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

BRENDA support

Literature summary for 1.1.1.14 extracted from

  • El-Kabbani, O.; Darmanin, C.; Chung, R.P.
    Sorbitol dehydrogenase: structure, function and ligand design (2004), Curr. Med. Chem., 11, 465-476.
    View publication on PubMed

Activating Compound

Activating Compound Comment Organism Structure
D-sorbitol at high concentration Ovis aries
haloalcohols at high concentration Ovis aries

Application

Application Comment Organism
medicine target for inhibitor design Mammalia
medicine target for inhibitor design in hyperglycaemia and diabetes mellitus treatment Homo sapiens

Crystallization (Commentary)

Crystallization (Comment) Organism
-
Homo sapiens
-
Rattus norvegicus

Inhibitors

Inhibitors Comment Organism Structure
1,2-dithioethane
-
Ovis aries
1-thiosorbitol
-
Ovis aries
2,3-Dithiopropanol
-
Ovis aries
2-hydroxymethyl-4-(4-N,N-dimethylaminosulfonyl-1-piperazino)pyrimidine i.e. SDI-158 Homo sapiens
2-hydroxymethyl-4-(4-N,N-dimethylaminosulfonyl-1-piperazino)pyrimidine i.e. SDI-158, inhibition mechanism, dissociation constants of enzyme-inhibitor complex at various pH values Ovis aries
2-hydroxymethyl-4-(4-N,N-dimethylaminosulfonyl-1-piperazino)pyrimidine i.e. SDI-158 Rattus norvegicus
3,4-dihydroxyphenyl-1-hydroxyacetic acid weak inhibition Ovis aries
4-hydroxy-3-methoxy-phenylethyl alcohol
-
Ovis aries
Berberine
-
Ovis aries
Cibacron Blue 3G-A
-
Ovis aries
cyanamide weak inhibition Ovis aries
D-fructose at high concentration, product inhibition Ovis aries
Diethylthiocarbamate weak inhibition Ovis aries
Disulfiram
-
Ovis aries
DTT competitive and noncompetitive with respect to D-sorbitol and NAD+, respectively Ovis aries
Eriochrome Black T
-
Ovis aries
additional information drug design, inhibitory compounds Homo sapiens
additional information inhibition mechanism, poor inhibitors are 3,4-dihydroxyphenyl-ethandiol, imidazole, isobutyramide, and urea Ovis aries
additional information drug design, inhibitory compounds Rattus norvegicus
NADH at high concentration, product inhibition Ovis aries
Penicillamine weak inhibition Ovis aries
pyrazole weak inhibition Ovis aries
quercetin
-
Ovis aries
thiocyanate weak inhibition Ovis aries
Valproic acid weak inhibition Ovis aries

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
additional information kinetic mechanism Ovis aries
0.48
-
6-deoxy-D-sorbitol
-
Ovis aries
0.74
-
6-fluoro-D-sorbitol
-
Ovis aries
1.5
-
D-sorbitol
-
Ovis aries
1.9
-
3-deoxy-D-sorbitol
-
Ovis aries
11.7
-
4-fluoro-D-sorbitol
-
Ovis aries
15.5
-
3-fluoro-D-sorbitol
-
Ovis aries
26.4
-
4-deoxy-D-sorbitol
-
Ovis aries

Localization

Localization Comment Organism GeneOntology No. Textmining
membrane bound Mammalia 16020
-
membrane bound Homo sapiens 16020
-
membrane bound Rattus norvegicus 16020
-
membrane bound Ovis aries 16020
-

Metals/Ions

Metals/Ions Comment Organism Structure
Zn2+ 1 catalytic zinc atom per subunit Mammalia
Zn2+ 1 catalytic zinc atom per subunit Ovis aries
Zn2+ 1 catalytic zinc atom per subunit, coordination in the active site Rattus norvegicus
Zn2+ 1 catalytic zinc atom per subunit, interaction with Ser46 and the oxygen atom of the 2-hydroxy and the 4-hydroxy groups is important for substrate binding Homo sapiens

