Information on EC 1.14.11.2 - procollagen-proline dioxygenase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.14.11.2
-
RECOMMENDED NAME
GeneOntology No.
procollagen-proline dioxygenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
procollagen L-proline + 2-oxoglutarate + O2 = procollagen trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
decarboxylation
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hydroxylation
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oxidation
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redox reaction
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reduction
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Arginine and proline metabolism
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Metabolic pathways
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SYSTEMATIC NAME
IUBMB Comments
procollagen-L-proline,2-oxoglutarate:oxygen oxidoreductase (4-hydroxylating)
Requires Fe2+ and ascorbate.
CAS REGISTRY NUMBER
COMMENTARY hide
9028-06-2
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
strain AX3
Uniprot
Manually annotated by BRENDA team
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Manually annotated by BRENDA team
earthworm
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Manually annotated by BRENDA team
marine mussel
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Manually annotated by BRENDA team
virus-1, eukaryotic algal virus
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Manually annotated by BRENDA team
Paramecium bursaria Chlorella virus-1
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Manually annotated by BRENDA team
four enzyme isoforms, massive increase in expression in presence of a susceptible host's hemolymph. Correlation between the production of reactive oxygen species and enzyme activity
UniProt
Manually annotated by BRENDA team
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Manually annotated by BRENDA team
french bean
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Manually annotated by BRENDA team
Sprague-Dawley strain
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
green algae
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Manually annotated by BRENDA team
isoform PHD45; isoforms PHD28
UniProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
metabolism
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
(2S,4S)-4-fluoroproline + 2-oxoglutarate + O2
(2S)-4-oxoproline + fluoride
show the reaction diagram
-
development and evaluation of an assay method that continuously and directly detects turnover of the proline-containing substrate. The assay is based on (2S,4S)-4-fluoroproline, a proline analogue that is transformed into (2S)-4-oxoproline and inorganic fluoride by P4H using a fluoride ion-selective electrode for detection
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-
?
(Ala-Pro-Gly)5 + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
recombinant enzyme
-
?
(Ala-Thr-Pro-Pro-Pro-Val)3 + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
-
-
?
(ATPPPV)3 + 2-oxoglutarate + O2
trans-4-hydroxy-L-proline (ATPPPV)3 + succinate + CO2
show the reaction diagram
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-
-
-
?
(Gly-Ala-Pro)n + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
(Gly-Pro-4Hyp)5 + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
-
-
?
(Gly-Pro-Ala)n + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
(Gly-Pro-Pro)10 + 2-oxoglutarate + O2
?
show the reaction diagram
(GPP)10 + 2-oxoglutarate + O2
?
show the reaction diagram
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-
-
-
?
(L-Pro-L-Glu-L-Pro-L-Pro-L-Ala)5 L-proline + 2-oxoglutarate + O2
(L-Pro-L-Glu-L-Pro-L-Pro-L-Ala)5 trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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-
-
-
?
(L-Pro-L-Pro-Gly)10 L-proline + 2-oxoglutarate + O2
(L-Pro-L-Pro-Gly)10 trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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44.8% of the activity with (L-Pro-L-Glu-L-Pro-L-Pro-L-Ala)5 L-proline
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?
(L-prolylglycyl-L-prolyl)n + 2-oxoglutarate + O2
4-hydroxyproline containing peptide
show the reaction diagram
-
molecular weight of the peptide substrate: about 4000
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?
(L-Ser-L-Pro)19 L-proline + 2-oxoglutarate + O2
(L-Ser-L-Pro)19 trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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-
-
?
(L-Ser-L-Pro-L-Ala-L-Pro-L-Pro)5 L-proline + 2-oxoglutarate + O2
(L-Ser-L-Pro-L-Ala-L-Pro-L-Pro)5 trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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?
(L-Ser-L-Pro-L-Glu-L-Pro-L-Pro)5 L-proline + 2-oxoglutarate + O2
(L-Ser-L-Pro-L-Glu-L-Pro-L-Pro)5 trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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?
