BRENDA - Enzyme Database show
show all sequences of 1.1.1.218

Purification and characterization of guinea pig liver morphine 6-dehydrogenase

Yamano, S; Kageura, E.; Ishida, T.; Toki, S.; J. Biol. Chem. 260, 5259-5264 (1985)

Data extracted from this reference:

Activating Compound
Activating Compound
Commentary
Organism
Structure
2-mercaptoethanol
reversible
Cavia porcellus
General Stability
General Stability
Organism
2-mercaptoethanol stabilizes during purification and storage, removal inactivates, reversible
Cavia porcellus
Inhibitors
Inhibitors
Commentary
Organism
Structure
CdCl2
dithiol modifier, strong competitive inhibitor to cofactor
Cavia porcellus
additional information
no inhibition by NEM, PCMB, iodoacetic acid
Cavia porcellus
Phenylarsine oxide
dithiol modifier, competitive inhibitor to cofactor binding and noncompetitively toward morphine binding
Cavia porcellus
KM Value [mM]
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.015
-
nalorphine
cosubstrate NAD+
Cavia porcellus
0.033
-
codeine
with NADP+
Cavia porcellus
0.044
-
normorphine
cosubstrate NAD+
Cavia porcellus
0.048
-
nalorphine
cosubstrate NADP+
Cavia porcellus
0.079
-
codeine
with NAD+
Cavia porcellus
0.12
-
morphine
cosubstrate NAD+
Cavia porcellus
0.15
-
normorphine
cosubstrate NADP+
Cavia porcellus
0.4
-
ethylmorphine
cosubstrate NAD+
Cavia porcellus
0.49
-
morphine
cosubstrate NADP+
Cavia porcellus
0.54
-
Dihydrocodeine
cosubstrate NAD+
Cavia porcellus
1.54
-
ethylmorphine
cosubstrate NADP+
Cavia porcellus
2.11
-
Dihydrocodeine
cosubstrate NADP+
Cavia porcellus
Localization
Localization
Commentary
Organism
GeneOntology No.
Textmining
cytosol
-
Cavia porcellus
5829
-
Molecular Weight [Da]
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
29000
-
gel filtration
Cavia porcellus
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Cavia porcellus
-
strain Hartley
-
Cavia porcellus Hartley
-
strain Hartley
-
Purification (Commentary)
Commentary
Organism
gel filtration, various chromatographic techniques
Cavia porcellus
Reaction
Reaction
Commentary
Organism
morphine + NAD(P)+ = morphinone + NAD(P)H + H+
dehydrogenation of the 6-hydroxy group of morphine derivatives having a 7,8-unsaturated bond
Cavia porcellus
Source Tissue
Source Tissue
Commentary
Organism
Textmining
liver
-
Cavia porcellus
-
Specific Activity [micromol/min/mg]
Specific Activity Minimum [mol/min/mg]
Specific Activity Maximum [mol/min/mg]
Commentary
Organism
0.53
-
morphine, NAD+
Cavia porcellus
Storage Stability
Storage Stability
Organism
2-4C, 50 mM sodium phosphate buffer + 100 mM 2-mercaptoethanol, pH 6., 90% of the activity retained with both NAD+ and NADP+ for a week
Cavia porcellus
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
codeine + NAD(P)+
oxidation at 80% the rate of morphine oxidation
286281
Cavia porcellus
codeinone + NAD(P)H
-
-
-
?
codeine + NAD(P)+
oxidation at 80% the rate of morphine oxidation
286281
Cavia porcellus Hartley
codeinone + NAD(P)H
-
-
-
?
dihydrocodeine + NADP+
-
286281
Cavia porcellus
dihydrocodeinone + NADPH
-
-
-
-
dihydrocodeine + NADP+
-
286281
Cavia porcellus Hartley
dihydrocodeinone + NADPH
-
-
-
-
ethylmorphine + NAD(P)+
oxidation at 51% the rate of morphine oxidation
286281
Cavia porcellus
?