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
37000
-
4 * 37000, about Mammalia
37000
-
4 * 37000, about Homo sapiens
37000
-
4 * 37000, about Rattus norvegicus
37000
-
4 * 37000, about Ovis aries
155000
-
about Mammalia
155000
-
about Homo sapiens
155000
-
about Rattus norvegicus
155000
-
about Ovis aries

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
D-sorbitol + NAD+ Mammalia second step of the polyol pathway of glucose metabolism D-fructose + NADH + H+
-
?
D-sorbitol + NAD+ Rattus norvegicus second step of the polyol pathway of glucose metabolism D-fructose + NADH + H+
-
?
D-sorbitol + NAD+ Ovis aries second step of the polyol pathway of glucose metabolism D-fructose + NADH + H+
-
?
D-sorbitol + NAD+ Homo sapiens second step of the polyol pathway of glucose metabolism, important in diabetic disease and hyperglycaemia D-fructose + NADH + H+
-
?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-
Mammalia
-
-
-
Ovis aries
-
-
-
Rattus norvegicus
-
-
-

Reaction

Reaction Comment Organism Reaction ID
L-iditol + NAD+ = L-sorbose + NADH + H+ ordered catalytic mechanism and substrate binding Mammalia
L-iditol + NAD+ = L-sorbose + NADH + H+ ordered catalytic mechanism and substrate binding Homo sapiens
L-iditol + NAD+ = L-sorbose + NADH + H+ ordered catalytic mechanism and substrate binding Rattus norvegicus
L-iditol + NAD+ = L-sorbose + NADH + H+ ordered catalytic mechanism and substrate binding, active site structure Ovis aries

Source Tissue

Source Tissue Comment Organism Textmining
brain
-
Mammalia
-
erythrocyte
-
Mammalia
-
erythrocyte
-
Homo sapiens
-
lens
-
Mammalia
-
liver
-
Mammalia
-
liver
-
Homo sapiens
-
liver
-
Ovis aries
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3-deoxy-D-sorbitol + NAD+
-
Ovis aries ? + NADH
-
?
3-fluoro-D-sorbitol + NAD+
-
Ovis aries 3-fluoro-D-fructose + NADH + H+
-
r
4-deoxy-D-sorbitol + NAD+
-
Ovis aries 4-deoxy-D-fructose + NADH + H+
-
r
4-fluoro-D-sorbitol + NAD+
-
Ovis aries 4-fluoro-D-fructose + NADH + H+
-
r
6-deoxy-D-sorbitol + NAD+ nearly 2fold higher activity compared to D-sorbitol Ovis aries ? + NADH
-
?
6-fluoro-D-sorbitol + NAD+ over 2fold higher activity compared to D-sorbitol, best substrate Ovis aries ? + NADH
-
?
D-sorbitol + NAD+ second step of the polyol pathway of glucose metabolism Mammalia D-fructose + NADH + H+
-
?
D-sorbitol + NAD+ second step of the polyol pathway of glucose metabolism Rattus norvegicus D-fructose + NADH + H+
-
?
D-sorbitol + NAD+ second step of the polyol pathway of glucose metabolism Ovis aries D-fructose + NADH + H+
-
?
D-sorbitol + NAD+ second step of the polyol pathway of glucose metabolism, important in diabetic disease and hyperglycaemia Homo sapiens D-fructose + NADH + H+
-
?
D-sorbitol + NAD+ i.e. D-glucitol, dissociation of the enzyme-coenzyme binary complex is the rate-limiting step Mammalia D-fructose + NADH + H+
-
?
D-sorbitol + NAD+ i.e. D-glucitol, dissociation of the enzyme-coenzyme binary complex is the rate-limiting step Rattus norvegicus D-fructose + NADH + H+
-
?
D-sorbitol + NAD+ i.e. D-glucitol, dissociation of the enzyme-coenzyme binary complex is the rate-limiting step, 2- and 4-hydroxy groups of D-sorbitol are important for substrate bindig Ovis aries D-fructose + NADH + H+
-
?
D-sorbitol + NAD+ i.e. D-glucitol, dissociation of the enzyme-coenzyme binary complex is the rate-limiting step, interaction of Zn2+ with Ser46 and the oxygen atom of the 2-hydroxy and the 4-hydroxy groups is important for substrate binding Homo sapiens D-fructose + NADH + H+
-
?
additional information no activity with 2-deoxy-D-sorbitol and 2-fluoro-D-sorbitol, 3-fluoro-D-sorbitol and 4-fluoro-D-sorbitol are poor substrates Ovis aries ?
-
?

