Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary extracted from

  • Rizner, T.L.; Lin, H.K.; Peehl, D.M.; Steckelbroeck, S.; Bauman, D.R.; Penning, T.M.
    Human type 3 3alpha-hydroxysteroid dehydrogenase (aldo-keto reductase 1C2) and androgen metabolism in prostate cells (2003), Endocrinology, 144, 2922-2932.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.1.1.50 transient functional expression in COS-1 cells, stable functional expression in PC-3 cells and in LNCaP cells Homo sapiens

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.1.1.50 NADPH strong inhibition of 3alpha-androstanediol oxidation Homo sapiens
1.1.1.270 NADPH the NAD+:NADPH ratio in cell will determinewhether AKR1C2 makes 5alpha-dihydrotestosterone Homo sapiens

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.1.1.50 0.022
-
 (2Z)-2-(5-hydroxy-4,6-dimethyl-2-oxo-1,2-dihydro-3H-indol-3-ylidene)-N,N-di(prop-2-en-1-yl)hydrazinecarbothioamide pH 7.0, 37°C with NADP+ Homo sapiens
1.1.1.50 0.026
-
 5alpha-dihydrotestosterone pH 7.0, 37°C, with NAD(P)H Homo sapiens
1.1.1.50 0.042
-
 (2Z)-2-(5-hydroxy-4,6-dimethyl-2-oxo-1,2-dihydro-3H-indol-3-ylidene)-N,N-di(prop-2-en-1-yl)hydrazinecarbothioamide pH 7.0, 37°C with NAD+ Homo sapiens

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.1.1.50 5alpha-dihydrotestosterone + NADH Homo sapiens reaction direction is regulated by the NAD+:NADPH relation in the cell 3alpha-androstanediol + NAD+
-
 r
1.1.1.270 5alpha-dihydrotestosterone + NADPH + H+ Homo sapiens in prostate cells AKR1C2 acts as a 3-ketosteroid reductase to eliminate 5alpha-dihydrotestosterone and prevents activation of androgen receptor. AKR1C2 does not act as an oxidase due to either potent product inhibition by NADPH or because it cannot surmount the oxidative 17beta-hydroxysteroid dehydrogenase present. AKR1C2 is not a source of 5alpha-dihydrotestosterone in PC-3 cells 5alpha-androstan-3alpha,17beta-diol + NADP+
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.1.1.50 Homo sapiens
-
 type 3 isozyme AKR1C2
-
1.1.1.270 Homo sapiens
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.1.1.50 prostate
-
 Homo sapiens
-
1.1.1.270 PC-3 cell AKR1C2 is not a source of 5alpha-dihydrotestosterone in PC-3 cells Homo sapiens
-
1.1.1.270 prostate in primary cultures of epithelial cells, high levels of AKR1C2 transcripts are detected in prostate cancer, but not in cell from normal prostate. In prostate cells AKR1C2 acts as a 3-ketosteroid reductase to eliminate 5alpha-dihydrotestosterone and prevents activation of androgen receptor Homo sapiens
-
1.1.1.270 prostate cancer cell in primary cultures of epithelial cells, high levels of AKR1C2 transcripts are detected in prostate cancer, but not in cell from normal prostate Homo sapiens
-

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
1.1.1.50 additional information
-
-
 Homo sapiens

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.50 (2Z)-2-(5-hydroxy-4,6-dimethyl-2-oxo-1,2-dihydro-3H-indol-3-ylidene)-N,N-di(prop-2-en-1-yl)hydrazinecarbothioamide + NAD+
-
 Homo sapiens ?
-
 r
1.1.1.50 (2Z)-2-(5-hydroxy-4,6-dimethyl-2-oxo-1,2-dihydro-3H-indol-3-ylidene)-N,N-di(prop-2-en-1-yl)hydrazinecarbothioamide + NADP+
-
 Homo sapiens ?
-
 r
1.1.1.50 3alpha-androstanediol + NAD+ oxidation utilizing NAD+ as a cofactor is the preferred reaction in vitro Homo sapiens 5alpha-dihydrotestosterone + NADH
-
 r
1.1.1.50 5alpha-dihydrotestosterone + NADH reaction direction is regulated by the NAD+:NADPH relation in the cell Homo sapiens 3alpha-androstanediol + NAD+
-
 r
1.1.1.270 3alpha-androstanediol + NAD+
-
 Homo sapiens 5alpha-dihydrotestosterone + NADH
-
 ?
1.1.1.270 5alpha-dihydrotestosterone + NADPH + H+
-
 Homo sapiens 5alpha-androstan-3alpha,17beta-diol + NADP+
-
 ?
1.1.1.270 5alpha-dihydrotestosterone + NADPH + H+ in prostate cells AKR1C2 acts as a 3-ketosteroid reductase to eliminate 5alpha-dihydrotestosterone and prevents activation of androgen receptor. AKR1C2 does not act as an oxidase due to either potent product inhibition by NADPH or because it cannot surmount the oxidative 17beta-hydroxysteroid dehydrogenase present. AKR1C2 is not a source of 5alpha-dihydrotestosterone in PC-3 cells Homo sapiens 5alpha-androstan-3alpha,17beta-diol + NADP+
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.1.1.50 3alpha-hydroxysteroid dehydrogenase
-
 Homo sapiens
1.1.1.50 AKR1C2
-
 Homo sapiens
1.1.1.50 aldo-keto reductase 1C2
-
 Homo sapiens
1.1.1.50 More enzyme belongs to the AKR1C subfamily of the AKR superfamily of enzymes Homo sapiens
1.1.1.270 AKR1C2
-
 Homo sapiens
1.1.1.270 aldo-keto reductase 1C2
-
 Homo sapiens
1.1.1.270 type 3 3alpha-hydroxysteroid dehydrogenase
-
 Homo sapiens

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.1.1.50 37
-
 assay at Homo sapiens

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.1.1.50 0.0038
-
 5alpha-dihydrotestosterone pH 7.0, 37°C, with NAD(P)H Homo sapiens
1.1.1.50 0.004
-
 (2Z)-2-(5-hydroxy-4,6-dimethyl-2-oxo-1,2-dihydro-3H-indol-3-ylidene)-N,N-di(prop-2-en-1-yl)hydrazinecarbothioamide pH 7.0, 37°C with NADP+ Homo sapiens
1.1.1.50 0.0167
-
 (2Z)-2-(5-hydroxy-4,6-dimethyl-2-oxo-1,2-dihydro-3H-indol-3-ylidene)-N,N-di(prop-2-en-1-yl)hydrazinecarbothioamide pH 7.0, 37°C with NAD+ Homo sapiens

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.1.1.50 7
-
 assay at Homo sapiens

Cofactor

EC Number Cofactor Comment Organism Structure
1.1.1.50 NAD+ oxidation utilizing NAD+ as a cofactor is the preferred reaction in vitro Homo sapiens
1.1.1.50 NADH
-
 Homo sapiens
1.1.1.50 NADP+
-
 Homo sapiens
1.1.1.50 NADPH
-
 Homo sapiens
1.1.1.270 NADPH
-
 Homo sapiens