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1.14.11.2: procollagen-proline 4-dioxygenase

This is an abbreviated version!
For detailed information about procollagen-proline 4-dioxygenase, go to the full flat file.

Word Map on EC 1.14.11.2

Reaction

Procollagen L-proline
+
2-oxoglutarate
+
O2
=
procollagen trans-4-hydroxy-L-proline
+
succinate
+
CO2

Synonyms

A085R, alpha (I) subunit, anthrax-P4H, AT-P4H-1, At-P4H-2, BaP4H, C-P4H, C-P4H alpha subunit (III), C-P4H alpha(I), C-P4H alpha(III), CePHY-1/PHY-2/PDI2, collagen proline hydroxylase, collagen prolyl 4-hydroxylase, collagen prolyl 4-hydroxylase (type-II), collagen prolyl 4-hydroxylase 1, collagen prolyl-4-hydroxylase, collagen prolyl-4-hydroxylase alpha subunit 2, CP4H, CP4H1, CrP4H-1, DmP4H, egg-laying abnormal-9 prolyl hydroxylase, Egl nine homolog, EGLN, EGLN prolyl hydroxylase, EGLN3, EGLN3 hydroxylase, GBAA_4459, HIF prolyl hydroxylase, HIF prolyl-4-hydroxylase, HIF-1alpha-specific prolyl-hydroxylase, HIF-P4H-1, HIF-P4H-2, HIF-P4H-3, HPH, HPH-2, HuPH4-I, HuPH4-II, hydroxylase, collagen proline, hypoxia inducible factor prolyl-4-hydroxylase domain-containing protein, hypoxia inducible factor-prolyl hydroxylase, hypoxia-inducible factor -1alpha-type prolyl 4-hydroxylase, hypoxia-inducible factor prolyl hydroxylase, hypoxia-inducible factor-1alpha-prolyl-hydroxylase 2, More, NtP4H1.1, P4H, P4H alpha1, P4H-1, P4H1, P4ha1, P4ha2, P4Halpha(I), P4Halpha(II), P4Halpha(III), P4Halpha1, PBCV-1 P4H, peptidyl proline hydroxylase, PH, PHD, PHD-1, PHD1, PHD2, PHD3, procollagen prolyl 4-hydroxylase, procollagen-proline dioxygenase, proline 4-hydroxylase, proline hydroxylase, proline protocollagen hydroxylase, proline, 2-oxoglutarate dioxygenase, proline,2-oxoglutarate 4-dioxygenase, prolyl 4-hydroxylase, prolyl 4-hydroxylase A085R, prolyl hydroxylase, prolyl hydroxylase domain 1, prolyl hydroxylase domain containing protein, prolyl hydroxylase domain enzyme, prolyl hydroxylase domain protein 2, prolyl hydroxylase-1, prolyl hydroxylase-3, prolyl-4-hydroxylase, prolyl-4-hydroxylase alpha I, prolyl-4-hydroxylase alpha II, prolyl-4-hydroxylase alpha subunit 2, prolyl-4-hydroxylase alpha1, prolyl-4-hydroxylase-alpha1, prolyl-4-hydroxylases, prolyl-glycyl-peptide, 2-oxoglutarate:oxygen oxidoreductase, 4-hydroxylating, prolyl4-hydroxylase, prolylprotocollagen dioxygenase, prolylprotocollagen hydroxylase, protocollagen hydroxylase, protocollagen proline 4-hydroxylase, protocollagen proline dioxygenase, protocollagen proline hydroxylase, protocollagen prolyl hydroxylase, PSB-II, Skp1 prolyl hydroxylase, type I C-P4H, type I proly 4-hydroxylase, type I proyl 4-hydroxylase, type II proyl 4-hydroxylase

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.11 With 2-oxoglutarate as one donor, and incorporation of one atom of oxygen into each donor
                1.14.11.2 procollagen-proline 4-dioxygenase

