Information on EC 1.14.11.7 - procollagen-proline 3-dioxygenase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.14.11.7
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RECOMMENDED NAME
GeneOntology No.
procollagen-proline 3-dioxygenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
procollagen L-proline + 2-oxoglutarate + O2 = procollagen trans-3-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
decarboxylation
-
-
-
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hydroxylation
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-
-
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redox reaction
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SYSTEMATIC NAME
IUBMB Comments
procollagen-L-proline,2-oxoglutarate:oxygen oxidoreductase (3-hydroxylating)
Requires Fe2+ and ascorbate.
CAS REGISTRY NUMBER
COMMENTARY hide
63551-75-7
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
previously identified as Zalerion arboricola
-
-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
physiological function
additional information
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(Gly-L-Pro-L-4-hydroxyproline)5 + 2-oxoglutarate + O2
(Gly-trans-3-hydroxy-L-Pro-trans-4-hydrox-L-Pro)5 + succinate + CO2
show the reaction diagram
-
-
-
?
(L-Pro-trans-4-hydroxy-L-Pro-Gly)5 + 2-oxoglutarate + O2
(trans-3-hydroxy-L-Pro-trans-4-hydroxy-L-Pro-Gly)5 + succinate + CO2
show the reaction diagram
-
-
-
?
L-Leu-L-Asn-Gly-L-Leu-L-4Hyp-Gly-L-Pro-L-Ile-Gly-L-Pro-L-4Hyp-Gly-L-Pro-L-Arg-Gly-L-Arg-L-Thr-Gly-L-Asp-L-Ala-Gly + 2-oxoglutarate + O2
L-Leu-L-Asn-Gly-L-Leu-L-4Hyp-Gly-trans-3-hydroxy-L-Pro-L-Ile-Gly-L-Pro-L-4Hyp-Gly-trans-3-hydroxy-L-Pro-L-Arg-Gly-L-Arg-L-Thr-Gly-L-Asp-L-Ala-Gly + succinate + CO2
show the reaction diagram
peptide corresponding to the only prolyl 3-hydroxylation site in the alpha1 chain of collagen I
-
-
?
L-Pro-L-Thr-Gly-L-Pro-L-Arg-Gly-L-Phe-L-Pro-Gly-L-Pro-L-4-hydroxyproline-Gly-L-Pro-L-Asp-Gly-L-Leu-L-4-hydroxyproline-Gly-L-Ser-L-Met-Gly + 2-oxoglutarate + O2
? + succinate + CO2
show the reaction diagram
peptide corresponding to a known prolyl 3-hydroxylation site in the alpha1 chain of collagen IV
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-
?
L-proline + 2-oxoglutarate + O2
trans 3-hydroxy-L-proline + succinate
show the reaction diagram
-
-
-
-
-
L-proline-[collagen] + O2
(S3)-hydroxy-L-proline-[collagen]
show the reaction diagram
prolyl 3-hydroxylase 1 modifies a single proline residue in the alpha chains of type I, II, and III collagens to (3S)-hydroxyproline
-
-
?
L-proline-[collagen] + O2
3-hydroxy-L-proline-[collagen]
show the reaction diagram
-
-
-
?
L-Ser-L-Lys-Gly-L-Glu-L-Gln-Gly-L-Phe-L-Met-Gly-L-Pro-L-4-hydroxyproline-Gly-L-Pro-L-Gln-Gly-L-Gln-L-4-hydroyproline-Gly-L-Leu-L-4-hydroxyproline-Gly + 2-oxoglutarate + O2
? + succinate + CO2
show the reaction diagram
peptide corresponding to a known prolyl 3-hydroxylation site in the alpha1 chain of collagen IV
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-
?
procollagen + 2-oxoglutarate + O2
procollagen trans-3-hydroxy-L-proline + succinate + CO2
show the reaction diagram
procollagen L-proline + 2-oxoglutarate + O2
procollagen trans-3-hydroxy-L-proline + succinate + CO2
show the reaction diagram
protocollagen containing 4-hydroxyproline + 2-oxoglutarate + O2
?
show the reaction diagram
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
L-proline-[collagen] + O2
3-hydroxy-L-proline-[collagen]
show the reaction diagram
Q3V1T4, Q8CG70, Q8CG71
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-
-
?
procollagen + 2-oxoglutarate + O2
procollagen trans-3-hydroxy-L-proline + succinate + CO2
show the reaction diagram
procollagen L-proline + 2-oxoglutarate + O2
procollagen trans-3-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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P3H1 catalyzes the 3-hydroxylation of specific proline residues in procollagen I
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-
?
