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Literature summary for 1.1.5.3 extracted from

  • Orr, A.L.; Ashok, D.; Sarantos, M.R.; Ng, R.; Shi, T.; Gerencser, A.A.; Hughes, R.E.; Brand, M.D.
    Novel inhibitors of mitochondrial sn-glycerol 3-phosphate dehydrogenase (2014), PLoS ONE, 9, e89938.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 1.1.5.3

Inhibitors

Inhibitors Comment Organism Structure
4-(4-chloroanilino)-4-oxobutanoic acid
-
 Mus musculus
4-(4-chloroanilino)-4-oxobutanoic acid
-
 Rattus norvegicus
4-(4-methylanilino)-4-oxobutanoic acid
-
 Mus musculus
4-(4-methylanilino)-4-oxobutanoic acid
-
 Rattus norvegicus
4-(hexylamino)-4-oxobutanoic acid
-
 Mus musculus
4-(hexylamino)-4-oxobutanoic acid
-
 Rattus norvegicus
4-[3-(1H-benzimidazol-2-yl)anilino]-4-oxobutanoic acid
-
 Mus musculus
4-[3-(1H-benzimidazol-2-yl)anilino]-4-oxobutanoic acid
-
 Rattus norvegicus
4-[4-(1,3-benzothiazol-2-yl)anilino]-4-oxobutanoic acid
-
 Mus musculus
4-[4-(1,3-benzothiazol-2-yl)anilino]-4-oxobutanoic acid
-
 Rattus norvegicus
4-[4-(1,3-benzoxazol-2-yl)anilino]-4-oxobutanoic acid
-
 Mus musculus
4-[4-(1,3-benzoxazol-2-yl)anilino]-4-oxobutanoic acid
-
 Rattus norvegicus
4-[4-(1H-benzimidazol-2-yl)anilino]-4-oxobutanoic acid mixed type inhibition, potent and selective inhibitor Mus musculus
4-[4-(1H-benzimidazol-2-yl)anilino]-4-oxobutanoic acid mixed type inhibition, potent and selective inhibitor Rattus norvegicus
4-[4-(1H-naphtho[2,3-d]imidazol-2-yl)anilino]-4-oxobutanoic acid mixed type inhibition Mus musculus
4-[4-(1H-naphtho[2,3-d]imidazol-2-yl)anilino]-4-oxobutanoic acid mixed type inhibition Rattus norvegicus
4-[4-(5-methyl-1H-benzimidazol-2-yl)anilino]-4-oxobutanoic acid
-
 Mus musculus
4-[4-(5-methyl-1H-benzimidazol-2-yl)anilino]-4-oxobutanoic acid
-
 Rattus norvegicus
4-[4-[5-(3-carboxypropanamido)-1H-benzimidazol-2-yl]anilino]-4-oxobutanoic acid
-
 Mus musculus
4-[4-[5-(3-carboxypropanamido)-1H-benzimidazol-2-yl]anilino]-4-oxobutanoic acid
-
 Rattus norvegicus
4-[4-[5-(cyclohexa-2,4-diene-1-carbonyl)-1H-benzimidazol-2-yl]anilino]-4-oxobutanoic acid
-
 Mus musculus
4-[4-[5-(cyclohexa-2,4-diene-1-carbonyl)-1H-benzimidazol-2-yl]anilino]-4-oxobutanoic acid
-
 Rattus norvegicus
glyceraldehyde 3-phosphate about 80% inhibition at 2.5 mM, glyceraldehyde 3-phosphate is not a specific inhibitor of mGPDH but also alters succinate oxidation Mus musculus
glyceraldehyde 3-phosphate about 80% inhibition at 2.5 mM, glyceraldehyde 3-phosphate is not a specific inhibitor of mGPDH but also alters succinate oxidation Rattus norvegicus
glycerone phosphate product inhibition Mus musculus
glycerone phosphate product inhibition Rattus norvegicus
methyl 4-(4-methylanilino)-4-oxobutanoate
-
 Mus musculus
methyl 4-(4-methylanilino)-4-oxobutanoate
-
 Rattus norvegicus
additional information screening and identification of cell-permeant small-molecule inhibitors of mGPDH (iGP) discovered through small-molecule screening. Structure-activity analysis identifies a core benzimidazole-phenyl-succinamide structure as being essential to inhibition of mGPDH while modifications to the benzimidazole ring system modulate both potency and off-target effects. The iGPs penetrate cellular membranes. Inhibitor selectivity, and effects of the inhibitors on kinetics of mGPDH, overview Mus musculus
additional information screening and identification of cell-permeant small-molecule inhibitors of mGPDH (iGP) discovered through small-molecule screening. Structure-activity analysis identifies a core benzimidazole-phenyl-succinamide structure as being essential to inhibition of mGPDH while modifications to the benzimidazole ring system modulate both potency and off-target effects. The iGPs penetrate cellular membranes. Inhibitor selectivity, and effects of the inhibitors on kinetics of mGPDH, overview Rattus norvegicus
N-[4-(1H-naphtho[2,3-d]imidazol-2-yl)phenyl]butanamide
-
 Mus musculus
N-[4-(1H-naphtho[2,3-d]imidazol-2-yl)phenyl]butanamide
-
 Rattus norvegicus
N-[4-(5,6-dihydro-1H-benzimidazol-2-yl)phenyl]-2-oxopropanamide
-
 Mus musculus
N-[4-(5,6-dihydro-1H-benzimidazol-2-yl)phenyl]-2-oxopropanamide
-
 Rattus norvegicus
N-[4-(5,6-dihydro-1H-benzimidazol-2-yl)phenyl]-3-methylbutanamide
-
 Mus musculus
N-[4-(5,6-dihydro-1H-benzimidazol-2-yl)phenyl]-3-methylbutanamide
-
 Rattus norvegicus
N-[4-(5,6-dihydro-1H-benzimidazol-2-yl)phenyl]-4-ethoxybenzamide
-
 Mus musculus
N-[4-(5,6-dihydro-1H-benzimidazol-2-yl)phenyl]-4-ethoxybenzamide
-
 Rattus norvegicus
N-[4-(5,6-dihydro-1H-benzimidazol-2-yl)phenyl]cyclopropanecarboxamide
-
 Mus musculus
N-[4-(5,6-dihydro-1H-benzimidazol-2-yl)phenyl]cyclopropanecarboxamide
-
 Rattus norvegicus
N-[4-(5,6-dihydro-1H-benzimidazol-2-yl)phenyl]furan-2-carboxamide
-
 Mus musculus
N-[4-(5,6-dihydro-1H-benzimidazol-2-yl)phenyl]furan-2-carboxamide
-
 Rattus norvegicus

