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

BRENDA support

Literature summary for 1.1.1.149 extracted from

  • Pongsawasdi, P.; Anderson, B.M.
    Studies of the coenzyme binding site of rat ovarian 20alpha-hydroxysteroid dehydrogenase (1985), Arch. Biochem. Biophys., 238, 280-289.
    View publication on PubMed

General Stability

General Stability Organism
NADP+ protects against thermal denaturation, steroid substrate does not Rattus norvegicus

Inhibitors

Inhibitors Comment Organism Structure
2',5'-adenosine bisphosphate competitive inhibition versus NADP+ Rattus norvegicus
2',5'-ADP coenzyme-competitive inhibitor Rattus norvegicus
2'-adenylic acid coenzyme-competitive inhibitor Rattus norvegicus
2'-phosphoadenosine diphosphoribose coenzyme-competitive inhibitor Rattus norvegicus
3',5'-cyclic AMP coenzyme-competitive inhibitor Rattus norvegicus
3-Aminopyridine 1,N6-ethenoadenine dinucleotide phosphate NADP analog, competitive inhibitor Rattus norvegicus
3-Aminopyridine adenine dinucleotide phosphate NADP analog, competitive inhibitor Rattus norvegicus
5'-adenosine diphosphate
-
Rattus norvegicus
5'-Adenosine triphosphate
-
Rattus norvegicus
5'-adenylic acid coenzyme-competitive inhibitor Rattus norvegicus
5'-ADP coenzyme-competitive inhibitor Rattus norvegicus
5'-ATP coenzyme-competitive inhibitor Rattus norvegicus
adenosine 2'-monophospho- 5'-diphosphoribose strong inhibition Rattus norvegicus
adenosine diphosphoribose coenzyme-competitive inhibitor Rattus norvegicus
aminopyridine 1,N6-ethenoadenine dinucleotide phosphate
-
Rattus norvegicus
aminopyridine adenine dinucleotide phosphate
-
Rattus norvegicus
carboxylic acid competitive for acetic and propionic acid, mixed-type from pentanoic to undecanoic acid with exception of heptanoic acid Rattus norvegicus
Diazotized 3-aminopyridine 1,N6-ethenoadenine dinucleotide phosphate NADP+ analog, competitive inhibitor Rattus norvegicus
Diazotized 3-aminopyridine adenine dinucleotide phosphate NADP analog, competitive inhibitor Rattus norvegicus
linear monocarboxylic acids slight inhibition, overview Rattus norvegicus
linear N-alkylammonium chloride derivatives slight inhibition, overview Rattus norvegicus
additional information adenosine: no inhibition, important features of coenzyme structure binding to coenzyme-binding site are 2'-phosphate, diphosphate and the positively charged ring nitrogen, hydrophobic region nearby the NADP-binding site might be responsible for nonpolar faciliation of the rates of maleimide inactivation; no inhibition by ATP, 3’,5’-cyclic AMP, and by adenosine up to 7.5 mM Rattus norvegicus
N-1-butylnicotinamide chloride inhibition of the ovarian enzyme, competitive inhibition versus NADP+ Rattus norvegicus
N-1-decylnicotinamide chloride inhibition of the ovarian enzyme, mixed type inhibition versus NADP+ Rattus norvegicus
N-1-dodecylnicotinamide chloride inhibition of the ovarian enzyme, mixed type inhibition versus NADP+ Rattus norvegicus
N-1-ethylnicotinamide chloride inhibition of the ovarian enzyme, competitive inhibition versus NADP+ Rattus norvegicus
N-1-heptylnicotinamide chloride inhibition of the ovarian enzyme, competitive inhibition versus NADP+ Rattus norvegicus
N-1-hexylnicotinamide chloride inhibition of the ovarian enzyme, competitive inhibition versus NADP+ Rattus norvegicus
N-1-methylnicotinamide chloride inhibition of the ovarian enzyme, competitive inhibition versus NADP+ Rattus norvegicus
N-1-nonylnicotinamide chloride inhibition of the ovarian enzyme, mixed type inhibition versus NADP+ Rattus norvegicus
N-1-octylnicotinamide chloride inhibition of the ovarian enzyme, mixed type inhibition versus NADP+ Rattus norvegicus
N-1-pentylnicotinamide chloride inhibition of the ovarian enzyme, competitive inhibition versus NADP+ Rattus norvegicus
N-1-propylnicotinamide chloride inhibition of the ovarian enzyme, competitive inhibition versus NADP+ Rattus norvegicus
N-1-undecylnicotinamide chloride inhibition of the ovarian enzyme, mixed type inhibition versus NADP+ Rattus norvegicus
N-alkylammonium chloride competitive from pentyl to heptyl, mixed type from nonyl to dodecyl Rattus norvegicus
N-alkylmaleimides coenzyme-competitive inhibition, varying in chainlength from N-ethyl- to N-octylmaleimide, effectively inactivated the enzyme through pseudo-first-order rate processes, overview Rattus norvegicus
N1-alkylnicotinamide chloride competitive from methyl to heptyl, mixed-type from octyl to dodecyl with respect to NADP Rattus norvegicus
NAD+ NADP analog, competitive inhibitor Rattus norvegicus
NADP+ coenzyme-competitive inhibitor Rattus norvegicus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
progesterone + NAD(P)H Rattus norvegicus
-
20alpha-hydroxypregn-4-en-3-one + NAD(P)+
-
r