Subunits

Subunits Comment Organism
More structure model Ovis aries
More 3D-strcuture Rattus norvegicus
tetramer 4 * 37000, about Mammalia
tetramer 4 * 37000, about Homo sapiens
tetramer 4 * 37000, about Rattus norvegicus
tetramer 4 * 37000, about Ovis aries

Synonyms

Synonyms Comment Organism
More enzyme belongs to the family of medium-chain dehydrogenase/reductase proteins Mammalia
More enzyme belongs to the family of medium-chain dehydrogenase/reductase proteins Homo sapiens
More enzyme belongs to the family of medium-chain dehydrogenase/reductase proteins Rattus norvegicus
More enzyme belongs to the family of medium-chain dehydrogenase/reductase proteins Ovis aries
SDH
-
Mammalia
SDH
-
Homo sapiens
SDH
-
Rattus norvegicus
SDH
-
Ovis aries
sorbitol dehydrogenase
-
Mammalia
sorbitol dehydrogenase
-
Homo sapiens
sorbitol dehydrogenase
-
Rattus norvegicus
sorbitol dehydrogenase
-
Ovis aries

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
129
-
4-deoxy-D-sorbitol
-
Ovis aries
274
-
6-deoxy-D-sorbitol
-
Ovis aries
350
-
3-fluoro-D-sorbitol
-
Ovis aries
354
-
4-fluoro-D-sorbitol
-
Ovis aries
441
-
3-deoxy-D-sorbitol
-
Ovis aries
506
-
D-sorbitol
-
Ovis aries
559
-
6-fluoro-D-sorbitol
-
Ovis aries

pH Range

pH Minimum pH Maximum Comment Organism
additional information
-
-
Ovis aries

Cofactor

Cofactor Comment Organism Structure
NAD+
-
Mammalia
NAD+
-
Rattus norvegicus
NAD+
-
Ovis aries
NAD+ Lys294 is important in cofactor binding Homo sapiens

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
additional information
-
additional information inhibition kinetics at different pH Ovis aries
0.00023
-
2-hydroxymethyl-4-(4-N,N-dimethylaminosulfonyl-1-piperazino)pyrimidine
-
Rattus norvegicus
0.00025
-
2-hydroxymethyl-4-(4-N,N-dimethylaminosulfonyl-1-piperazino)pyrimidine
-
Homo sapiens
0.007
-
2,3-Dithiopropanol pH 9.9 Ovis aries
0.0075
-
Disulfiram pH 9.9 Ovis aries
0.022
-
Cibacron Blue 3G-A pH 9.9 Ovis aries
0.025
-
Berberine pH 9.9 Ovis aries
0.026
-
1,2-dithioethane pH 9.9 Ovis aries
0.029
-
Eriochrome Black T pH 9.9 Ovis aries
0.072
-
quercetin pH 9.9 Ovis aries
0.34
-
1-thiosorbitol pH 9.9 Ovis aries
1.7
-
4-hydroxy-3-methoxy-phenylethyl alcohol pH 9.9 Ovis aries
4.5
-
Valproic acid pH 9.9 Ovis aries
10
-
cyanamide pH 9.9 Ovis aries
11
-
Diethylthiocarbamate pH 9.9 Ovis aries
13
-
Penicillamine pH 9.9 Ovis aries
22
-
thiocyanate pH 9.9 Ovis aries
28
-
pyrazole pH 9.9 Ovis aries
35
-
3,4-dihydroxyphenyl-1-hydroxyacetic acid pH 9.9 Ovis aries