BRENDA - Enzyme Database show
show all sequences of 1.1.1.206

Tropinone reductases, enzymes at the branch point of tropane alkaloid metabolism

Draeger, B.; Phytochemistry 67, 327-337 (2006)

Data extracted from this reference:

KM Value [mM]
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.0113
-
NADPH
-
Hyoscyamus niger
0.0415
-
NADP+
-
Hyoscyamus niger
0.058
-
NADPH
-
Datura stramonium
0.105
-
NADP+
-
Datura stramonium
0.775
-
tropinone
pH 5.9
Datura stramonium
1.01
-
tropinone
pH 5.9
Hyoscyamus niger
1.3
-
tropinone
pH 6.4
Datura stramonium
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
tropinone + NADPH + H+
Datura stramonium
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
tropine + NADP+
-
-
r
tropinone + NADPH + H+
Atropa belladonna
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
tropine + NADP+
-
-
?
tropinone + NADPH + H+
Duboisia myoporoides
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
tropine + NADP+
-
-
?
tropinone + NADPH + H+
Duboisia leichhardtii
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
tropine + NADP+
-
-
?
tropinone + NADPH + H+
Hyoscyamus niger
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
tropine + NADP+
-
-
r
tropinone + NADPH + H+
Hyoscyamus muticus
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
tropine + NADP+
-
-
?
tropinone + NADPH + H+
Scopolia atropoides
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
tropine + NADP+
-
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Atropa belladonna
-
-
-
Datura stramonium
-
-
-
Duboisia leichhardtii
-
-
-
Duboisia myoporoides
-
-
-
Hyoscyamus muticus
-
-
-
Hyoscyamus niger
-
-
-
Scopolia atropoides
-
-
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
3-methyl-cyclohexanone + NADPH
85% of the reaction velocity with tropinone
670518
Hyoscyamus niger
3-methylcyclohexanol + NADP+
-
-
-
?
4-ethylcyclohexanone + NADPH
107% of the reaction velocity with tropinone
670518
Hyoscyamus niger
4-ethylcyclohexanol + NADP+
-
-
-
?
4-ethylcyclohexanone + NADPH
41% of the reaction velocity with tropinone
670518
Datura stramonium
4-ethylcyclohexanol + NADP+
-
-
-
?
4-tetrahydro-thiopyranone + NADPH
83% of the reaction velocity with tropinone
670518
Datura stramonium
?
-
-
-
?
8-thiabicyclo[3.2.1]octan-3-one + NADPH
35% of the reaction velocity with tropinone
670518
Datura stramonium
?
-
-
-
?
8-thiabicyclo[3.2.1]octan-3-one + NADPH
40% of the reaction velocity with tropinone
670518
Hyoscyamus niger
?
-
-
-
?
additional information
no activity with 3-methyl-cyclohexanone
670518
Datura stramonium
?
-
-
-
-
additional information
no activity with N-propyl-4-pieridinone and 4-tetrahydro-thiopyranone
670518
Hyoscyamus niger
?
-
-
-
-
N-methyl-4-pieridinone + NADPH
13% of the reaction velocity with tropinone
670518
Hyoscyamus niger
N-methyl-1-piperidinol + NADP+
-
-
-
?
N-methyl-4-piperidinone + NADPH
180% of the reaction velocity with tropinone
670518
Datura stramonium
N-methyl-1-piperidinol + NADP+
-
-
-
?
N-propyl-4-piperidinone + NADPH
78% of the reaction velocity with tropinone
670518
Datura stramonium
N-propylpiperidinol + NADP+
-
-
-
?
quinuclidinone + NADPH
136% of the reaction velocity with tropinone
670518
Hyoscyamus niger
?
-
-
-
?
quinuclidinone + NADPH
80% of the reaction velocity with tropinone
670518
Datura stramonium
?