(L-Ser-L-Pro-L-Lys-L-Pro-L-Pro)5 L-proline + 2-oxoglutarate + O2
(L-Ser-L-Pro-L-Lys-L-Pro-L-Pro)5 trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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?
(Pro-Ala-Gly)5 + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
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?
(Pro-Ala-Pro-Lys)n + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
(Pro-Glu-Pro-Pro-Ala)5 + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
(Pro-Gly-Pro)n + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
(Pro-Pro-Gly)10 + 2-oxoglutarate + O2
? + succinate + CO2
show the reaction diagram
(Pro-Pro-Gly)10 + 2-oxoglutarate + O2
trans-4-hydroxy-L-proline (Pro-Pro-Gly)10 + succinate + CO2
show the reaction diagram
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?
(Pro-Pro-Gly)10 + O2
?
show the reaction diagram
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?
(Pro-Pro-Gly)10 L-proline + 2-oxoglutarate + O2
(Pro-Pro-Gly)10 trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
(Pro-Pro-Gly)2 L-proline + 2-oxoglutarate + O2
(Pro-Pro-Gly)2 trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
(Pro-Pro-Gly)n + 2-oxoglutarate + O2
(Pro-4-hydroxy-Pro-Gly)n + succinate + CO2
show the reaction diagram
(Ser-Pro)5 + O2
?
show the reaction diagram
-
the (Ser-Pro)5 peptide is found only in molecules A and C of the four polypeptides forming the enzyme
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?
(Ser-Pro-Lys-Pro-Pro)5 + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
100-amino acid alpha1(I) collagen fragment L-proline + 2-oxoglutarate + O2
100-amino acid alpha1(I) collagen fragment trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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?
2-oxoglutarate + O2 + ascorbate
succinate + dehydroascorbate + CO2 + H2O
show the reaction diagram
510-amino acid alpha1(I) collagen fragment L-proline + 2-oxoglutarate + O2
510-amino acid alpha1(I) collagen fragment trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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?
Arg-Gly-(Pro-Pro-Gly)5 + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
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?
Argonaute 2 + 2-oxoglutarate + O2
4-hydroxyproline-Argonaute 2 + succinate + CO2
show the reaction diagram
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regulation of Ago 2 protein activity via substrate protein stability involving Ago Pro700 residue, the Ago protein mutant P700A is destabilized, overview
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?
Argonaute protein + 2-oxoglutarate + O2
4-hydroxyproline-Argonaute protein + succinate + CO2
show the reaction diagram
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i.e. GERp95 or Golgi endoplasmic reticulum protein 95 kDa. Recombinant substrate proteins expressed in HeLa S3 cells. Ago2 is a cytoplasmically exposed, peripheral membrane protein that exists in a protease-resistant complex. Hydroxylation of Pro700, which is important for Ago2 stability, but not of Ago1 or Ago3 stability, identification by mass spectrometric analysis. In vitro, both Ago2 and Ago4 seem to be more efficiently hydroxylated than Ago1 and Ago3 by recombinant human isozyme C-P4H(I)
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?
Asp-Ala-Leu-Thr-Leu-Leu-Ala-Pro-Ala-Ala-Gly-Asp-Thr-Ile-Ile-Ser-Leu-Phe-Gly + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
peptide representing hypoxia-inducible transcription factor alpha sequences
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?
Asp-Leu-Asp-Leu-Glu-Met-Leu-Ala-Pro-Tyr-Ile-Pro-Met-Asp-Asp-Asp-Phe-Gln-Leu + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
peptide representing hypoxia-inducible transcription factor alpha sequences
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?
biotin-Ahx-DLDLEALAP564YIPADDDFQL + 2-oxoglutarate + O2
?
show the reaction diagram
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19mer HIF peptide not containing cysteine is used, in order to rule out an involvement of the cysteine nitrosylation
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?
bradykinin + 2-oxoglutarate + O2
4-hydroxyproline containing bradykinin
show the reaction diagram
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?
collagen + 2-oxoglutarate + O2
4-hydroxyproline containing collagen + succinate + CO2
show the reaction diagram
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?
