BRENDA - Enzyme Database

Mechanism of the prolyl hydroxylase reaction. 1. Role of co-substrates

Tuderman, L.; Myllylä, R.; Kivirikko, K.I.; Eur. J. Biochem. 80, 341-348 (1977)

Data extracted from this reference:

Activating Compound
EC Number
Activating Compound
Commentary
Organism
Structure
1.14.11.2
bovine serum albumin
activation
Gallus gallus
1.14.11.2
catalase
activation
Gallus gallus
1.14.11.2
dithiothreitol
activation
Gallus gallus
Inhibitors
EC Number
Inhibitors
Commentary
Organism
Structure
1.14.11.2
2-oxosuccinate
i.e. oxaloacetate
Gallus gallus
1.14.11.2
3-hydroxybutyrate
less than 10% inhibition
Gallus gallus
1.14.11.2
ascorbate
at high concentrations
Gallus gallus
1.14.11.2
citrate
competitive inhibition with respect to 2-oxoglutarate
Gallus gallus
1.14.11.2
epinephrine
competitive inhibition with respect to Fe2+
Gallus gallus
1.14.11.2
Fe2+
inhibitory at high concentrations
Gallus gallus
1.14.11.2
fumarate
competitive inhibition with respect to 2-oxoglutarate
Gallus gallus
1.14.11.2
isocitrate
competitive inhibition with respect to 2-oxoglutarate
Gallus gallus
1.14.11.2
Lactate
less than 10% inhibition
Gallus gallus
1.14.11.2
malate
competitive inhibition with respect to 2-oxoglutarate
Gallus gallus
1.14.11.2
nitroblue tetrazolium
competitive inhibition with respect to O2
Gallus gallus
1.14.11.2
oxaloacetate
competitive inhibition with respect to 2-oxoglutarate
Gallus gallus
1.14.11.2
poly(L-proline)
-
Gallus gallus
1.14.11.2
pyruvate
competitive inhibition with respect to 2-oxoglutarate
Gallus gallus
1.14.11.2
Zn2+
competitive inhibition with respect to Fe2+, non-competitive with respect to the polypeptide substrate and 2-oxoglutarate
Gallus gallus
Metals/Ions
EC Number
Metals/Ions
Commentary
Organism
Structure
1.14.11.2
Fe2+
absolute requirement, Km: 0.005 mM
Gallus gallus
Organism
EC Number
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
1.14.11.2
Gallus gallus
-
-
-
Reaction
EC Number
Reaction
Commentary
Organism
1.14.11.2
procollagen L-proline + 2-oxoglutarate + O2 = procollagen trans-4-hydroxy-L-proline + succinate + CO2
mechanism, role of cosubstrates
Gallus gallus
Source Tissue
EC Number
Source Tissue
Commentary
Organism
Textmining
1.14.11.2
embryo
-
Gallus gallus
-
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
1.14.11.2
(Pro-Pro-Gly)n + 2-oxoglutarate + O2
n: 1,5,10
439205
Gallus gallus
(Pro-4-hydroxy-Pro-Gly)n + succinate + CO2
n: 1,5,10
439205
Gallus gallus
?
1.14.11.2
2-oxoglutarate + O2 + ascorbate
uncoupled oxidative decarboxylation
439205
Gallus gallus
succinate + dehydroascorbate + CO2 + H2O
-
439205
Gallus gallus
?
1.14.11.2
additional information
thermal denaturing of the triple-helical conformation of the substrate before hydroxylation
439205
Gallus gallus
?
-
-
-
-
Cofactor
EC Number
Cofactor
Commentary
Organism
Structure
1.14.11.2
ascorbate
Km: 0.2 mM; requirement
Gallus gallus
1.14.11.2
additional information
the ascorbate requirement cannot be replaced by tetrahydrofolic acid, dithiothreitol, NADH2 or dithionite to any significant extent
Gallus gallus
Ki Value [mM]
EC Number
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
1.14.11.2
0.0006
-
Zn2+
-
Gallus gallus
1.14.11.2
0.04
-
nitroblue tetrazolium
-
Gallus gallus
1.14.11.2
0.1
-
epinephrine
-
Gallus gallus
1.14.11.2
0.4
0.5
citrate
calculated from the slopes or intercepts
Gallus gallus
1.14.11.2
0.5
0.6
fumarate
calculated from the slopes or intercepts
Gallus gallus
1.14.11.2
0.6
-
Fe2+
-
Gallus gallus
1.14.11.2
0.6
-
oxaloacetate
-
Gallus gallus
1.14.11.2
1.2
1.3
malate
calculated from the slopes or intercepts