-
-
-
?
tropinone + NADPH + H+
-
670518
Datura stramonium
tropine + NADP+
-
-
-
r
tropinone + NADPH + H+
-
670518
Atropa belladonna
tropine + NADP+
-
-
-
?
tropinone + NADPH + H+
-
670518
Duboisia myoporoides
tropine + NADP+
-
-
-
?
tropinone + NADPH + H+
-
670518
Duboisia leichhardtii
tropine + NADP+
-
-
-
?
tropinone + NADPH + H+
-
670518
Hyoscyamus niger
tropine + NADP+
-
-
-
r
tropinone + NADPH + H+
-
670518
Hyoscyamus muticus
tropine + NADP+
-
-
-
?
tropinone + NADPH + H+
-
670518
Scopolia atropoides
tropine + NADP+
-
-
-
?
tropinone + NADPH + H+
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
670518
Datura stramonium
tropine + NADP+
-
-
-
r
tropinone + NADPH + H+
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
670518
Atropa belladonna
tropine + NADP+
-
-
-
?
tropinone + NADPH + H+
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
670518
Duboisia myoporoides
tropine + NADP+
-
-
-
?
tropinone + NADPH + H+
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
670518
Duboisia leichhardtii
tropine + NADP+
-
-
-
?
tropinone + NADPH + H+
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
670518
Hyoscyamus niger
tropine + NADP+
-
-
-
r
tropinone + NADPH + H+
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
670518
Hyoscyamus muticus
tropine + NADP+
-
-
-
?
tropinone + NADPH + H+
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
670518
Scopolia atropoides
tropine + NADP+
-
-
-
?
Turnover Number [1/s]
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
25.6
-
tropinone
pH 7.0
Datura stramonium
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
6.1
-
reduction reaction
Hyoscyamus niger
6.4
-
reduction reaction
Datura stramonium
7.6
-
oxidation reaction
Hyoscyamus niger
9.9
-
oxidation reaction
Datura stramonium
Cofactor
Cofactor
Commentary
Organism
Structure
NADPH
-
Atropa belladonna
NADPH
-
Datura stramonium
NADPH
-
Duboisia leichhardtii
NADPH
-
Duboisia myoporoides
NADPH
-
Hyoscyamus niger
NADPH
-
Scopolia atropoides
NADPH
-
Hyoscyamus muticus
Cofactor (protein specific)
Cofactor
Commentary
Organism
Structure
NADPH
-
Atropa belladonna
NADPH
-
Datura stramonium
NADPH
-
Duboisia leichhardtii
NADPH
-
Duboisia myoporoides
NADPH
-
Hyoscyamus niger
NADPH
-
Scopolia atropoides
NADPH
-
Hyoscyamus muticus
KM Value [mM] (protein specific)
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.0113
-
NADPH
-
Hyoscyamus niger
0.0415
-
NADP+
-
Hyoscyamus niger
0.058
-
NADPH
-
Datura stramonium
0.105
-
NADP+
-
Datura stramonium
0.775
-
tropinone
pH 5.9
Datura stramonium
1.01
-
tropinone
pH 5.9
Hyoscyamus niger
1.3
-
tropinone
pH 6.4
Datura stramonium
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
tropinone + NADPH + H+
Datura stramonium
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
tropine + NADP+
-
-
r
tropinone + NADPH + H+
Atropa belladonna
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
tropine + NADP+
-
-
?
tropinone + NADPH + H+
Duboisia myoporoides
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
tropine + NADP+
-
-
?
tropinone + NADPH + H+
Duboisia leichhardtii
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
tropine + NADP+
-
-
?
tropinone + NADPH + H+
Hyoscyamus niger
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
tropine + NADP+
-
-
r
tropinone + NADPH + H+
Hyoscyamus muticus
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
tropine + NADP+
-
-
?
tropinone + NADPH + H+
Scopolia atropoides
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
tropine + NADP+
-
-
?
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
3-methyl-cyclohexanone + NADPH
85% of the reaction velocity with tropinone
670518
Hyoscyamus niger
3-methylcyclohexanol + NADP+
-
-
-
?
4-ethylcyclohexanone + NADPH
107% of the reaction velocity with tropinone
670518
Hyoscyamus niger
4-ethylcyclohexanol + NADP+
-
-
-
?
4-ethylcyclohexanone + NADPH
41% of the reaction velocity with tropinone
670518
Datura stramonium
4-ethylcyclohexanol + NADP+
-
-
-
?
4-tetrahydro-thiopyranone + NADPH
83% of the reaction velocity with tropinone
670518
Datura stramonium
?
-
-
-
?
8-thiabicyclo[3.2.1]octan-3-one + NADPH
35% of the reaction velocity with tropinone
670518
Datura stramonium
?
