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Literature summary 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

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

Application

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

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
1.1.1.14
-
Homo sapiens
1.1.1.14
-
Rattus norvegicus

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.1.1.14 1,2-dithioethane
-
Ovis aries
1.1.1.14 1-thiosorbitol
-
Ovis aries
1.1.1.14 2,3-Dithiopropanol
-
Ovis aries
1.1.1.14 2-hydroxymethyl-4-(4-N,N-dimethylaminosulfonyl-1-piperazino)pyrimidine i.e. SDI-158 Homo sapiens
1.1.1.14 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
1.1.1.14 2-hydroxymethyl-4-(4-N,N-dimethylaminosulfonyl-1-piperazino)pyrimidine i.e. SDI-158 Rattus norvegicus
1.1.1.14 3,4-dihydroxyphenyl-1-hydroxyacetic acid weak inhibition Ovis aries
1.1.1.14 4-hydroxy-3-methoxy-phenylethyl alcohol
-
Ovis aries
1.1.1.14 Berberine
-
Ovis aries
1.1.1.14 Cibacron Blue 3G-A
-
Ovis aries
1.1.1.14 cyanamide weak inhibition Ovis aries
1.1.1.14 D-fructose at high concentration, product inhibition Ovis aries
1.1.1.14 Diethylthiocarbamate weak inhibition Ovis aries
1.1.1.14 Disulfiram
-
Ovis aries
1.1.1.14 DTT competitive and noncompetitive with respect to D-sorbitol and NAD+, respectively Ovis aries
1.1.1.14 Eriochrome Black T
-
Ovis aries
1.1.1.14 additional information drug design, inhibitory compounds Homo sapiens
1.1.1.14 additional information inhibition mechanism, poor inhibitors are 3,4-dihydroxyphenyl-ethandiol, imidazole, isobutyramide, and urea Ovis aries
1.1.1.14 additional information drug design, inhibitory compounds Rattus norvegicus
1.1.1.14 NADH at high concentration, product inhibition Ovis aries
1.1.1.14 Penicillamine weak inhibition Ovis aries
1.1.1.14 pyrazole weak inhibition Ovis aries
1.1.1.14 quercetin
-
Ovis aries
1.1.1.14 thiocyanate weak inhibition Ovis aries
1.1.1.14 Valproic acid weak inhibition Ovis aries

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.1.1.14 additional information
-
additional information kinetic mechanism Ovis aries
1.1.1.14 0.48
-
6-deoxy-D-sorbitol
-
Ovis aries
1.1.1.14 0.74
-
6-fluoro-D-sorbitol
-
Ovis aries
1.1.1.14 1.5
-
D-sorbitol
-
Ovis aries
1.1.1.14 1.9
-
3-deoxy-D-sorbitol
-
Ovis aries
1.1.1.14 11.7
-
4-fluoro-D-sorbitol
-
Ovis aries
1.1.1.14 15.5
-
3-fluoro-D-sorbitol
-
Ovis aries
1.1.1.14 26.4
-
4-deoxy-D-sorbitol
-
Ovis aries

Localization

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

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.1.1.14 Zn2+ 1 catalytic zinc atom per subunit Mammalia
1.1.1.14 Zn2+ 1 catalytic zinc atom per subunit Ovis aries
1.1.1.14 Zn2+ 1 catalytic zinc atom per subunit, coordination in the active site Rattus norvegicus
1.1.1.14 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]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
1.1.1.14 37000
-
4 * 37000, about Mammalia
1.1.1.14 37000
-
4 * 37000, about Homo sapiens
1.1.1.14 37000
-
4 * 37000, about Rattus norvegicus
1.1.1.14 37000
-
4 * 37000, about Ovis aries
1.1.1.14 155000
-
about Mammalia
1.1.1.14 155000
-
about Homo sapiens
1.1.1.14 155000
-
about Rattus norvegicus
1.1.1.14 155000
-
about Ovis aries

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.1.1.14 D-sorbitol + NAD+ Mammalia second step of the polyol pathway of glucose metabolism D-fructose + NADH + H+
-
?
1.1.1.14 D-sorbitol + NAD+ Rattus norvegicus second step of the polyol pathway of glucose metabolism D-fructose + NADH + H+
-
?
1.1.1.14 D-sorbitol + NAD+ Ovis aries second step of the polyol pathway of glucose metabolism D-fructose + NADH + H+
-
?
1.1.1.14 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