DALTLLAPAAGDTIISLDYG + 2-oxoglutarate + O2
?
show the reaction diagram
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NODD peptide derived from native HIF-1alpha395-414
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?
DALTLLAPAAGDTIISLFG + 2-oxoglutarate + O2
DALTLLAPAAGDTIISLFG trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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-
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?
dansyl-Gly-Phe-Pro-Gly-OEt + 2-oxoglutarate + O2
dansyl-Gly-Phe-4-hydroxy-L-Pro-Gly-OEt + succinate + CO2
show the reaction diagram
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?
dansyl-Gly-Phe-Pro-Gly-OEt + 2-oxoglutarate + O2
dansyl-Gly-Phe-trans-4-hydroxy-L-proline-Gly-OEt + succinate + CO2
show the reaction diagram
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?
DLDLEALAPYIPADDDFQL + 2-oxoglutarate + O2
?
show the reaction diagram
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CODD peptide derived from native HIF-1alpha556-574. PHD2 preferred CODD by 20fold over NODD
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?
DLDLEMLAPAIPMDDDFQL + 2-oxoglutarate + O2
DLDLEMLAPAIPMDDDFQL trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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-
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?
DLDLEMLAPAIPMDDDFQLRSFDQ + 2-oxoglutarate + O2
DLDLEMLAPAIPMDDDFQLRSFDQ trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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?
DLDLEMLAPGIPMDDDFQL + 2-oxoglutarate + O2
DLDLEMLAPGIPMDDDFQL trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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?
DLDLEMLAPYIPMD + 2-oxoglutarate + O2
DLDLEMLAPYIPMD trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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?
DLDLEMLAPYIPMDD + 2-oxoglutarate + O2
DLDLEMLAPYIPMDD trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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-
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?
DLDLEMLAPYIPMDDDF + 2-oxoglutarate + O2
DLDLEMLAPYIPMDDDF trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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-
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?
DLDLEMLAPYIPMDDDFQL + 2-oxoglutarate + O2
DLDLEMLAPYIPMDDDFQL trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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-
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?
DLDLEMLAPYIPMDDDFQLRSFDQ + 2-oxoglutarate + O2
DLDLEMLAPYIPMDDDFQLRSFDQ trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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?
DLEMLAPYIPMDDDFQL + 2-oxoglutarate + O2
DLEMLAPYIPMDDDFQL trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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?
EMLAPYIPMDDDFQL + 2-oxoglutarate + O2
EMLAPYIPMDDDFQL trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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-
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?
Glu-Gly-(Pro-Pro-Gly)5 + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
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?
Gly-Pro8 + 2-oxoglutarate + O2
4-hydroxyproline containing peptide
show the reaction diagram
Gly-Val-Pro-Gly-Val + 2-oxoglutarate + O2
Gly-Val-4-hydroxyproline-Gly-Val + succinate + CO2
show the reaction diagram
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?
His10-rSkp1A + ?
?
show the reaction diagram
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?
hypoxia-induced factor alpha oxygen-dependent degradation domain L-proline + 2-oxoglutarate + O2
hypoxia-induced factor alpha oxygen-dependent degradation domain L-4-hydroxyproline + succinate + CO2
show the reaction diagram
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in vitro hydroxylation of two proline residues, with preference for C-terminal proline
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?
hypoxia-inducible factor alpha L-proline + 2-oxoglutarate + O2
hypoxia-inducible factor alpha trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
hypoxia-inducible factor L-proline + 2-oxoglutarate + O2
hypoxia inducible factor trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
hypoxia-inducible factor L-proline + 2-oxoglutarate + O2
hypoxia-inducible factor trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
-
-
-
-
?
