxytropine + CO2
-
439275
Hyoscyamus niger
?
3-hydroxy-3-phenylpropionyltropine + 2-oxoglutarate + O2
56% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
3-hydroxy-3-phenylpropionyl-6-hydroxytropine + succinate + CO2
-
439275
Hyoscyamus niger
?
6,7-dehydrohyoscyamine + 2-oxoglutarate + O2
119% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
scopolamine + succinate + CO2
-
439275
Hyoscyamus niger
?
apoatropine + 2-oxoglutarate + O2
45% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
6-hydroxyapoatropine + succinate + CO2
-
439275
Hyoscyamus niger
?
isobutyltropine + 2-oxoglutarate + O2
15% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
?
-
-
-
?
L-homatropine + 2-oxoglutarate + O2
81% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
6-hydroxyhomatropine + succinate + CO2
-
439275
Hyoscyamus niger
?
L-hyoscyamine + 2-oxoglutarate + O2
-
439275
Hyoscyamus niger
6beta-hydroxyhyoscyamine + succinate + CO2
-
439275
Hyoscyamus niger
?
L-hyoscyamine + 2-oxoglutarate + O2
enzyme is involved in biosynthetic pathway leading to scopolamine
439275
Hyoscyamus niger
6beta-hydroxyhyoscyamine + succinate + CO2
-
439275
Hyoscyamus niger
?
L-norhyoscyamine + 2-oxoglutarate + O2
81% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
6-hydroxynorhyoscyamine + succinate + CO2
-
439275
Hyoscyamus niger
?
additional information
high specificity for 2-oxoglutarate in hydroxylation
439275
Hyoscyamus niger
?
-
-
-
-
noratropine-N-acetic acid + 2-oxoglutarate + O2
17% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
?
-
-
-
?
phenylacetyltropine + 2-oxoglutarate + O2
81% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
6-hydroxyphenylacetyltropine + succinate + CO2
-
439275
Hyoscyamus niger
?
phenylalanyltropine + 2-oxoglutarate + O2
8% of the activity with L-hyoscyamine
439275
Hyoscyamus niger
?
-
-
-
?
Subunits (protein specific)
Subunits
Commentary
Organism
?
x * 39000 + x * 19000, SDS-PAGE
Hyoscyamus niger
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.8
-
-
Hyoscyamus niger
pH Range (protein specific)
pH Minimum
pH Maximum
Commentary
Organism
6
9
about 50% of maximal activity at pH 6.0 and pH 9.0
Hyoscyamus niger
Other publictions for EC 1.14.11.11
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [°C]
Temperature Range [°C]
Temperature Stability [°C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [°C] (protein specific)
Temperature Range [°C] (protein specific)
Temperature Stability [°C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
741836
Cardillo
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Production of tropane alkaloi ...
Brugmansia x candida
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1
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-
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-
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5
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1
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-
-
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-
742949
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6
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2
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1
-
3
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-
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-
-
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2
-
1
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2
1
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1
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6
-
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2
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1
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-
2
-
1
-
-
2
1
-
-
-
-
1
1
-
2
2
726207
Dehghan
An atypical pattern of accumul ...
Hyoscyamus senecionis
Plant Physiol. Biochem.
70
188-194
2013
-
-
1
-
-
-
-
-
-
-
1
1
-
1
-
-
-
-
-
6
-
-
2
1
-
-
-
-
-
-
-
-
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
-
-
6
-
-
2
1
-
-
-
-
-
-
-
1
-
2
2
-
-
-
724556
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Functional characterization of ...
Atropa belladonna
Bioorg. Med. Chem.
20
4356-4363
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-
-
1
-
-
-
8
1
-
-
2
2
-
1
-
-
1
1
-
-
-
2
5
1
1
-
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
8
-
1
-
-
2
2
-
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1
-
-
-
2
5
1
1
-
-
-
1
-
-
-
-
1
1
-
-
-
725946
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Anisodus acutangulus
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8
2883-2890
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-
1
1
-
1
-
-
-
-
-
-
1
-
3
-
-
-
-
-
1
-
-
2
-
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-
-
-
-
-
-
-
-
-
1
1
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-
1
-
-
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-
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-
1
-
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-
-
1
-
-
2
-
-
-
-
-
-
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439277
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Hyoscyamine 6beta-hydroxylase, ...
Atropa belladonna, Datura metel, Duboisia leichhardtii, Hyoscyamus albus, Hyoscyamus gyorffi, Hyoscyamus muticus, Hyoscyamus niger, Hyoscyamus pusillus
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