-
-
-
?
morphine + NADP+
-
286281
Cavia porcellus
morphinone + NADPH + H+
production of morphinone demonstrated in vitro experiments
286281
Cavia porcellus
?
morphine + NADP+
-
286281
Cavia porcellus Hartley
morphinone + NADPH + H+
production of morphinone demonstrated in vitro experiments
286281
Cavia porcellus Hartley
?
nalorphine + NAD(P)+
best substrate, oxidation at 120% the rate of morphine oxidation
286281
Cavia porcellus
(5alpha)-3-hydroxy-17-(prop-2-en-1-yl)-7,8-didehydro-4,5-epoxymorphinan-6-one + NAD(P)H + H+
-
-
-
?
nalorphine + NAD(P)+
best substrate, oxidation at 120% the rate of morphine oxidation
286281
Cavia porcellus Hartley
(5alpha)-3-hydroxy-17-(prop-2-en-1-yl)-7,8-didehydro-4,5-epoxymorphinan-6-one + NAD(P)H + H+
-
-
-
?
normorphine + NAD(P)+
about 3 times better substrate than morphine
286281
Cavia porcellus
?
-
-
-
?
normorphine + NAD(P)+
about 3 times better substrate than morphine
286281
Cavia porcellus Hartley
?
-
-
-
?
trans-1,4-decalindiol + NADP+
about 30% of the activity observed with morphine
286281
Cavia porcellus
?
-
-
-
?
Temperature Optimum [C]
Temperature Optimum [C]
Temperature Optimum Maximum [C]
Commentary
Organism
25
-
enzyme assay
Cavia porcellus
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
9.1
-
with NADP+ as cofactor, in tricine-NaOH buffer
Cavia porcellus
9.7
-
with NAD+ as cofactor, in glycine-NaCl-NaOH buffer
Cavia porcellus
pH Stability
pH Stability
pH Stability Maximum
Commentary
Organism
6
-
in 50 mM sodium phosphate buffer + 100 mM 2-mercaptoethanol + NADP+ or NAD+ at least for a week stable at 2-4C
Cavia porcellus
8
-
in 50 mM sodium phosphate buffer + 100 mM 2-mercaptoethanol + NAD+ at least for a week stable at 2-4C
Cavia porcellus
Cofactor
Cofactor
Commentary
Organism
Structure
NAD(P)+
utilized both with nearly equal efficiency
Cavia porcellus
Activating Compound (protein specific)
Activating Compound
Commentary
Organism
Structure
2-mercaptoethanol
reversible
Cavia porcellus
Cofactor (protein specific)
Cofactor
Commentary
Organism
Structure
NAD(P)+
utilized both with nearly equal efficiency
Cavia porcellus
General Stability (protein specific)
General Stability
Organism
2-mercaptoethanol stabilizes during purification and storage, removal inactivates, reversible
Cavia porcellus
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
CdCl2
dithiol modifier, strong competitive inhibitor to cofactor
Cavia porcellus
additional information
no inhibition by NEM, PCMB, iodoacetic acid
Cavia porcellus
Phenylarsine oxide
dithiol modifier, competitive inhibitor to cofactor binding and noncompetitively toward morphine binding
Cavia porcellus
KM Value [mM] (protein specific)
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.015
-
nalorphine
cosubstrate NAD+
Cavia porcellus
0.033
-
codeine
with NADP+
Cavia porcellus
0.044
-
normorphine
cosubstrate NAD+
Cavia porcellus
0.048
-
nalorphine
cosubstrate NADP+
Cavia porcellus
0.079
-
codeine
with NAD+
Cavia porcellus
0.12
-
morphine
cosubstrate NAD+
Cavia porcellus
0.15
-
normorphine
cosubstrate NADP+
Cavia porcellus
0.4
-
ethylmorphine
cosubstrate NAD+
Cavia porcellus
0.49
-
morphine
cosubstrate NADP+
Cavia porcellus
0.54
-
Dihydrocodeine
cosubstrate NAD+
Cavia porcellus
1.54
-
ethylmorphine
cosubstrate NADP+
Cavia porcellus
2.11
-
Dihydrocodeine
cosubstrate NADP+
Cavia porcellus
Localization (protein specific)
Localization
Commentary
Organism
GeneOntology No.