hypoxia-inducible transcription factor + 2-oxoglutarate + O2
hypoxia-inducible transcription factor trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
L-Ala-(L-Pro)4-Gly-L-Ile-L-Pro-Gly-L-Tyr-(L-Pro)2-L-Ala-(L-Pro)4-Gly-L-Val-Gly-(L-Pro)4-L-Gln-Gly L-proline + 2-oxoglutarate + O2
L-Ala-(L-Pro)4-Gly-L-Ile-L-Pro-Gly-L-Tyr-(L-Pro)2-L-Ala-(L-Pro)4-Gly-L-Val-Gly-(L-Pro)4-L-Gln-Gly trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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peptide substrate representing proline-rich proteins expressed in the pharyngeal gland cells. 380% of the activity with (L-Pro-L-Glu-L-Pro-L-Pro-L-Ala)5 L-proline
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?
L-Pro-L-Ile-(L-Pro)7-L-Leu-L-Pro-L-Gln-L-Asn-L-Leu-L-Ser-Gly-L-Ala-L-Pro L-proline + 2-oxoglutarate + O2
L-Pro-L-Ile-(L-Pro)7-L-Leu-L-Pro-L-Gln-L-Asn-L-Leu-L-Ser-Gly-L-Ala-L-Pro trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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peptide substrate representing proline-rich proteins expressed in the pharyngeal gland cells. 610% of the activity with (L-Pro-L-Glu-L-Pro-L-Pro-L-Ala)5 L-proline
-
?
L-proline + 2-oxoglutarate + O2
4-hydroxyproline + succinate + CO2
show the reaction diagram
-
2-oxoglutarate is essential for hydroxylation
-
?
LAPYIPMDDDFQL + 2-oxoglutarate + O2
LAPYIPMDDDFQL trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
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-
-
?
Lys-Pro-Ala + 2-oxoglutarate + O2
Lys-4-hydroxyproline-Ala + succinate + CO2
show the reaction diagram
-
recombinant enzyme
-
?
lysine hydroxylated protocollagen + 2-oxoglutarate + O2
lysine 4-hydroxyproline containing protocollagen + succinate + CO2
show the reaction diagram
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-
-
?
octa-L-proline + 2-oxoglutarate + O2
4-hydroxyproline containing peptide
show the reaction diagram
PEG-Gly-Tyr-4-fluoroproline-GlyOEt + 2-oxoglutarate + O2
?
show the reaction diagram
-
-
-
-
?
poly L-proline + 2-oxoglutarate + O2
poly trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
-
molecular weights of 5000 Da, 8000 Da and 32000 Da, respectively
-
-
?
poly(ethylene glycol)-Gly-L-Tyr-(2S)-4-thiaproline-Gly-OCH2CH2OH + 2-oxoglutarate + O2
poly(ethylene glycol)-Gly-L-Tyr-L-(2S,4R)-thiaoxoproline-Gly-OCH2CH2OH + ? + CO2
show the reaction diagram
-
6% of the activity with L-prolyl peptide substrate
-
-
?
poly(ethylene glycol)-Gly-L-Tyr-L-(2S,4S)-4-fluoroproline-Gly-OCH2CH2OH + 2-oxoglutarate + O2
poly(ethylene glycol)-Gly-L-Tyr-L-(2S)-4-oxoproline-Gly-OCH2CH2OH + ? + CO2
show the reaction diagram
-
26% of the activity with L-prolyl peptide substrate
-
-
?
poly(ethylene glycol)-Gly-L-Tyr-L-Pro-Gly-OCH2CH2OH + 2-oxoglutarate + O2
poly(ethylene glycol)-Gly-L-Tyr-L-(2S,4R)-4-hydroxy-Pro-Gly-OCH2CH2OH + succinate + CO2
show the reaction diagram
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-
-
-
?