additional information
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
ascorbate
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Iron
-
required for activity
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2-oxoadipate
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2-oxobutyrate
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2-oxpentanoate
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-
3-oxoglutarate
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-
adipate
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-
benzene-1,2-dicarboxylate
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-
Benzene-1,3-dicarboxylate
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-
Benzene-1,4-dicarboxylate
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-
Benzoate
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-
concanavalin A
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-
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Glutarate
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-
laevulinate
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-
malonate
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-
Mg2+
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slight inhibition
Mn2+
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slight inhibition
oxaloacetate
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-
poly(L-Pro)
MW 7000-8000 Da; MW 7000-8000 Da
pyridine-2,3-dicarboxylate
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-
Pyridine-2,4-dicarboxylate
Pyridine-2,5-dicarboxylate
pyridine-2-carboxylate
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-
pyridine-3,4-dicarboxylate
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pyridine-3,5-dicarboxylate
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pyridine-3-carboxylate
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pyridine-4-carboxylate
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pyruvate
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succinate
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
ascorbate
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required for full activity
cartilage associated protein
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dithiothreitol
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required for activity
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.07
(Gly-L-Pro-L-4-hydroxyproline)5
isoform P3H2, pH 7.8, 37°C; isoform P3H2, pH 7.8, 37°C
0.003 - 0.08
2-oxoglutarate
0.26
L-Leu-L-Asn-Gly-L-Leu-L-4Hyp-Gly-L-Pro-L-Ile-Gly-L-Pro-L-4Hyp-Gly-L-Pro-L-Arg-Gly-L-Arg-L-Thr-Gly-L-Asp-L-Ala-Gly
isoform P3H2, pH 7.8, 37°C; isoform P3H2, pH 7.8, 37°C
0.07
L-Pro-L-Thr-Gly-L-Pro-L-Arg-Gly-L-Phe-L-Pro-Gly-L-Pro-L-4-hydroxyproline-Gly-L-Pro-L-Asp-Gly-L-Leu-L-4-hydroxyproline-Gly-L-Ser-L-Met-Gly
isoform P3H2, pH 7.8, 37°C; isoform P3H2, pH 7.8, 37°C
0.26
L-Ser-L-Lys-Gly-L-Glu-L-Gln-Gly-L-Phe-L-Met-Gly-L-Pro-L-4-hydroxyproline-Gly-L-Pro-L-Gln-Gly-L-Gln-L-4-hydroyproline-Gly-L-Leu-L-4-hydroxyproline-Gly
isoform P3H2, pH 7.8, 37°C; isoform P3H2, pH 7.8, 37°C
0.03
O2
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-
0.000034
Procollagen
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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1
2-oxoadipate
-
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
9.9
2-oxobutyrate
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competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
15
2-Oxopentanoate
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above, competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
2.8
3-oxoglutarate
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competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
6
adipate
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-
1.3
benzene-1,2-dicarboxylate
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competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
0.5
Benzene-1,3-dicarboxylate
-
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
0.5
Benzene-1,4-dicarboxylate
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competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
3.1
Benzoate
-
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
3.6
Glutarate
-
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
8
laevulinate
-
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
7.4
malonate
-
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
0.5
oxaloacetate
-
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
8
poly(L-Pro)
isoform P3H2, pH 7.8, 37°C
0.7
pyridine-2,3-dicarboxylate
-
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
0.003 - 1
Pyridine-2,4-dicarboxylate
0.015
Pyridine-2,5-dicarboxylate
-
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
0.2
pyridine-2-carboxylate
-
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
2
pyridine-3,4-dicarboxylate
-
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
0.5
pyridine-3,5-dicarboxylate
-
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
0.3 - 0.5
pyridine-3-carboxylate
4.2
pyruvate
-
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
0.8
succinate
-
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
isozyme P3H3
Manually annotated by BRENDA team
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high levels of P3H2 mRNA are expressed
Manually annotated by BRENDA team
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a cell line with myogenic potential derived from embryonic rat heart
Manually annotated by BRENDA team
isozyme P3H1; isozyme P3H2; isozyme P3H3
Manually annotated by BRENDA team
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-
Manually annotated by BRENDA team
additional information
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
collagen 3-hydroxylase complex
Manually annotated by BRENDA team
the enzyme is organized in an enzyme complex formed by prolyl3-hydroxylase 1, cartilage-associated protein, and cyclophilin B
Manually annotated by BRENDA team
additional information
-
P3H1 contains transmembrane sequences Ala5-Val33 and Glu372-Phe387, but is not associated with membranes
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Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
51530
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multi-angle laser-light scattering
160000
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gel filtration
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
glycoprotein
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-
additional information
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the enzyme contains two potential myristoylation sequences G53VVLSM58 and G667QRCAI672 and 20 potential recognition sites for phosphorylation
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
most of the recombinant isoform P3H2 is insoluble. Coexpression of protein with the cartilage-associated protein CRTAP does not enhance solubility; most of the recombinant isoform P3H2 is insoluble. Coexpression of protein with the cartilage-associated protein CRTAP does not enhance solubility
native prolyl 3-hydroxylation complex from embrtyos by ultracentrifugation and gelatin affinity chromatography
partial
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
DNA and amino acid sequence determination and analysis of wild-type and mutant enzymes
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ectopic expression of P3H2 in cells with silenced endogenous genes; ectopic expression of P3H3 in cells with silenced endogenous genes
expression of both isoforms P3H1, P3H2 in Sf9 cell; expression of both isoforms P3H1, P3H2 in Sf9 cell
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
after apoptosis of H9c2 cells is induced by DOX, PHD3 expression is upregulated in a time-dependent manner, whereas the expression of PHD1 or PHD2 is constant
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the expression of P3H2 , or Leprel1, but not of P3H1 or Leprecan, is specifically downregulated in breast cancer by abberrant CpG methylation in the 5' regulatory sequences of the genes. Methylation of P3H2 is strongly associated with estrogen-receptor-positive breast cancers; the expression of P3H3, or Leprel2, but not of P3H1 or Leprecan, is specifically downregulated in breast cancer by abberrant CpG methylation in the 5' regulatory sequences of the genes. Methylation of P3H3 is not associated with estrogen-receptor-positive breast cancers, while P3H3 isassociated with higher tumour grade and Nottingham prognostic index
TNF-alpha and IL-1beta robustly increase PHD3 expression in an NF-kappaB dependent fashion
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information