BRENDA - Enzyme Database

Differences between collagen hydroxylases and 2-oxoglutarate dehydrogenase in their inhibition by structural analogues of 2-oxoglutarate

Majamaa, K.; Turpeenniemi-Hujanen, T.M.; Latipää, P.; Gunzler, V.; Hanauske-Abel, H.M.; Hassinen, I.E.; Kivirikko, K.I.; Biochem. J. 229, 127-133 (1985)

Data extracted from this reference:

Inhibitors
EC Number
Inhibitors
Commentary
Organism
Structure
1.2.4.2
Benzene-1,3-dicarboxylate
-
Sus scrofa
1.2.4.2
Benzene-1,4-dicarboxylate
-
Sus scrofa
1.2.4.2
Pyridine-2,4-dicarboxylate
-
Sus scrofa
1.2.4.2
Pyridine-2,5-dicarboxylate
-
Sus scrofa
1.14.11.4
Pyridine 2,4-dicarboxylate
-
Gallus gallus
1.14.11.4
Pyridine 2,5-dicarboxylate
-
Gallus gallus
1.14.11.4
pyridine 2-carboxylate
-
Gallus gallus
1.14.11.7
2-oxoadipate
-
Gallus gallus
1.14.11.7
2-oxobutyrate
-
Gallus gallus
1.14.11.7
2-oxpentanoate
-
Gallus gallus
1.14.11.7
3-oxoglutarate
-
Gallus gallus
1.14.11.7
adipate
-
Gallus gallus
1.14.11.7
benzene-1,2-dicarboxylate
-
Gallus gallus
1.14.11.7
Benzene-1,3-dicarboxylate
-
Gallus gallus
1.14.11.7
Benzene-1,4-dicarboxylate
-
Gallus gallus
1.14.11.7
Benzoate
-
Gallus gallus
1.14.11.7
Glutarate
-
Gallus gallus
1.14.11.7
laevulinate
-
Gallus gallus
1.14.11.7
malonate
-
Gallus gallus
1.14.11.7
oxaloacetate
-
Gallus gallus
1.14.11.7
pyridine-2,3-dicarboxylate
-
Gallus gallus
1.14.11.7
Pyridine-2,4-dicarboxylate
-
Gallus gallus
1.14.11.7
Pyridine-2,5-dicarboxylate
-
Gallus gallus
1.14.11.7
pyridine-2-carboxylate
-
Gallus gallus
1.14.11.7
pyridine-3,4-dicarboxylate
-
Gallus gallus
1.14.11.7
pyridine-3,5-dicarboxylate
-
Gallus gallus
1.14.11.7
pyridine-3-carboxylate
-
Gallus gallus
1.14.11.7
pyridine-4-carboxylate
-
Gallus gallus
1.14.11.7
pyruvate
-
Gallus gallus
1.14.11.7
succinate
-
Gallus gallus
Organism
EC Number
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
1.2.4.2
Sus scrofa
-
-
-
1.14.11.4
Gallus gallus
-
-
-
1.14.11.7
Gallus gallus
-
-
-
Reaction
EC Number
Reaction
Commentary
Organism
1.2.4.2
2-oxoglutarate + [dihydrolipoyllysine-residue succinyltransferase] lipoyllysine = [dihydrolipoyllysine-residue succinyltransferase] S-succinyldihydrolipoyllysine + CO2
the enzyme complex catalyzes the reaction : 2-oxoglutarate + CoA + NAD+--> succinyl-CoA + CO2 + NADH, the following partial reactions are catalyzed: 1. HOOC(CH2)2COCOOH + (thiamine diphosphate)-E1--> (HOOC(CH2)2 CHOH-thiamine-diphosphate)-E1 + CO2, 2. (HOOC(CH2)2CH OH-thiamine-diphosphate)-E1 + (LipS2)-E2--> (HOOC(CH)2 CO-(SLipSH))-E2 + (thiamine-diphosphate)-E1, 3. (HOOC(CH2)2CO-(SLipSH))-E2 + HSCoA--> (Lip(SH)2)-E2 + HOOC(CH2)2CO-SCoA, 4. (Lip(SH)2)-E2 + E3-FAD--> (LipS2)-E2 + reduced E3-FAD, 5. reduced E3-FAD + NAD+--> E3-FAD + NADH
Sus scrofa
Source Tissue
EC Number
Source Tissue
Commentary
Organism
Textmining
1.2.4.2
heart
-
Sus scrofa
-
1.14.11.4
embryo
-
Gallus gallus
-
1.14.11.7
embryo
-
Gallus gallus
-
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
1.2.4.2
2-oxoglutarate + lipoamide
-
349014
Sus scrofa
S-succinyldihydrolipoamide + CO2
-
-
-
?
1.2.4.2
additional information
enzyme complex is also active with 2-oxoadipate
349014
Sus scrofa
?
-
-
-
-
1.14.11.7
procollagen L-proline + 2-oxoglutarate + O2
proline-labelled polypeptide substrate
349014
Gallus gallus
procollagen trans-3-hydroxy-L-proline + succinate + CO2
-
-
-
?
Ki Value [mM]
EC Number
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
1.2.4.2
0.4
-
Pyridine-2,4-dicarboxylate
-
Sus scrofa
1.2.4.2
0.5
-
Benzene-1,3-dicarboxylate
-
Sus scrofa
1.2.4.2
1.1
-
Benzene-1,4-dicarboxylate
-
Sus scrofa
1.2.4.2
3
-
Pyridine-2,5-dicarboxylate
-
Sus scrofa
1.14.11.7
0.003
-
Pyridine-2,4-dicarboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
0.015
-
Pyridine-2,5-dicarboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
0.2
-
pyridine-2-carboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
0.3
-
pyridine-3-carboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
0.5
-
Benzene-1,3-dicarboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
0.5
-
Benzene-1,4-dicarboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
0.5
-
oxaloacetate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
0.5
-
pyridine-3,5-dicarboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
0.5
-
pyridine-3-carboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
0.7
-
pyridine-2,3-dicarboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
0.8
-
succinate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
1
-
2-oxoadipate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
1.3
-
benzene-1,2-dicarboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
2
-
pyridine-3,4-dicarboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
2.8
-