Organism

Organism UniProt Comment Textmining
Rattus norvegicus
-
-
-

Purification (Commentary)

Purification (Comment) Organism
gel filtration, affinity chromatography Rattus norvegicus

Reaction

Reaction Comment Organism Reaction ID
17alpha,20alpha-dihydroxypregn-4-en-3-one + NAD(P)+ = 17alpha-hydroxyprogesterone + NAD(P)H + H+ bibi mechanism Rattus norvegicus

Source Tissue

Source Tissue Comment Organism Textmining
ovary
-
Rattus norvegicus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
progesterone + NAD(P)H
-
Rattus norvegicus 20alpha-hydroxypregn-4-en-3-one + NAD(P)+
-
r
progesterone + NAD(P)H i.e. pregn-4-en-3-one, importance of sulfhydryl groups in the functioning of the enzyme Rattus norvegicus 20alpha-hydroxypregn-4-en-3-one + NAD(P)+
-
r
progesterone + NADPH
-
Rattus norvegicus 20alpha-hydroxyprogesterone + NADP+
-
r

Synonyms

Synonyms Comment Organism
20alpha-HSD
-
Rattus norvegicus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
23
-
assay at Rattus norvegicus

Temperature Stability [°C]

Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
additional information
-
NADP+ protects against thermal inactivation Rattus norvegicus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.8
-
assay at Rattus norvegicus

Cofactor

Cofactor Comment Organism Structure
NAD(P)+
-
Rattus norvegicus
NAD(P)H the 2’-phosphate, the diphosphate, and the positively charged ring nitrogen are important features of the coenzyme structure in binding to the coenzyme-binding site of the enzyme Rattus norvegicus
NADP+
-
Rattus norvegicus
NADPH
-
Rattus norvegicus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
additional information
-
additional information inhibition kinetics Rattus norvegicus
0.0005
-
Diazotized 3-aminopyridine adenine dinucleotide phosphate pH 7.8, 23°C Rattus norvegicus
0.00074
-
NADP+ pH 7.8, 23°C Rattus norvegicus
0.00087
-
adenosine 2'-monophospho- 5'-diphosphoribose pH 7.8, 23°C Rattus norvegicus
0.00134
-
2',5'-adenosine bisphosphate pH 7.8, 23°C Rattus norvegicus
0.0029
-
aminopyridine adenine dinucleotide phosphate pH 7.8, 23°C Rattus norvegicus
0.01
-
aminopyridine 1,N6-ethenoadenine dinucleotide phosphate pH 7.8, 23°C Rattus norvegicus
0.022
-
Diazotized 3-aminopyridine 1,N6-ethenoadenine dinucleotide phosphate pH 7.8, 23°C Rattus norvegicus
0.148
-
2'-adenylic acid pH 7.8, 23°C Rattus norvegicus
0.205
-
N-1-methylnicotinamide chloride pH 7.8, 23°C Rattus norvegicus
0.34
-
ADP pH 7.8, 23°C Rattus norvegicus
0.487
-
N-1-undecylnicotinamide chloride pH 7.8, 23°C Rattus norvegicus
0.95
-
adenosine diphosphoribose pH 7.8, 23°C Rattus norvegicus
1.24
-
N-1-decylnicotinamide chloride pH 7.8, 23°C Rattus norvegicus
2.84
-
5'-adenylic acid pH 7.8, 23°C Rattus norvegicus
3.29
-
N-1-nonylnicotinamide chloride pH 7.8, 23°C Rattus norvegicus
3.39
-
N-1-heptylnicotinamide chloride pH 7.8, 23°C Rattus norvegicus
4.01
-
N-1-octylnicotinamide chloride pH 7.8, 23°C Rattus norvegicus
6.59
-
N-1-hexylnicotinamide chloride pH 7.8, 23°C Rattus norvegicus
8.24
-
N-1-propylnicotinamide chloride pH 7.8, 23°C Rattus norvegicus
8.95
-
N-1-ethylnicotinamide chloride pH 7.8, 23°C Rattus norvegicus
9.29
-
N-1-butylnicotinamide chloride pH 7.8, 23°C Rattus norvegicus
9.35
-
N-1-pentylnicotinamide chloride pH 7.8, 23°C Rattus norvegicus
14.8
-
N-1-methylnicotinamide chloride pH 7.8, 23°C Rattus norvegicus