Inhibitors

Inhibitors on EC 1.14.11.2 - procollagen-proline 4-dioxygenase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(+)-mandelate
-
-
(-)-mandelate
-
-
(Gly-Pro-Gly)n
(Pro-Ala-Gly)n
(Pro-Pro-Gly)5
-
at concentrations higher than 0.56 mM, substrate inhibition observed
1,10-phenanthroline
1,2,3-trihydroxybenzene
-
-
1,2-dihydroxybenzene
-
competitive with respect to 2-oxoglutarate and ascorbate, noncompetitive with respect to Fe2+
1,3-dihydroxybenzene
-
competitive with respect to 2-oxoglutarate and ascorbate, noncompetitive with respect to Fe2+
1,4-dihydrophenanthrolin-4-one-3-carboxylic acid
1,4,DPCA
1,4-dihydrophenanthroline-4-one-3-carboxylic acid
1,4-dihydroxybenzene
-
-
2,2'-dipyridyl
2,3-Dihydroxybenzoate
2,4-Dihydroxybenzoate
-
competitive with respect to 2-oxoglutarate and ascorbate, noncompetitive with respect to Fe2+
2,4-pyridine dicarboxylate
-
-
2,5-Dihydroxybenzoate
-
competitive with respect to 2-oxoglutarate and ascorbate, noncompetitive with respect to Fe2+
2,6-dihydroxybenzoate
-
competitive with respect to 2-oxoglutarate and ascorbate, noncompetitive with respect to Fe2+
2,7,8-trihydroxyanthraquinone
-
50% inhibition at 0.047 mM, competitive inhibitor with respect to 2-oxoglutarate, non-competitive with regard to ascorbate, uncompetitive with regard to protocollagen. The inhibition is greatly enhanced in the absence of Fe2+, structural requirements for inhibition
2-Hydroxybenzoate
-
competitive with respect to 2-oxoglutarate and ascorbate, noncompetitive with respect to Fe2+
2-oxoadipinate
-
competitive inhibitor with respect to 2-oxoglutarate, noncompetitive with respect to Fe2+
2-oxobutyrate
-
competitive inhibitor with respect to 2-oxoglutarate, noncompetitive with respect to Fe2+
2-oxoglutarate
-
at concentrations higher than 0.5 mM, decreases activity
2-oxosuccinate
2-oxovalerate
-
competitive inhibitor with respect to 2-oxoglutarate, noncompetitive with respect to Fe2+
3,4,5-Trihydroxybenzoate
-
-
3,4-dihydroxybenzoate
3,4-dihydroxybenzoic acid
-
-
3,4-dihydroxycinnamate
-
competitive with respect to 2-oxoglutarate and ascorbate
3,4-dihydroxymandelate
-
competitive with respect to 2-oxoglutarate and ascorbate and noncompetitive with respect to Fe2+
3,4-dihydroxyphenyl acetate
IC50: 0.3 mM
3,4-Dihydroxyphenylacetate
3,4-Dihydroxyphenylpropionate
3,5-Dihydroxybenzoate
-
competitive with respect to 2-oxoglutarate and ascorbate, noncompetitive with respect to Fe2+
3-carboxy-4-oxo-3,4-dihydro-1,10-phenanthroline
3-hydroxybenzoate
-
-
3-hydroxybutyrate
-
less than 10% inhibition
3-hydroxypyridine-2-carbonyl-glycine
3-oxoglutarate
-
competitive inhibitor with respect to 2-oxoglutarate, noncompetitive with respect to Fe2+
4-hydroxybenzoate
4-oxo-5,6-epoxyhexanoate
5-Azidopyridine-2-carboxylic acid
8-(N-butyl-N-ethylcarbamoyl)-1,4-dihydrophenanthrolin-4-one-3-carboxylic acid
8-hydroxyquinoline
-
inhibits at a concentration higher than the Fe2+ concentration in the reaction mixture
adipinate
-