Textmining
cytosol
-
Cavia porcellus
5829
-
Molecular Weight [Da] (protein specific)
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
29000
-
gel filtration
Cavia porcellus
Purification (Commentary) (protein specific)
Commentary
Organism
gel filtration, various chromatographic techniques
Cavia porcellus
Source Tissue (protein specific)
Source Tissue
Commentary
Organism
Textmining
liver
-
Cavia porcellus
-
Specific Activity [micromol/min/mg] (protein specific)
Specific Activity Minimum [mol/min/mg]
Specific Activity Maximum [mol/min/mg]
Commentary
Organism
0.53
-
morphine, NAD+
Cavia porcellus
Storage Stability (protein specific)
Storage Stability
Organism
2-4C, 50 mM sodium phosphate buffer + 100 mM 2-mercaptoethanol, pH 6., 90% of the activity retained with both NAD+ and NADP+ for a week
Cavia porcellus
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
codeine + NAD(P)+
oxidation at 80% the rate of morphine oxidation
286281
Cavia porcellus
codeinone + NAD(P)H
-
-
-
?
codeine + NAD(P)+
oxidation at 80% the rate of morphine oxidation
286281
Cavia porcellus Hartley
codeinone + NAD(P)H
-
-
-
?
dihydrocodeine + NADP+
-
286281
Cavia porcellus
dihydrocodeinone + NADPH
-
-
-
-
dihydrocodeine + NADP+
-
286281
Cavia porcellus Hartley
dihydrocodeinone + NADPH
-
-
-
-
ethylmorphine + NAD(P)+
oxidation at 51% the rate of morphine oxidation
286281
Cavia porcellus
?
-
-
-
?
morphine + NADP+
-
286281
Cavia porcellus
morphinone + NADPH + H+
production of morphinone demonstrated in vitro experiments
286281
Cavia porcellus
?
morphine + NADP+
-
286281
Cavia porcellus Hartley
morphinone + NADPH + H+
production of morphinone demonstrated in vitro experiments
286281
Cavia porcellus Hartley
?
nalorphine + NAD(P)+
best substrate, oxidation at 120% the rate of morphine oxidation
286281
Cavia porcellus
(5alpha)-3-hydroxy-17-(prop-2-en-1-yl)-7,8-didehydro-4,5-epoxymorphinan-6-one + NAD(P)H + H+
-
-
-
?
nalorphine + NAD(P)+
best substrate, oxidation at 120% the rate of morphine oxidation
286281
Cavia porcellus Hartley
(5alpha)-3-hydroxy-17-(prop-2-en-1-yl)-7,8-didehydro-4,5-epoxymorphinan-6-one + NAD(P)H + H+
-
-
-
?
normorphine + NAD(P)+
about 3 times better substrate than morphine
286281
Cavia porcellus
?
-
-
-
?
normorphine + NAD(P)+
about 3 times better substrate than morphine
286281
Cavia porcellus Hartley
?
-
-
-
?
trans-1,4-decalindiol + NADP+
about 30% of the activity observed with morphine
286281
Cavia porcellus
?
-
-
-
?
Temperature Optimum [C] (protein specific)
Temperature Optimum [C]
Temperature Optimum Maximum [C]
Commentary
Organism
25
-
enzyme assay
Cavia porcellus
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
9.1
-
with NADP+ as cofactor, in tricine-NaOH buffer
Cavia porcellus
9.7
-
with NAD+ as cofactor, in glycine-NaCl-NaOH buffer
Cavia porcellus
pH Stability (protein specific)
pH Stability
pH Stability Maximum
Commentary
Organism
6
-
in 50 mM sodium phosphate buffer + 100 mM 2-mercaptoethanol + NADP+ or NAD+ at least for a week stable at 2-4C
Cavia porcellus
8
-
in 50 mM sodium phosphate buffer + 100 mM 2-mercaptoethanol + NAD+ at least for a week stable at 2-4C
Cavia porcellus
Other publictions for EC 1.1.1.218
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)
667890
Todaka
Bioactivation of morphine in h ...
Homo sapiens
Biol. Pharm. Bull.