3-oxoglutarate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
3.1
-
Benzoate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
3.6
-
Glutarate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
4.2
-
pyruvate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
6
-
adipate
-
Gallus gallus
1.14.11.7
7.4
-
malonate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
8
-
laevulinate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
9.9
-
2-oxobutyrate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
15
-
2-Oxopentanoate
above, competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
Inhibitors (protein specific)
EC Number
Inhibitors
Commentary
Organism
Structure
1.2.4.2
Benzene-1,3-dicarboxylate
-
Sus scrofa
1.2.4.2
Benzene-1,4-dicarboxylate
-
Sus scrofa
1.2.4.2
Pyridine-2,4-dicarboxylate
-
Sus scrofa
1.2.4.2
Pyridine-2,5-dicarboxylate
-
Sus scrofa
1.14.11.4
Pyridine 2,4-dicarboxylate
-
Gallus gallus
1.14.11.4
Pyridine 2,5-dicarboxylate
-
Gallus gallus
1.14.11.4
pyridine 2-carboxylate
-
Gallus gallus
1.14.11.7
2-oxoadipate
-
Gallus gallus
1.14.11.7
2-oxobutyrate
-
Gallus gallus
1.14.11.7
2-oxpentanoate
-
Gallus gallus
1.14.11.7
3-oxoglutarate
-
Gallus gallus
1.14.11.7
adipate
-
Gallus gallus
1.14.11.7
benzene-1,2-dicarboxylate
-
Gallus gallus
1.14.11.7
Benzene-1,3-dicarboxylate
-
Gallus gallus
1.14.11.7
Benzene-1,4-dicarboxylate
-
Gallus gallus
1.14.11.7
Benzoate
-
Gallus gallus
1.14.11.7
Glutarate
-
Gallus gallus
1.14.11.7
laevulinate
-
Gallus gallus
1.14.11.7
malonate
-
Gallus gallus
1.14.11.7
oxaloacetate
-
Gallus gallus
1.14.11.7
pyridine-2,3-dicarboxylate
-
Gallus gallus
1.14.11.7
Pyridine-2,4-dicarboxylate
-
Gallus gallus
1.14.11.7
Pyridine-2,5-dicarboxylate
-
Gallus gallus
1.14.11.7
pyridine-2-carboxylate
-
Gallus gallus
1.14.11.7
pyridine-3,4-dicarboxylate
-
Gallus gallus
1.14.11.7
pyridine-3,5-dicarboxylate
-
Gallus gallus
1.14.11.7
pyridine-3-carboxylate
-
Gallus gallus
1.14.11.7
pyridine-4-carboxylate
-
Gallus gallus
1.14.11.7
pyruvate
-
Gallus gallus
1.14.11.7
succinate
-
Gallus gallus
Ki Value [mM] (protein specific)
EC Number
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
1.2.4.2
0.4
-
Pyridine-2,4-dicarboxylate
-
Sus scrofa
1.2.4.2
0.5
-
Benzene-1,3-dicarboxylate
-
Sus scrofa
1.2.4.2
1.1
-
Benzene-1,4-dicarboxylate
-
Sus scrofa
1.2.4.2
3
-
Pyridine-2,5-dicarboxylate
-
Sus scrofa
1.14.11.7
0.003
-
Pyridine-2,4-dicarboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
0.015
-
Pyridine-2,5-dicarboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
0.2
-
pyridine-2-carboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
0.3
-
pyridine-3-carboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
0.5
-
Benzene-1,3-dicarboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
0.5
-
Benzene-1,4-dicarboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
0.5
-
oxaloacetate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
0.5
-
pyridine-3,5-dicarboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
0.5
-
pyridine-3-carboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
0.7
-
pyridine-2,3-dicarboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
0.8
-
succinate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
1
-
2-oxoadipate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
1.3
-
benzene-1,2-dicarboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
2
-
pyridine-3,4-dicarboxylate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
2.8
-
3-oxoglutarate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
3.1
-
Benzoate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
3.6
-
Glutarate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
4.2
-
pyruvate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
6
-
adipate
-
Gallus gallus
1.14.11.7
7.4
-
malonate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
8
-
laevulinate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
9.9
-
2-oxobutyrate
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
1.14.11.7
15
-
2-Oxopentanoate
above, competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
Gallus gallus
Source Tissue (protein specific)
EC Number
Source Tissue
Commentary
Organism
Textmining
1.2.4.2
heart
-
Sus scrofa
-
1.14.11.4
embryo
-
Gallus gallus
-
1.14.11.7
embryo
-
Gallus gallus
-
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
1.2.4.2
2-oxoglutarate + lipoamide
-
349014
Sus scrofa
S-succinyldihydrolipoamide + CO2
-
-
-
?
1.2.4.2
additional information
enzyme complex is also active with 2-oxoadipate
349014
Sus scrofa
?
-
-
-
-
1.14.11.7
procollagen L-proline + 2-oxoglutarate + O2
proline-labelled polypeptide substrate
349014
Gallus gallus
procollagen trans-3-hydroxy-L-proline + succinate + CO2
-
-
-
?