competitive inhibitor with respect to 2-oxoglutarate, noncompetitive with respect to Fe2+
ADP-ribose
-
weak inhibitor
alpha,alpha'-dipyridyl
antimycin A
-
18% inhibition at 0.02 mM
ascorbate
benzene 1,2-dicarboxylate
-
competitive inhibitor with respect to 2-oxoglutarate, noncompetitive with respect to Fe2+
Benzene 1,3-dicarboxylate
Benzene 1,4-dicarboxylate
benzoate
-
competitive inhibitor with respect to 2-oxoglutarate, noncompetitive with respect to Fe2+
benzyloxycarbonyl-Phe-Opr-Gly-benzyl ester
Benzyloxycarbonyl-Phe-oxaproline-Gly-benzyl ester
Beta-lactam antibiotics
bradykinin analogs
-
catechol analogues
-
ciclopirox olamine
citrate
-
competitive inhibition with respect to 2-oxoglutarate
CO2
-
5% inhibition at 3.6 mM, 35% inhibition at 7.2 mM and 75% inhibition at 12 mM
cobalt chloride
-
inhibition of PHDs blocks the response of mTORC1 to amino acids
CoCl2
Collagen
-
product inhibitor, noncompetitive with respect to all substrates of the reaction
concanavalin A
-
partially inhibits, when the enzyme is assayed in the absence of bovine serum albumin
-
Coumalic acid
CuCl2
-
0.4 mM, 67% inhibition
Cupferron
-
28% inhibition at 0.02 mM
daunorubicin
deferoxamine mesylate
-
-
desferrioxamine
diethyl dicarbonate
-
98% inhibition at 1 mM
diethyldithiocarbamate
-
10% inhibition at 0.02 mM
Diethylenetriaminepentaacetic acid
-
inhibits at a concentration higher than the Fe2+ concentration in the reaction mixture
dilantin
dimethyl oxalylglycine
-
DMOG, the effect is HIF-independent
dimethyloxallyl glycine
-
inhibition of PHDs blocks the response of mTORC1 to amino acids
dimethyloxalylalanine
-
50% inhibition in chicken embryo calvaria at 1 mM
dimethyloxalylglycine
-
50% inhibition in chicken embryo calvaria at 0.002 mM, inhibitor of hydroxyproline synthesis in embryonic chicken lung
dithiothreitol
DMOG
-
1 mM
doxorubicin
epinephrine
-
competitive inhibition with respect to Fe2+
ethylpyridine-2,4-dicarboxylate
fumarate
gelatin
-
glutamyl-3,4-dehydroprolyl-bradykinin
-
Glutarate
H2O2
-
94% inhibition at 1 M, dissociation of the enzyme, 12% of the enzyme remains in the tetrameric form
Hg2+
-
causes a 20-30% fall in activity
HOE077
-
decrease in enzyme activity by 15%
hydralazine
hydroxybenzene
-
-
isocitrate
-
competitive inhibition with respect to 2-oxoglutarate
Ketomalonate
L-galactono gamma-lactone
-
-
L-mimosine
-
50 mg/kg/day for 2 weeks
Lactate
-
less than 10% inhibition
levulinate
-
competitive inhibitor with respect to 2-oxoglutarate, noncompetitive with respect to Fe2+
malate
-
competitive inhibition with respect to 2-oxoglutarate
malonate
MgSO4
-
0.4 mM, 30% inhibition
Mn2+
-
causes a 20-30% fall in activity
MnSO4
-
0.4 mM, 62% inhibition
N,N'-diethylpyridine 2,4-dicarboxamide
N-((3-hydroxy-6-chloroquinolin-2-yl)carbonyl)glycine
-
-
N-(4-Azido-2-nitrophenyl)-glycyl-(Pro-Pro-Gly)5
N-Hydroxyethylenediaminetriacetic acid
-
inhibits at a concentration higher than the Fe2+ concentration in the reaction mixture
N-oxalylglycine
-
oxaloglycine derivative, inhibitor
