BRENDA - Enzyme Database show
show all sequences of 1.1.1.239

Induction of aldo-keto reductases (AKR1C1 and AKR1C3) abolishes the efficacy of daunorubicin chemotherapy for leukemic U937 cells

Matsunaga, T.; Yamaguchi, A.; Morikawa, Y.; Kezuka, C.; Takazawa, H.; Endo, S.; El-Kabbani, O.; Tajima, K.; Ikari, A.; Hara, A.; Anticancer Drugs 25, 868-877 (2014)

Data extracted from this reference:

Cloned(Commentary)
Commentary
Organism
gene AKR1C3, real-time PCR expression anaysis
Homo sapiens
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
daunorubicin + NADPH + H+
Homo sapiens
inactivation of the anticancer drug
daunorubicinol + NADP+
-
-
r
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Homo sapiens
P42330
-
-
Source Tissue
Source Tissue
Commentary
Organism
Textmining
leukemia cell
-
Homo sapiens
-
lung cancer cell
-
Homo sapiens
-
mammary gland carcinoma cell
-
Homo sapiens
-
additional information
AKR1C3 is upregulated in leukemia, lung cancers, and carcinomas of hormone-sensitive tissues such as the prostate and mammary gland
Homo sapiens
-
prostate carcinoma cell
-
Homo sapiens
-
U-937 cell
-
Homo sapiens
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
daunorubicin + NADPH + H+
inactivation of the anticancer drug
739864
Homo sapiens
daunorubicinol + NADP+
-
-
-
r
daunorubicin + NADPH + H+
the enzyme reduces daunorubicin to its corresponding alcohol daunorubicinol using NADPH as the coenzyme
739864
Homo sapiens
daunorubicinol + NADP+
-
-
-
r
Temperature Optimum [°C]
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
25
-
assay at
Homo sapiens
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.4
-
assay at
Homo sapiens
Cofactor
Cofactor
Commentary
Organism
Structure
NADP+
-
Homo sapiens
NADPH
-
Homo sapiens
Cloned(Commentary) (protein specific)
Commentary
Organism
gene AKR1C3, real-time PCR expression anaysis
Homo sapiens
Cofactor (protein specific)
Cofactor
Commentary
Organism
Structure
NADP+
-
Homo sapiens
NADPH
-
Homo sapiens
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
daunorubicin + NADPH + H+
Homo sapiens
inactivation of the anticancer drug
daunorubicinol + NADP+
-
-
r
Source Tissue (protein specific)
Source Tissue
Commentary
Organism
Textmining
leukemia cell
-
Homo sapiens
-
lung cancer cell
-
Homo sapiens
-
mammary gland carcinoma cell
-
Homo sapiens
-
additional information
AKR1C3 is upregulated in leukemia, lung cancers, and carcinomas of hormone-sensitive tissues such as the prostate and mammary gland
Homo sapiens
-
prostate carcinoma cell
-
Homo sapiens
-
U-937 cell
-
Homo sapiens
-
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
daunorubicin + NADPH + H+
inactivation of the anticancer drug
739864
Homo sapiens
daunorubicinol + NADP+
-
-
-
r
daunorubicin + NADPH + H+
the enzyme reduces daunorubicin to its corresponding alcohol daunorubicinol using NADPH as the coenzyme
739864
Homo sapiens
daunorubicinol + NADP+
-
-
-
r
Temperature Optimum [°C] (protein specific)
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
25
-
assay at
Homo sapiens
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.4
-
assay at
Homo sapiens
Expression
Organism
Commentary
Expression
Homo sapiens
the enzyme expression is upregulated by daunorubicin treament
up
General Information
General Information
Commentary
Organism
evolution
the enzyme is a member of the aldo-keto reductase (AKR) superfamily that metabolizes endogenous substrates, such as carbohydrates, prostaglandins and steroids, and xenobiotics in a NAD(P)(H)-dependent manner
Homo sapiens
physiological function
crucial role of AKR1C3 in the acquisition of daunorubicin resistance of leukemic cells by metabolizing both daunorubicin and cytotoxic aldehydes derived from ROS-linked lipid peroxidation. Daunorubicin, at its sublethal doses, induces the expression of AKR1C1, EC 1.1.1.149, and AKR1C3, both of which reduce the daunorubicin sensitivity of the cells, AKR1C3 is more inducible than AKR1C1 by the daunorubicin treatment
Homo sapiens
General Information (protein specific)
General Information
Commentary
Organism
evolution
the enzyme is a member of the aldo-keto reductase (AKR) superfamily that metabolizes endogenous substrates, such as carbohydrates, prostaglandins and steroids, and xenobiotics in a NAD(P)(H)-dependent manner
Homo sapiens
physiological function
crucial role of AKR1C3 in the acquisition of daunorubicin resistance of leukemic cells by metabolizing both daunorubicin and cytotoxic aldehydes derived from ROS-linked lipid peroxidation. Daunorubicin, at its sublethal doses, induces the expression of AKR1C1, EC 1.1.1.149, and AKR1C3, both of which reduce the daunorubicin sensitivity of the cells, AKR1C3 is more inducible than AKR1C1 by the daunorubicin treatment
Homo sapiens
Expression (protein specific)
Organism
Commentary
Expression
Homo sapiens
the enzyme expression is upregulated by daunorubicin treament
up
Other publictions for EC 1.1.1.239
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)
740293
Zang
Screening baccharin analogs as ...