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

Reaction

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

Source Tissue

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

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.14 3-deoxy-D-sorbitol + NAD+
-
Ovis aries ? + NADH
-
?
1.1.1.14 3-fluoro-D-sorbitol + NAD+
-
Ovis aries 3-fluoro-D-fructose + NADH + H+
-
r
1.1.1.14 4-deoxy-D-sorbitol + NAD+
-
Ovis aries 4-deoxy-D-fructose + NADH + H+
-
r
1.1.1.14 4-fluoro-D-sorbitol + NAD+
-
Ovis aries 4-fluoro-D-fructose + NADH + H+
-
r
1.1.1.14 6-deoxy-D-sorbitol + NAD+ nearly 2fold higher activity compared to D-sorbitol Ovis aries ? + NADH
-
?
1.1.1.14 6-fluoro-D-sorbitol + NAD+ over 2fold higher activity compared to D-sorbitol, best substrate Ovis aries ? + NADH
-
?
1.1.1.14 D-sorbitol + NAD+ second step of the polyol pathway of glucose metabolism Mammalia D-fructose + NADH + H+
-
?
1.1.1.14 D-sorbitol + NAD+ second step of the polyol pathway of glucose metabolism Rattus norvegicus D-fructose + NADH + H+
-
?
1.1.1.14 D-sorbitol + NAD+ second step of the polyol pathway of glucose metabolism Ovis aries D-fructose + NADH + H+
-
?
1.1.1.14 D-sorbitol + NAD+ second step of the polyol pathway of glucose metabolism, important in diabetic disease and hyperglycaemia Homo sapiens D-fructose + NADH + H+
-
?
1.1.1.14 D-sorbitol + NAD+ i.e. D-glucitol, dissociation of the enzyme-coenzyme binary complex is the rate-limiting step Mammalia D-fructose + NADH + H+
-
?
1.1.1.14 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+
-
?
1.1.1.14 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+
-
?
1.1.1.14 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+
-
?
1.1.1.14 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

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

Synonyms

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

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.1.1.14 129
-
4-deoxy-D-sorbitol
-
Ovis aries
1.1.1.14 274
-
6-deoxy-D-sorbitol
-
Ovis aries
1.1.1.14 350
-
3-fluoro-D-sorbitol
-
Ovis aries
1.1.1.14 354
-
4-fluoro-D-sorbitol
-
Ovis aries
1.1.1.14 441
-
3-deoxy-D-sorbitol
-
Ovis aries
1.1.1.14 506
-
D-sorbitol
-
Ovis aries
1.1.1.14 559
-
6-fluoro-D-sorbitol
-
Ovis aries

pH Range

EC Number pH Minimum pH Maximum Comment Organism
1.1.1.14 additional information
-
-
Ovis aries

Cofactor

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

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.1.1.14 additional information
-
additional information inhibition kinetics at different pH Ovis aries
1.1.1.14 0.00023
-
2-hydroxymethyl-4-(4-N,N-dimethylaminosulfonyl-1-piperazino)pyrimidine
-
Rattus norvegicus
1.1.1.14 0.00025
-
2-hydroxymethyl-4-(4-N,N-dimethylaminosulfonyl-1-piperazino)pyrimidine
-
Homo sapiens
1.1.1.14 0.007
-
2,3-Dithiopropanol pH 9.9 Ovis aries
1.1.1.14 0.0075
-
Disulfiram pH 9.9 Ovis aries
1.1.1.14 0.022
-
Cibacron Blue 3G-A pH 9.9 Ovis aries
1.1.1.14 0.025
-
Berberine pH 9.9 Ovis aries
1.1.1.14 0.026
-
1,2-dithioethane pH 9.9 Ovis aries
1.1.1.14 0.029
-
Eriochrome Black T pH 9.9 Ovis aries
1.1.1.14 0.072
-
quercetin pH 9.9 Ovis aries
1.1.1.14 0.34
-
1-thiosorbitol pH 9.9 Ovis aries
1.1.1.14 1.7
-
4-hydroxy-3-methoxy-phenylethyl alcohol pH 9.9 Ovis aries
1.1.1.14 4.5
-
Valproic acid pH 9.9 Ovis aries
1.1.1.14 10
-
cyanamide pH 9.9 Ovis aries
1.1.1.14 11
-
Diethylthiocarbamate pH 9.9 Ovis aries
1.1.1.14 13
-
Penicillamine pH 9.9 Ovis aries
1.1.1.14 22
-
thiocyanate pH 9.9 Ovis aries
1.1.1.14 28
-
pyrazole pH 9.9 Ovis aries
1.1.1.14 35
-
3,4-dihydroxyphenyl-1-hydroxyacetic acid pH 9.9 Ovis aries