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Literature summary for 1.1.1.357 extracted from

  • Ohta, T.; Ishikura, S.; Shintani, S.; Usami, N.; Hara, A.
    Kinetic alteration of a human dihydrodiol/3alpha-hydroxysteroid dehydrogenase isoenzyme, AKR1C4, by replacement of histidine-216 with tyrosine or phenylalanine (2000), Biochem. J., 352, 685-691.
    View publication on PubMedView publication on EuropePMC

Activating Compound

Activating Compound Comment Organism Structure
(R)-ibuprofen 167% activity at 1 mM Homo sapiens
Clofibric acid 240% activity at 0.1 mM Homo sapiens
D-thyroxine 260% activity at 1 mM Homo sapiens
L-thyroxine 237% activity at 1 mM Homo sapiens
Sulfobromophthalein 328% activity at 0.005 mM Homo sapiens

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli JM109 cells Homo sapiens

Protein Variants

Protein Variants Comment Organism
H216F the mutation decreases 3fold the Km for NADP+. The kinetic constants for bile acids with a 12alpha-hydroxy group are decreased 1.5-7fold and those for the other substrates are increased 1.3-9fold. The mutation decreases the stimulatory effects of the enzyme activity by sulfobromophthalein, clofibric acid and thyroxine, which increases the Km for the coenzyme and substrate of the mutant enzymes more highly than those of the wild type enzyme Homo sapiens
H216L inactive Homo sapiens
H216W inactive Homo sapiens
H216Y the mutation decreases 3fold the Km for NADP+. The kinetic constants for bile acids with a 12alpha-hydroxy group are decreased 1.5-7fold and those for the other substrates are increased 1.3-9fold. The mutation decreases the stimulatory effects of the enzyme activity by sulfobromophthalein, clofibric acid and thyroxine, which increases the Km for the coenzyme and substrate of the mutant enzymes more highly than those of the wild type enzyme Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
17beta-estradiol competitive inhibitor Homo sapiens
3,5,3',5'-tetraiodothyropropionic acid competitive inhibitor Homo sapiens
Flufenamic acid competitive inhibitor Homo sapiens
Phenolphthalein competitive inhibitor Homo sapiens

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0005
-
NADP+ mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0005
-
androsterone wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0006
-
NADP+ mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0008
-
5alpha-androstane-3alpha,17beta-diol wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0009
-
5beta-Androstan-3alpha-ol-17-one wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.001
-
lithocholic acid wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0011
-
chenodeoxycholic acid wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0012
-
5beta-androstane-3alpha,17beta-diol wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0013
-
deoxycholic acid mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0014
-
deoxycholic acid mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0014
-
5beta-Androstan-3alpha-ol-17-one mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0017
-
NADP+ wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0018
-
lithocholic acid mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0018
-
5beta-Androstan-3alpha-ol-17-one mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0019
-
lithocholic acid mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0021
-
5beta-androstane-3alpha,17beta-diol mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0022
-
androsterone mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0022
-
5beta-androstane-3alpha,17beta-diol mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0023
-
chenodeoxycholic acid mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0026
-
5alpha-androstane-3alpha,17beta-diol mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0027
-
androsterone mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0029
-
chenodeoxycholic acid mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0031
-
5alpha-androstane-3alpha,17beta-diol mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.0097
-
deoxycholic acid wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.032
-
cholic acid mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.041
-
cholic acid mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.059
-
cholic acid wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.11
-
(S)-tetralol wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.146
-
(S)-indan-1-ol wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.16
-
(R)-tetralol wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.24
-
(S)-tetralol mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.28
-
(S)-indan-1-ol mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.29
-
(S)-tetralol mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.38
-
(R)-tetralol mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.42
-
(S)-indan-1-ol mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.68
-
(R)-tetralol mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
1
-
NAD+ mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
1.2
-
NAD+ mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
1.2
-
NAD+ wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
36000
-
x * 36000, SDS-PAGE Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(R)-tetralol + NADP+ Homo sapiens
-
? + NADPH + H+
-
?
(S)-indan-1-ol + NADP+ Homo sapiens
-
indan-1-one + NADPH + H+
-
?
(S)-tetralol + NADP+ Homo sapiens
-
1-tetralone + NADPH + H+
-
?
5alpha-androstane-3alpha,17beta-diol + NADP+ Homo sapiens
-
(5alpha)-androstan-17-beta-ol-3-one + NADPH + H+
-
?
5beta-androstan-3alpha-ol-17-one + NADP+ Homo sapiens
-
(5beta)-androstan-3,17-dione + NADPH + H+
-
?
5beta-androstane-3alpha,17beta-diol + NADP+ Homo sapiens
-
5beta-androstan-17beta-ol-3-one + NADPH + H+
-
?
androsterone + NAD+ Homo sapiens
-
(5alpha)-androstane-3,17-dione + NADH + H+
-
?
androsterone + NADP+ Homo sapiens
-
(5alpha)-androstane-3,17-dione + NADPH + H+
-
?
chenodeoxycholic acid + NADP+ Homo sapiens
-
? + NADPH + H+
-
?
cholic acid + NADP+ Homo sapiens
-
? + NADPH + H+
-
?
deoxycholic acid + NADP+ Homo sapiens
-
? + NADPH + H+
-
?
lithocholic acid + NADP+ Homo sapiens
-
? + NADPH + H+
-
?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Purification (Commentary)