Gallus gallus
1.14.11.2
1.5
2.1
isocitrate
calculated from the slopes or intercepts
Gallus gallus
1.14.11.2
7
-
ascorbate
-
Gallus gallus
1.14.11.2
15
18
pyruvate
calculated from the slopes or intercepts
Gallus gallus
Activating Compound (protein specific)
EC Number
Activating Compound
Commentary
Organism
Structure
1.14.11.2
bovine serum albumin
activation
Gallus gallus
1.14.11.2
catalase
activation
Gallus gallus
1.14.11.2
dithiothreitol
activation
Gallus gallus
Cofactor (protein specific)
EC Number
Cofactor
Commentary
Organism
Structure
1.14.11.2
ascorbate
Km: 0.2 mM; requirement
Gallus gallus
1.14.11.2
additional information
the ascorbate requirement cannot be replaced by tetrahydrofolic acid, dithiothreitol, NADH2 or dithionite to any significant extent
Gallus gallus
Inhibitors (protein specific)
EC Number
Inhibitors
Commentary
Organism
Structure
1.14.11.2
2-oxosuccinate
i.e. oxaloacetate
Gallus gallus
1.14.11.2
3-hydroxybutyrate
less than 10% inhibition
Gallus gallus
1.14.11.2
ascorbate
at high concentrations
Gallus gallus
1.14.11.2
citrate
competitive inhibition with respect to 2-oxoglutarate
Gallus gallus
1.14.11.2
epinephrine
competitive inhibition with respect to Fe2+
Gallus gallus
1.14.11.2
Fe2+
inhibitory at high concentrations
Gallus gallus
1.14.11.2
fumarate
competitive inhibition with respect to 2-oxoglutarate
Gallus gallus
1.14.11.2
isocitrate
competitive inhibition with respect to 2-oxoglutarate
Gallus gallus
1.14.11.2
Lactate
less than 10% inhibition
Gallus gallus
1.14.11.2
malate
competitive inhibition with respect to 2-oxoglutarate
Gallus gallus
1.14.11.2
nitroblue tetrazolium
competitive inhibition with respect to O2
Gallus gallus
1.14.11.2
oxaloacetate
competitive inhibition with respect to 2-oxoglutarate
Gallus gallus
1.14.11.2
poly(L-proline)
-
Gallus gallus
1.14.11.2
pyruvate
competitive inhibition with respect to 2-oxoglutarate
Gallus gallus
1.14.11.2
Zn2+
competitive inhibition with respect to Fe2+, non-competitive with respect to the polypeptide substrate and 2-oxoglutarate
Gallus gallus
Ki Value [mM] (protein specific)
EC Number
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
1.14.11.2
0.0006
-
Zn2+
-
Gallus gallus
1.14.11.2
0.04
-
nitroblue tetrazolium
-
Gallus gallus
1.14.11.2
0.1
-
epinephrine
-
Gallus gallus
1.14.11.2
0.4
0.5
citrate
calculated from the slopes or intercepts
Gallus gallus
1.14.11.2
0.5
0.6
fumarate
calculated from the slopes or intercepts
Gallus gallus
1.14.11.2
0.6
-
Fe2+
-
Gallus gallus
1.14.11.2
0.6
-
oxaloacetate
-
Gallus gallus
1.14.11.2
1.2
1.3
malate
calculated from the slopes or intercepts
Gallus gallus
1.14.11.2
1.5
2.1
isocitrate
calculated from the slopes or intercepts
Gallus gallus
1.14.11.2
7
-
ascorbate
-
Gallus gallus
1.14.11.2
15
18
pyruvate
calculated from the slopes or intercepts
Gallus gallus
Metals/Ions (protein specific)
EC Number
Metals/Ions
Commentary
Organism
Structure
1.14.11.2
Fe2+
absolute requirement, Km: 0.005 mM
Gallus gallus
Source Tissue (protein specific)
EC Number
Source Tissue
Commentary
Organism
Textmining
1.14.11.2
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
1.14.11.2
(Pro-Pro-Gly)n + 2-oxoglutarate + O2
n: 1,5,10
439205
Gallus gallus
(Pro-4-hydroxy-Pro-Gly)n + succinate + CO2
n: 1,5,10
439205
Gallus gallus
?
1.14.11.2
2-oxoglutarate + O2 + ascorbate
uncoupled oxidative decarboxylation
439205
Gallus gallus
succinate + dehydroascorbate + CO2 + H2O
-
439205
Gallus gallus
?
1.14.11.2
additional information
thermal denaturing of the triple-helical conformation of the substrate before hydroxylation
439205
Gallus gallus
?
-
-
-
-