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Literature summary for 1.1.1.14 extracted from
- Sorbitol dehydrogenase: structure, function and ligand design (2004), Curr. Med. Chem., 11, 465-476.
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 | |
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