Purification (Comment) Organism
Q-Sepharose column chromatography and Sephadex G-100 gel filtration Homo sapiens

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(R)-tetralol + NADP+
-
Homo sapiens ? + NADPH + H+
-
?
(S)-indan-1-ol + NADP+
-
Homo sapiens indan-1-one + NADPH + H+
-
?
(S)-tetralol + NADP+
-
Homo sapiens 1-tetralone + NADPH + H+
-
?
5alpha-androstane-3alpha,17beta-diol + NADP+
-
Homo sapiens (5alpha)-androstan-17-beta-ol-3-one + NADPH + H+
-
?
5beta-androstan-3alpha-ol-17-one + NADP+
-
Homo sapiens (5beta)-androstan-3,17-dione + NADPH + H+
-
?
5beta-androstane-3alpha,17beta-diol + NADP+
-
Homo sapiens 5beta-androstan-17beta-ol-3-one + NADPH + H+
-
?
androsterone + NAD+
-
Homo sapiens (5alpha)-androstane-3,17-dione + NADH + H+
-
?
androsterone + NADP+
-
Homo sapiens (5alpha)-androstane-3,17-dione + NADPH + H+
-
?
chenodeoxycholic acid + NADP+
-
Homo sapiens ? + NADPH + H+
-
?
cholic acid + NADP+
-
Homo sapiens ? + NADPH + H+
-
?
deoxycholic acid + NADP+
-
Homo sapiens ? + NADPH + H+
-
?
lithocholic acid + NADP+
-
Homo sapiens ? + NADPH + H+
-
?

Subunits

Subunits Comment Organism
? x * 36000, SDS-PAGE Homo sapiens

Synonyms

Synonyms Comment Organism
AKR1C4 isoform Homo sapiens
dihydrodiol/3alpha-hydroxysteroid dehydrogenase
-
Homo sapiens

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.012
-
deoxycholic acid mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.018
-
deoxycholic acid mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.03
-
cholic acid mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.032
-
chenodeoxycholic acid wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.032
-
lithocholic acid wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.04
-
lithocholic acid mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.04
-
NADP+ wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.043
-
lithocholic acid mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.043
-
androsterone wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.047
-
5beta-androstane-3alpha,17beta-diol wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.048
-
5beta-Androstan-3alpha-ol-17-one wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.05
-
cholic acid mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.085
-
deoxycholic acid wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.087
-
5alpha-androstane-3alpha,17beta-diol wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.097
-
5beta-Androstan-3alpha-ol-17-one mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.1
-
(S)-indan-1-ol wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.105
-
chenodeoxycholic acid mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.13
-
chenodeoxycholic acid mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.135
-
5alpha-androstane-3alpha,17beta-diol mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.15
-
androsterone mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.16
-
NADP+ mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.18
-
5beta-Androstan-3alpha-ol-17-one mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.18
-
5beta-androstane-3alpha,17beta-diol mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.18
-
(R)-tetralol wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.2
-
NAD+ wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.2
-
cholic acid wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.2
-
(S)-tetralol wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.25
-
NADP+ mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.27
-
(S)-indan-1-ol mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.27
-
(S)-tetralol mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.28
-
androsterone mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.3
-
5beta-androstane-3alpha,17beta-diol mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.33
-
NAD+ mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.35
-
5alpha-androstane-3alpha,17beta-diol mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.38
-
(R)-tetralol mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.4
-
(S)-indan-1-ol mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.43
-
(S)-tetralol mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.58
-
NAD+ mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
0.77
-
(R)-tetralol mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens

Cofactor

Cofactor Comment Organism Structure
NAD+
-
Homo sapiens
NADP+
-
Homo sapiens

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.68
-
(S)-indan-1-ol wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
1
-
cholic acid mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
1
-
(S)-indan-1-ol mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
1
-
(R)-tetralol mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
1
-
(S)-indan-1-ol mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
1.17
-
(R)-tetralol wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
1.2
-
(S)-tetralol mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
1.2
-
cholic acid mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
1.2
-
(R)-tetralol mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
1.5
-
(S)-tetralol mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
1.83
-
(S)-tetralol wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
3.3
-
cholic acid wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
8.8
-
deoxycholic acid wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
9
-
deoxycholic acid mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
10.3
-
5alpha-androstane-3alpha,17beta-diol wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
14.2
-
deoxycholic acid mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
21.7
-
lithocholic acid mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
23.3
-
lithocholic acid mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
23.3
-
NADP+ wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
28.3
-
chenodeoxycholic acid wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
31.7
-
lithocholic acid wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
45
-
chenodeoxycholic acid mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
46.7
-
chenodeoxycholic acid mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
53.3
-
5beta-Androstan-3alpha-ol-17-one wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
70
-
androsterone mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
86.7
-
androsterone wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
96.7
-
5alpha-androstane-3alpha,17beta-diol mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
96.7
-
5beta-Androstan-3alpha-ol-17-one mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
101.7
-
5beta-Androstan-3alpha-ol-17-one mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
105
-
androsterone mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
135
-
5alpha-androstane-3alpha,17beta-diol mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
166.7
-
NAD+ wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
266.7
-
NADP+ mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
283.3
-
NAD+ mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
500
-
NADP+ mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens
583.3
-
NAD+ mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C Homo sapiens