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Literature summary for 1.1.1.213 extracted from

  • Heredia, V.V.; Penning, T.M.
    Dissection of the physiological interconversion of 5alpha-DHT and 3alpha-diol by rat 3alpha-HSD via transient kinetics shows that the chemical step is rate-determining: effect of mutating cofactor and substrate-binding pocket residues on catalysis (2004), Biochemistry, 43, 12028-12037.
    View publication on PubMed

Protein Variants

Protein Variants Comment Organism
R276M site-directed mutagenesis, mutant does no longer form a salt-linkage to the phosphate of 2'-AMP, and does no longer bind tightly to NAD(P)H, the burst phase kinetics for the NADP+-dependent oxidation of 3alpha-diol is eliminated Rattus norvegicus
W227A site-directed mutagenesis, highly reduced activity compared to the wild-type, very slow chemical transformation Rattus norvegicus

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
additional information transient-state and steady-state kinetics Rattus norvegicus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
3alpha-androstanediol + NAD+ Rattus norvegicus steroid reduction direction is preferred 5alpha-dihydrotestosterone + NADH + H+
-
r
5alpha-dihydrotestosterone + NADPH + H+ Rattus norvegicus steroid reduction direction is preferred 3alpha-androstanediol + NADP+
-
r

Organism

Organism UniProt Comment Textmining
Rattus norvegicus
-
isozyme AKR1C9
-

Source Tissue

Source Tissue Comment Organism Textmining
liver isozyme AKR1C9 Rattus norvegicus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(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 + NADPH + H+
-
Rattus norvegicus ?
-
r
3alpha-androstanediol + NAD+ steroid reduction direction is preferred Rattus norvegicus 5alpha-dihydrotestosterone + NADH + H+
-
r
5alpha-dihydrotestosterone + NADPH + H+ steroid reduction direction is preferred Rattus norvegicus 3alpha-androstanediol + NADP+
-
r
5alpha-dihydrotestosterone + NADPH + H+ the chemical oxidation step is rate-limiting, W227 is very important for cataylsis, steroid reduction direction is preferred Rattus norvegicus 3alpha-androstanediol + NADP+
-
r

Synonyms

Synonyms Comment Organism
3alpha-HSD
-
Rattus norvegicus
3alpha-hydroxysteroid dehydrogenase
-
Rattus norvegicus
AKR1C9
-
Rattus norvegicus
More see also EC 1.1.1.50, 3alpha-hydroxysteroid dehydrogenase (B-specific), for enzymes catalyzing the same reaction, but which are B-specific with respect to hydrogen transfer to/from NAD(P)+/NAD(P)H. Enzymes without information of stereospecificity are summarized under EC 1.1.1.50, but may in fact belong to EC 1.1.1.213 Rattus norvegicus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
25
-
assay at Rattus norvegicus

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
additional information
-
additional information single turnover, and multiple burst and steady-state in turnover, kinetic isotope effects with 4-pro-R-[2H]-NADPH on recombinant wild-type and mutant enzymes Rattus norvegicus
0.00063
-
(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 cofactor NADP+, pH 7.0, 25°C, steroid oxidation, recombinant mutant W227A Rattus norvegicus
0.037
-
5alpha-dihydroprogesterone cofactor NADPH, pH 7.0, 25°C, steroid reduction, recombinant mutant W227A Rattus norvegicus
0.3
-
5alpha-dihydroprogesterone cofactor NADPH, pH 7.0, 25°C, steroid reduction, recombinant wild-type enzyme Rattus norvegicus
0.37
-
(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 cofactor NADP+, pH 7.0, 25°C, steroid oxidation, recombinant wild-type enzyme Rattus norvegicus
0.4
-
5alpha-dihydroprogesterone cofactor NADPH, pH 7.0, 25°C, steroid reduction, recombinant mutant R276M Rattus norvegicus
0.43
-
5alpha-dihydroprogesterone cofactor NADH, pH 7.0, 25°C, steroid reduction, recombinant wild-type enzyme Rattus norvegicus
0.8
-
(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 cofactor NADP+, pH 7.0, 25°C, steroid oxidation, recombinant mutant R276M Rattus norvegicus
0.85
-
(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 cofactor NAD+, pH 7.0, 25°C, steroid oxidation, recombinant wild-type enzyme Rattus norvegicus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7
-
assay at Rattus norvegicus

Cofactor

Cofactor Comment Organism Structure
additional information R276 plays an important role in cofactor binding Rattus norvegicus
NAD+ A-specific Rattus norvegicus
NADH A-specific Rattus norvegicus
NADP+ A-specific Rattus norvegicus
NADPH A-specific Rattus norvegicus