-
-
-
?
8-thiabicyclo[3.2.1]octan-3-one + NADPH
40% of the reaction velocity with tropinone
670518
Hyoscyamus niger
?
-
-
-
?
additional information
no activity with 3-methyl-cyclohexanone
670518
Datura stramonium
?
-
-
-
-
additional information
no activity with N-propyl-4-pieridinone and 4-tetrahydro-thiopyranone
670518
Hyoscyamus niger
?
-
-
-
-
N-methyl-4-pieridinone + NADPH
13% of the reaction velocity with tropinone
670518
Hyoscyamus niger
N-methyl-1-piperidinol + NADP+
-
-
-
?
N-methyl-4-piperidinone + NADPH
180% of the reaction velocity with tropinone
670518
Datura stramonium
N-methyl-1-piperidinol + NADP+
-
-
-
?
N-propyl-4-piperidinone + NADPH
78% of the reaction velocity with tropinone
670518
Datura stramonium
N-propylpiperidinol + NADP+
-
-
-
?
quinuclidinone + NADPH
136% of the reaction velocity with tropinone
670518
Hyoscyamus niger
?
-
-
-
?
quinuclidinone + NADPH
80% of the reaction velocity with tropinone
670518
Datura stramonium
?
-
-
-
?
tropinone + NADPH + H+
-
670518
Datura stramonium
tropine + NADP+
-
-
-
r
tropinone + NADPH + H+
-
670518
Atropa belladonna
tropine + NADP+
-
-
-
?
tropinone + NADPH + H+
-
670518
Duboisia myoporoides
tropine + NADP+
-
-
-
?
tropinone + NADPH + H+
-
670518
Duboisia leichhardtii
tropine + NADP+
-
-
-
?
tropinone + NADPH + H+
-
670518
Hyoscyamus niger
tropine + NADP+
-
-
-
r
tropinone + NADPH + H+
-
670518
Hyoscyamus muticus
tropine + NADP+
-
-
-
?
tropinone + NADPH + H+
-
670518
Scopolia atropoides
tropine + NADP+
-
-
-
?
tropinone + NADPH + H+
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
670518
Datura stramonium
tropine + NADP+
-
-
-
r
tropinone + NADPH + H+
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
670518
Atropa belladonna
tropine + NADP+
-
-
-
?
tropinone + NADPH + H+
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
670518
Duboisia myoporoides
tropine + NADP+
-
-
-
?
tropinone + NADPH + H+
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
670518
Duboisia leichhardtii
tropine + NADP+
-
-
-
?
tropinone + NADPH + H+
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
670518
Hyoscyamus niger
tropine + NADP+
-
-
-
r
tropinone + NADPH + H+
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
670518
Hyoscyamus muticus
tropine + NADP+
-
-
-
?
tropinone + NADPH + H+
tropine is the precursor of the tropane alkaloids hyoscyamine and scopolamine
670518
Scopolia atropoides
tropine + NADP+
-
-
-
?
Turnover Number [1/s] (protein specific)
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
25.6
-
tropinone
pH 7.0
Datura stramonium
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
6.1
-
reduction reaction
Hyoscyamus niger
6.4
-
reduction reaction
Datura stramonium
7.6
-
oxidation reaction
Hyoscyamus niger
9.9
-
oxidation reaction
Datura stramonium
Other publictions for EC 1.1.1.206
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)
725098
Kushwaha
Molecular cloning and catalyti ...
Withania coagulans
Gene
516
238-247
2013
-
-
1
-
-
-
4
4
-
-
1
2
-
4
-
-
1
-
-
2
-
-
17
2
1
-
4
4
1
1
-
2
-
-
-
-
-
1
2
-
-
-
-
4
-
4
-
-
1
2
-
-
-
1
-
2
-
-
17
2
1
-
4
4
1
1
-
-
-
3
3
-
4
4
726209
Dehghan
An atypical pattern of accumul ...
Hyoscyamus muticus, Hyoscyamus senecionis
Plant Physiol. Biochem.
70C
188-194
2013
-
-
-
-
-
-
-
-
-
-
-
2
-
4
-
-
-
-
-
3
-
-
2
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
3
-
-
2
-
-
-
-
-
-
-
-
-
-
2
2
-
-
-
725946
Kai
Enhancing the production of tr ...