Homo sapiens
Chem. Biol. Interact.
234
339-348
2015
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17
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1
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17
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2
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1
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1
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1
1
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740637
Endo
Characterization of hamster NA ...
Mesocricetus auratus
J. Biochem.
158
425-434
2015
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1
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4
18
1
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1
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1
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1
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8
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44
1
1
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17
1
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5
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3
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1
5
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3
4
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18
1
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1
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1
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8
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44
1
1
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17
1
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2
2
-
17
17
739864
Matsunaga
Induction of aldo-keto reducta ...
Homo sapiens
Anticancer Drugs
25
868-877
2014
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1
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1
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1
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6
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6
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2
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1
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1
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1
2
2
1
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724719
Matsunaga
Pathophysiological roles of al ...
Homo sapiens
Chem. Biol. Interact.
202
234-242
2013
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1
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1
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1
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1
1
1
1
1
1
724915
Heinrich
Synthesis and structure-activi ...
Homo sapiens
Eur. J. Med. Chem.
62
738-744
2013
-
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1
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3
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1
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3
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724916
Gazvoda
2,3-diarylpropenoic acids as s ...
Homo sapiens
Eur. J. Med. Chem.
62
89-97
2013
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1
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4
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4
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725674
Liedtke
Development of potent and sele ...
Homo sapiens
J. Med. Chem.
56
2429-2446
2013
-
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1
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71
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2
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2
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65
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1
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65
71
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2
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2
2
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739953
Endo
Characterization of rabbit mor ...
Oryctolagus cuniculus
Arch. Biochem. Biophys.
529
131-139
2013
-
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1
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4
-
10
85
-
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2
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4
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1
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8
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120
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1
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84
3
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3
6
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34
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3
7
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4
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36
30
6
88
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2
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2
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12
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-
120
-
3
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86
8
-
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3
6
-
-
-
723866
Jackson
Structure of AKR1C3 with 3-phe ...
Homo sapiens
Acta Crystallogr. Sect. F
68
409-413
2012
-
-
1
1
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1
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724533
Chen
Crystal structures of AKR1C3 c ...
Homo sapiens
Bioorg. Med. Chem. Lett.
22
3492-3497
2012
-
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2
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724538
Sinreih
N-Benzoyl anthranilic acid der ...
Homo sapiens
Bioorg. Med. Chem. Lett.
22
5948-5951
2012
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4
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1
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725153
Miller
Aldo-keto reductase family 1 m ...
Homo sapiens
Int. J. Clin. Exp. Pathol.
5
278-289
2012
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1
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8
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1
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8
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725671
Brozic
Selective inhibitors of aldo-k ...
Homo sapiens
J. Med. Chem.
55
7417-7424
2012
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1
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2
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2
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1
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725825
Byrns
Overexpression of aldo-keto re ...
Homo sapiens
J. Steroid Biochem. Mol. Biol.
130
7-15
2012
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1
1
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724517
Adeniji
Discovery of substituted 3-(ph ...
Homo sapiens
Bioorg. Med. Chem. Lett.
21
1464-1468
2011
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3
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711670
Guise
The bioreductive prodrug PR-10 ...
Homo sapiens
Cancer Res.
70
1573-1584
2010
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1
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712882
Byrns
Aldo-keto reductase 1C3 expres ...
Homo sapiens
J. Steroid Biochem. Mol. Biol.
118
177-187
2010
-
1
1
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1
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4
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1
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1
1
713574
Ashley
Developmental evaluation of al ...
Homo sapiens
Urology
76
67-72
2010
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4
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1
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1
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725152
Zakharov
Suppressed expression of type ...
Homo sapiens
Int. J. Clin. Exp. Pathol.
3
608-617
2010
-
1
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1
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2
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1
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1
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712571
Nakamura
Type 5 17ß-hydroxysteroid deh ...
Homo sapiens
J. Clin. Endocrinol. Metab.
94
2192-2198
2009
-
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688137
Azzarello
Tissue distribution of human A ...
Homo sapiens, Rattus norvegicus
J. Histochem. Cytochem.
56
853-861
2008
-
2
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4
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2
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-
670259
Ngatcha
3beta-Alkyl-androsterones as i ...