28
1275-1280
2005
-
-
-
-
-
-
14
1
1
-
-
-
-
1
-
-
-
-
-
1
-
-
1
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
1
-
-
-
-
14
-
1
1
-
-
-
-
-
-
-
-
1
-
-
1
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
286288
Todaka
Purification and characterizat ...
Mesocricetus auratus
Arch. Biochem. Biophys.
374
189-197
2000
-
-
-
-
-
-
7
3
1
-
2
-
-
1
-
-
1
-
-
1
1
1
3
1
1
-
-
-
1
-
-
1
-
-
-
-
-
-
1
-
-
-
-
7
-
3
1
-
2
-
-
-
-
1
-
1
1
1
3
1
1
-
-
-
1
-
-
-
-
-
-
-
-
-
286289
Walker
Mechanistic studies of morphin ...
Pseudomonas putida, Pseudomonas putida M10
Biochem. J.
345
687-692
2000
-
-
1
-
4
-
1
3
-
-
2
-
-
5
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
1
-
4
-
-
1
-
3
-
-
2
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
286286
Yamano
Purification, characterization ...
Oryctolagus cuniculus
Arch. Biochem. Biophys.
341
81-88
1997
-
-
-
-
-
1
6
9
3
-
3
-
-
2
-
-
1
-
-
2
1
1
9
1
1
-
-
-
2
-
-
1
-
-
-
-
-
-
1
-
-
1
-
6
-
9
3
-
3
-
-
-
-
1
-
2
1
1
9
1
1
-
-
-
2
-
-
-
-
-
-
-
-
-
286287
Yamano
In vivo and in vitro formation ...
Rattus norvegicus, Rattus norvegicus Wistar
Xenobiotica
27
645-656
1997
-
-
-
-
-
-
7
2
1
-
-
-
-
167
-
-
-
-
-
1
-
-
2
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
1
-
-
-
-
7
-
2
1
-
-
-
-
-
-
-
-
1
-
-
2
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
286285
Walker
Towards engineering an improve ...
Pseudomonas putida, Pseudomonas putida M10
Ann. N. Y. Acad. Sci.
799
6-10
1996
-
-
1
-
1
-
-
-
-
-
-
-
-
5
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
286284
Bruce
-
Microbial degradation of the m ...
Pseudomonas putida, Pseudomonas putida M10
Biochem. J.
274
875-880
1991
-
-
-
-
-
2
6
4
-
-
3
2
-
5
-
-
1
-
-
-
1
1
8
1
1
-
-
-
2
-
-
1
-
-
-
-
-
-
1
-
-
2
-
6
-
4
-
-
3
2
-
-
-
1
-
-
1
1
8
1
1
-
-
-
2
-
-
-
-
-
-
-
-
-
286283
Bruce
Microbial degradation of the m ...
Pseudomonas putida, Pseudomonas putida M10
Arch. Microbiol.
154
465-470
1990
-
-
-
-
-
1
-
-
-
-
-
4
-
5
-
-
1
-
-
-
1
-
8
-
1
-
-
-
1
-
-
1
-
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
-
4
-
-
-
1
-
-
1
-
8
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
286282
Yamano
Guinea-pig liver morphine 6-de ...
Cavia porcellus, Cavia porcellus Hartley
Biochem. Pharmacol.
35
4321-4326
1986
-
-
-
-
-
-
7
4
1
-
-
-
-
12
-
-
1
-
-
3
2
2
4
-
1
-
-
-
2
-
1
2
-
-
-
-
-
-
2
-
-
-
-
7
-
4
1
-
-
-
-
-
-
1
-
3
2
2
4
-
1
-
-
-
2
-
1
-
-
-
-
-
-
-
286281
Yamano
Purification and characterizat ...
Cavia porcellus, Cavia porcellus Hartley
J. Biol. Chem.
260
5259-5264
1985
1
-
-
-
-
1
3
12
1
-
1
-
-
12
-
-
1
1
-
2
1
1
12
-
1
-
-
-
2
-
2
1
-
-
-
1
-
-
1
-
-
1
-
3
-
12
1
-
1
-
-
-
-
1
-
2
1
1
12
-
1
-
-
-
2
-
2
-
-
-
-
-
-
-