N-[(6-chloro-3-hydroxyquinolin-2-yl)carbonyl]glycine
-
NiCl2
-
0.4 mM, 98% inhibition
nitroblue tetrazolium
oxalate
oxaloacetate
-
competitive inhibition with respect to 2-oxoglutarate
oxalyl-beta-alanine
-
competitive inhibition with respect to 2-oxoglutarate
oxalylalanine
-
inhibits purified enzyme, competitive inhibition with respect to 2-oxoglutarate, 50% inhibition of microsomal enzyme at 0.123 mM
oxalylcystine
-
competitive inhibition with respect to 2-oxoglutarate
oxalylglycine
oxalylproline
-
-
oxalylsarcosine
-
noncompetitive inhibition with respect to 2-oxoglutarate
oxalylvaline
-
-
Pd2+
-
strong irreversible inhibition, competitive with respect to Fe2+
phenanthrolines
-
phenylacetate
-
-
phosphoribosyl adenosine monophosphate
-
46% inhibition at 25 nM, 87% inhibition at 50 nM
Poly(ADP-ribose)
-
near complete inhibition at 6 nM, the effect is noncompetitive with respect to the binding of the cofactors ascorbate and alpha-ketoglutarate or of the substrate
poly(L-Pro)
0.03 mM, 50% inhibition
poly(L-proline)
-
poly-L-hydroxyproline
-
MW: 30000, inhibitory
-
potassium bromide
-
over 80% inhibition at 500 mM
potassium chloride
-
over 80% inhibition at 500 mM
potassium fluoride
-
over 90% inhibition at 500 mM
potassium iodide
-
over 80% inhibition at 500 mM
potassium phosphate
-
-
propyl gallate
pyridine 2,3-dicarboxylate
-
competitive inhibitor with respect to 2-oxoglutarate, noncompetitive with respect to Fe2+
Pyridine 2,4-dicarboxylate
Pyridine 2,5-dicarboxylate
pyridine 2,6-dicarboxylate
-
competitive with respect to Fe2+ and noncompetitive with respect to 2-oxoglutarate
pyridine 2-carboxylate
Pyridine 3,4-dicarboxylate
-
competitive inhibitor with respect to 2-oxoglutarate, noncompetitive with respect to Fe2+
Pyridine 3,5-dicarboxylate
-
competitive inhibitor with respect to 2-oxoglutarate, noncompetitive with respect to Fe2+
pyridine 3-carboxylate
-
competitive inhibitor with respect to 2-oxoglutarate, noncompetitive with respect to Fe2+
Pyridine 4-carboxylate
-
competitive inhibitor with respect to 2-oxoglutarate, noncompetitive with respect to Fe2+
Pyridine-2,4-dicarboxylate
Pyridine-2,5-dicarboxylate
pyruvate
Ribosyl-ribosyl-adenine
-
43% inhibition at 25 nM, 85% inhibition at 50 nM
Ribosyl-ribosyl-hypoxanthine
-
40% inhibition at 25 nM, 86% inhibition at 50 nM
rosiglitazone
-
decrease in enzyme activity by 32.3%
S-nitroso-N-acetylpenicillamine
-
hyperoxia attenuates the inhibitory effect of NO on HIF-1alpha prolyl hydroxylation
S-nitrosoglutathione
-
hyperoxia attenuates the inhibitory effect of NO on HIF-1alpha prolyl hydroxylation
Salicylyl hydroxamate
-
-
Sodium acetate
-
-
sodium bromide
-
over 80% inhibition at 500 mM
sodium chloride
-
over 80% inhibition at 500 mM
sodium iodide
-
over 90% inhibition at 500 mM
sodium pyrocatechol disulfonate
-
98-100% inhibition at 0.1 mM
succinate
tetracyclin
trifluorothienylbutanedione
-
48% inhibition at 0.05 mM
ZnSO4
-
0.4 mM, 84% inhibition
additional information
-