Homo sapiens
Mol. Cell. Endocrinol.
248
225-232
2006
-
-
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-
-
3
-
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673341
Fung
Increased expression of type 2 ...
Homo sapiens
Endocr. Relat. Cancer
13
169-180
2006
-
-
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-
287209
Krazeisen
Phytoestrogens inhibit human 1 ...
Homo sapiens
Mol. Cell. Endocrinol.
171
151-162
2001
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-
1
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9
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1
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5
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5
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287210
Stupans
Testosterone dehydrogenase act ...
Homo sapiens, Notamacropus eugenii, Phascolarctos cinereus, Rattus norvegicus
Comp. Biochem. Physiol. B
125
245-250
2000
-
-
-
-
-
-
1
4
4
-
-
4
-
9
-
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7
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7
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-
287211
Carre
Characterization and solubizat ...
Homo sapiens
J. Steroid Biochem. Mol. Biol.
46
265-267
1993
-
-
-
-
-
-
-
2
1
-
-
1
-
1
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2
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1
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1
-
-
-
-
-
-
-
-
-
287212
Dumont
Expression of human 17beta-hyd ...
Homo sapiens
J. Steroid Biochem. Mol. Biol.
41
605-608
1992
-
-
1
-
-
-
-
-
-
-
-
1
-
1
-
-
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7
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7
-
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3
-
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-
-
-
-
-
-
-
-
-
-
-
-
286355
Sawada
Kinetic and stereochemical cha ...
Mesocricetus auratus
J. Biochem.
109
770-775
1991
-
-
-
-
-
-
4
-
-
-
-
-
-
1
-
-
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1
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1
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-
-
-
-
-
-
-
286354
Ohmura
Demonstration of 3alpha(17beta ...
Mesocricetus auratus
Biochem. J.
266
583-589
1990
-
-
-
-
-
-
11
13
-
-
-
-
-
1
-
-
1
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1
1
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10
-
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12
1
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4
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4
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11
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13
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1
1
10
-
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1
12
1
-
-
-
-
-
-
-
-
-
287213
Itagaki
Purification and characterizat ...
Ilyonectria destructans
J. Biochem.
103
1039-1044
1988
-
-
-
-
-
-
-
6
-
-
2
1
-
1
-
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6
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1
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1
1
3
1
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1
-
2
1
-
-
-
-
-
-
-
-
287214
Payne
Isolation of novel microbiol 3 ...
Alcaligenes sp.
J. Biol. Chem.
260
13648-13655
1985
-
-
-
-
-
-
-
6
-
-
3
1
-
1
-
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13
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6
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1
13
1
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1
-
2
-
-
-
-
-
-
-
-
-
287215
Blomquist
Microsomal 17beta-hydroxystero ...
Cavia porcellus
J. Steroid Biochem.
8
193-198
1977
-
-
-
-
-
1
1
4
1
-
1
1
-
1
-
-
-
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1
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4
1
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1
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1
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1
1
-
-
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-
-
-
-
-
287216
Markert
-
Enzyminduktion bei Streptomyce ...
Streptomyces exfoliatus
Hoppe-Seyler's Z. Physiol. Chem.
356
1843-1852
1975
-
-
-
-
-
-
2
3
-
-
1
1
-
1
-
-
1
-
-
-
-
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8
-
1
-
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-
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-
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-
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-
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-
-
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-
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-
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1
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-
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-
-
8
-
1
-
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1
-
-
-
-
-
-
-
-
287217
Ghraf
11beta- und 17beta-Hydroxyster ...
Rattus norvegicus
Hoppe-Seyler's Z. Physiol. Chem.
354
299-305
1973
-
-
-
-
-
-
-
-
-
-
-
1
-
1
-
-
-
-
-
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1
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1
-
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-
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-
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-
-
-
-
-
-
-
-
-
-
-
287218
Endahl
-
Separation of a triphosphopyri ...
Cavia porcellus
J. Biol. Chem.
235
2793-2796
1960
-
-
-
-
-
-
8
1
-
-
-
1
-
1
-
-
-
-
-
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-
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1
-
-
-
-
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1
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-
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-
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8
-
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-
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-
-
-
-
-
1
-
1
1
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
287219
Villee
Some properties of the pyridin ...
Cavia porcellus
J. Biol. Chem.
235
3615-3619
1960
-
-
-
-
-
-
-
1
-
-
-
1
-
1
-
-
-
-
-
1
1
-
1
-
-
-
-
-
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-
-
1
-
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-
1
-
-
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-
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-
1
-
-
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-
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1
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
287220
Sweat
Preparation and characterizati ...
Bos taurus
J. Biol. Chem.
185
75-84
1950
-
-
-
-
-
-
-
1
-
-
-
1
-
1
-
-
-
-
-
-
-
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-
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1
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-
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1
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1
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-
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1
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1
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