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
 additional information the calcium-sensitive EF-hand domain of the enzyme lowers the Km for glycerol 3-phosphate as physiological levels of free calcium rise Rattus norvegicus
additional information
-
 additional information the calcium-sensitive EF-hand domain of the enzyme lowers the Km for glycerol 3-phosphate as physiological levels of free calcium rise Mus musculus

Localization

Localization Comment Organism GeneOntology No. Textmining
mitochondrial inner membrane the active site of mGPDH faces the mitochondrial intermembrane space, as does its calcium-sensitive EF-hand domain Rattus norvegicus 5743
-
mitochondrial inner membrane the active site of mGPDH faces the mitochondrial intermembrane space, as does its calcium-sensitive EF-hand domain Mus musculus 5743
-

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
sn-glycerol 3-phosphate + ubiquinone Rattus norvegicus
-
 glycerone phosphate + ubiquinol
-
 ir
sn-glycerol 3-phosphate + ubiquinone Mus musculus
-
 glycerone phosphate + ubiquinol
-
 ir
sn-glycerol 3-phosphate + ubiquinone Mus musculus C57BL/6
-
 glycerone phosphate + ubiquinol
-
 ir
sn-glycerol 3-phosphate + ubiquinone Rattus norvegicus Wistar
-
 glycerone phosphate + ubiquinol
-
 ir

Organism

Organism UniProt Comment Textmining
Mus musculus Q64521
-
-
Mus musculus C57BL/6 Q64521
-
-
Rattus norvegicus P35571
-
-
Rattus norvegicus Wistar P35571
-
-

Posttranslational Modification

Posttranslational Modification Comment Organism
ubiquitination mitochondrial sn-glycerol 3-phosphate dehydrogenase is a ubiquinone-linked enzyme Rattus norvegicus
ubiquitination mitochondrial sn-glycerol 3-phosphate dehydrogenase is a ubiquinone-linked enzyme Mus musculus