Anisodus acutangulus
Mol. Biosyst.
8
2883-2890
2012
-
1
-
-
-
-
-
-
-
-
-
-
-
3
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
719169
Kai
Co-expression of AaPMT and AaT ...
Anisodus acutangulus
BMC Biotechnol.
11
43
2011
-
1
-
-
-
-
-
-
-
-
-
-
-
3
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
696874
Kai
Molecular cloning, characteriz ...
Anisodus acutangulus
Biotechnol. Appl. Biochem.
54
:177-186
2009
1
-
1
-
-
-
1
-
-
-
1
-
-
1
-
-
-
-
-
3
-
-
1
-
-
-
-
-
-
-
-
-
-
1
-
1
-
1
-
-
-
-
-
1
-
-
-
-
1
-
-
-
-
-
-
3
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
689548
Brock
The functional divergence of s ...
Cochlearia officinalis
Plant J.
54
388-401
2008
-
-
1
-
-
-
-
-
-
-
-
2
-
1
-
-
-
-
-
-
-
-
4
1
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
4
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
689953
Freydank
Protein structure modeling ind ...
Solanum dulcamara
Proteins
72
173-183
2008
-
-
1
-
-
-
-
-
-
-
-
1
-
3
-
-
1
-
-
-
-
-
2
-
-
-
-
-
-
-
-
2
-
-
-
-
-
1
2
-
-
-
-
-
-
-
-
-
-
1
-
-
-
1
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
670518
Draeger
Tropinone reductases, enzymes ...
Atropa belladonna, Datura stramonium, Duboisia leichhardtii, Duboisia myoporoides, Hyoscyamus muticus, Hyoscyamus niger, Scopolia atropoides
Phytochemistry
67
327-337
2006
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27
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4
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7
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27
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1
4
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656413
Richter
Overexpression of tropinone re ...
Atropa belladonna, Datura stramonium
J. Exp. Bot.
56
645-652
2005
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2
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2
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2
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1
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4
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2
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2
2
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2
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1
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1
1
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4
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2
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2
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439278
Rocha
-
Functional expression of tropi ...
Hyoscyamus niger
Plant Sci.
162
905-913
2002
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1
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347972
Nakajima
Site-directed mutagenesis of p ...
Datura stramonium
J. Biol. Chem.
274
16563-16568
1999
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1
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5
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1
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5
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347973
Boswell
Specificities of the enzymes o ...
Brugmansia sp., Datura stramonium
Phytochemistry
52
871-878
1999
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6
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2
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2
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25
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2
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2
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25
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348028
Nakajima
Crystal structures of two trop ...
Datura stramonium
Proc. Natl. Acad. Sci. USA
95
4876-4881
1998
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1
1
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1
1
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347970
Bartholomew
-
Tropine dehydrogenase: purific ...
Pseudomonas sp., Pseudomonas sp. AT3
Biochem. J.
307
603-608
1995
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3
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2
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4
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1
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6
1
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2
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6
1
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1
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347969
Nakajima
Opposite stereospecificity of ...
Datura stramonium
J. Biol. Chem.
269
11695-11698
1994
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1
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1
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2
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348024
Hashimoto
Two tropinone reductases with ...
Atropa acuminata, Atropa belladonna, Datura stramonium, Duboisia hopwoodii, Duboisia leichhardtii, Hyoscyamus albus, Hyoscyamus bohemicus, Hyoscyamus canariensis, Hyoscyamus muticus, Hyoscyamus niger, Hyoscyamus niger Hn, Hyoscyamus pusillus, no activity in Brassica campestris, no activity in Browallia americana, no activity in Calystegia sepium, no activity in Nicotiana tabacum, no activity in Physalis alkekengi, Physalis edulis, Physalis philadelphica, Physochlaina orientalis
Plant Physiol.
100
836-845
1992
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16
11
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2
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20
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1
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4
15
1
18
1
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2
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3
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3
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16
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11
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1
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4
15
1
18
1
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2
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347967
Koelen
Partial purification and prope ...
Datura stramonium
J. Med. Plant Res.
44
227-230
1982
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1
7
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1
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4
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2
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7
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1
1
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1
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1
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4
4
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4
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2
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1
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