Source Tissue

Source Tissue Comment Organism Textmining
brain
-
 Mus musculus
-
brain cortex
-
 Mus musculus
-
hindlimb
-
 Rattus norvegicus
-
skeletal muscle
-
 Rattus norvegicus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information usage of an assay method specific for superoxide/H2O2 production by mGPDH Rattus norvegicus ?
-
 ?
additional information usage of an assay method specific for superoxide/H2O2 production by mGPDH Mus musculus ?
-
 ?
additional information usage of an assay method specific for superoxide/H2O2 production by mGPDH Mus musculus C57BL/6 ?
-
 ?
additional information usage of an assay method specific for superoxide/H2O2 production by mGPDH Rattus norvegicus Wistar ?
-
 ?
sn-glycerol 3-phosphate + 2,6-dichlorophenolindophenol
-
 Rattus norvegicus ?
-
 ?
sn-glycerol 3-phosphate + 2,6-dichlorophenolindophenol
-
 Mus musculus ?
-
 ?
sn-glycerol 3-phosphate + 2,6-dichlorophenolindophenol
-
 Mus musculus C57BL/6 ?
-
 ?
sn-glycerol 3-phosphate + 2,6-dichlorophenolindophenol
-
 Rattus norvegicus Wistar ?
-
 ?
sn-glycerol 3-phosphate + ubiquinone
-
 Rattus norvegicus glycerone phosphate + ubiquinol
-
 ir
sn-glycerol 3-phosphate + ubiquinone
-
 Mus musculus glycerone phosphate + ubiquinol
-
 ir
sn-glycerol 3-phosphate + ubiquinone the ubiquinone-linked reaction catalyzed by mGPDH is irreversible Rattus norvegicus glycerone phosphate + ubiquinol
-
 ir
sn-glycerol 3-phosphate + ubiquinone the ubiquinone-linked reaction catalyzed by mGPDH is irreversible Mus musculus glycerone phosphate + ubiquinol
-
 ir
sn-glycerol 3-phosphate + ubiquinone
-
 Mus musculus C57BL/6 glycerone phosphate + ubiquinol
-
 ir
sn-glycerol 3-phosphate + ubiquinone the ubiquinone-linked reaction catalyzed by mGPDH is irreversible Mus musculus C57BL/6 glycerone phosphate + ubiquinol
-
 ir
sn-glycerol 3-phosphate + ubiquinone
-
 Rattus norvegicus Wistar glycerone phosphate + ubiquinol
-
 ir
sn-glycerol 3-phosphate + ubiquinone the ubiquinone-linked reaction catalyzed by mGPDH is irreversible Rattus norvegicus Wistar glycerone phosphate + ubiquinol
-
 ir

Synonyms

Synonyms Comment Organism
mGPDH
-
 Rattus norvegicus
mGPDH
-
 Mus musculus
mitochondrial sn-glycerol 3-phosphate dehydrogenase
-
 Rattus norvegicus
mitochondrial sn-glycerol 3-phosphate dehydrogenase
-
 Mus musculus
sn-glycerol 3-phosphate dehydrogenase
-
 Rattus norvegicus
sn-glycerol 3-phosphate dehydrogenase
-
 Mus musculus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
 assay at Rattus norvegicus
37
-
 assay at Mus musculus

Cofactor

Cofactor Comment Organism Structure
ubiquinone
-
 Rattus norvegicus
ubiquinone
-
 Mus musculus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
additional information
-
 additional information inhibition kinetics of iGP-1 and iGP-5 Rattus norvegicus
additional information
-
 additional information inhibition kinetics of iGP-1 and iGP-5 Mus musculus
0.0007
-
 4-[4-(1H-naphtho[2,3-d]imidazol-2-yl)anilino]-4-oxobutanoic acid pH not specified in the publication, 37°C Mus musculus
0.0095
-
 4-[4-(1H-benzimidazol-2-yl)anilino]-4-oxobutanoic acid pH not specified in the publication, 37°C Mus musculus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0007 0.001 pH not specified in the publication, 37°C Mus musculus 4-[4-(1H-naphtho[2,3-d]imidazol-2-yl)anilino]-4-oxobutanoic acid
0.003
-
 pH not specified in the publication, 37°C Mus musculus 4-[4-[5-(cyclohexa-2,4-diene-1-carbonyl)-1H-benzimidazol-2-yl]anilino]-4-oxobutanoic acid
0.005
-
 pH not specified in the publication, 37°C Mus musculus 4-[4-(5-methyl-1H-benzimidazol-2-yl)anilino]-4-oxobutanoic acid
0.0063 0.008 pH not specified in the publication, 37°C Mus musculus 4-[4-(1H-benzimidazol-2-yl)anilino]-4-oxobutanoic acid
0.015
-
 pH not specified in the publication, 37°C Mus musculus 4-[4-(1,3-benzothiazol-2-yl)anilino]-4-oxobutanoic acid
0.02
-
 pH not specified in the publication, 37°C Mus musculus 4-[4-(1,3-benzoxazol-2-yl)anilino]-4-oxobutanoic acid
0.05
-
 pH not specified in the publication, 37°C Mus musculus 4-[3-(1H-benzimidazol-2-yl)anilino]-4-oxobutanoic acid
0.08
-
 pH not specified in the publication, 37°C Mus musculus N-[4-(5,6-dihydro-1H-benzimidazol-2-yl)phenyl]furan-2-carboxamide

General Information

General Information Comment Organism
malfunction despite the widespread expression of the enzyme, mGPDH-knockout mice display relatively mild phenotypes beyond weaning. These include decreased body mass and decreased white fat mass Mus musculus
physiological function mitochondrial sn-glycerol 3-phosphate dehydrogenase (mGPDH) is a ubiquinone-linked enzyme in the mitochondrial inner membrane best characterized as part of the glycerol phosphate shuttle that transfers reducing equivalents from cytosolic NADH into the mitochondrial electron transport chain Rattus norvegicus
physiological function mitochondrial sn-glycerol 3-phosphate dehydrogenase (mGPDH) is a ubiquinone-linked enzyme in the mitochondrial inner membrane best characterized as part of the glycerol phosphate shuttle that transfers reducing equivalents from cytosolic NADH into the mitochondrial electron transport chain Mus musculus