poly(L-Pro) + 2-oxoglutarate + O2
poly(4-hydroxyproline) + succinate + CO2
show the reaction diagram
poly(L-Pro) + 2-oxoglutarate + O2
poly(trans-4-hydroxy-L-proline) + succinate + CO2
show the reaction diagram
poly(L-proline) + 2-oxoglutarate + O2
poly trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
Paramecium bursaria Chlorella virus-1
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-
-
-
?
poly(L-proline) + O2
?
show the reaction diagram
-
substrate MW is 5000 kDa
-
-
?
procollagen L-proline + 2-oxoglutarate + O2
procollagen trans-(2S,4R)-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
procollagen L-proline + 2-oxoglutarate + O2
procollagen trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
proline containing peptide + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
protocollagen + 2-oxoglutarate + O2
4-hydroxyproline containing protocollagen + succinate + CO2
show the reaction diagram
Ser-Pro-Pro-Pro-Pro-Val-Ser-Pro-Pro-Pro-Val-Ser-Pro-Pro-Pro-Pro-Val + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
-
-
?
Ser-Pro-Pro-Pro-Val-Tyr-Lys-Ser-Pro-Pro-Pro-Pro-Val-Lys-His-Tyr-Ser-Pro-Pro-Pro-Val + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
-
-
?
SPPPPVSPPPVSPPPPV + 2-oxoglutarate + O2
trans-4-hydroxy-L-proline SPPPPVSPPPVSPPPPV + succinate + CO2
show the reaction diagram
-
-
-
-
?
SPPPPVYKSPPPPVKHYSPPPV + 2-oxoglutarate + O2
trans-4-hydroxy-L-proline SPPPPVYKSPPPPVKHYSPPPV + succinate + CO2
show the reaction diagram
-
-
-
-
?
tert-butyloxycarbonyl-Gly-Val-Pro-Gly-Val-OH + 2-oxoglutarate + O2
tert-butyloxycarbonyl-Gly-Val-Hyp-Gly-Val-OH + succinate + CO2
show the reaction diagram
-
-
-
?
tert-butyloxycarbonyl-Pro-Pro-Ala-Pro-OH + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
-
-
-
?
tert-butyloxycarbonyl-Pro-Pro-Gln-Pro-OCH3 + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
-
-
-
?
tert-butyloxycarbonyl-Pro-Pro-Gly-Pro + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
-
-
-
?
tert-butyloxycarbonyl-Pro-Pro-Gly-Pro-NHCH3 + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
-
-
-
?
tert-butyloxycarbonyl-Pro-Pro-Gly-Pro-Pro-OH + 2-oxoglutarate + O2
4-hydroxyproline containing peptide + succinate + CO2
show the reaction diagram
-
-
-
?
tert-butyloxycarbonyl-Pro8 + 2-oxoglutarate + O2
4-hydroxyproline containing peptide
show the reaction diagram
tert-butyloxycarbonyl-Val-Pro-Gly-Val-OH + 2-oxoglutarate + O2
tert-butyloxycarbonyl-Val-Hyp-Gly-Val-OH + succinate + CO2
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
(Gly-Pro-Pro)10 + 2-oxoglutarate + O2
?
show the reaction diagram
Q81LZ8
-
-
-
?
Argonaute 2 + 2-oxoglutarate + O2
4-hydroxyproline-Argonaute 2 + succinate + CO2
show the reaction diagram
-
regulation of Ago 2 protein activity via substrate protein stability involving Ago Pro700 residue, the Ago protein mutant P700A is destabilized, overview
-
-
?
hypoxia-inducible factor L-proline + 2-oxoglutarate + O2
hypoxia inducible factor trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
hypoxia-inducible transcription factor + 2-oxoglutarate + O2
hypoxia-inducible transcription factor trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
procollagen L-proline + 2-oxoglutarate + O2
procollagen trans-(2S,4R)-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
-
-
-
-
?
procollagen L-proline + 2-oxoglutarate + O2
procollagen trans-4-hydroxy-L-proline + succinate + CO2
show the reaction diagram
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2-oxoglutarate
5,6-Isopropylideneascorbate
ascorbate
D-isoascorbate
additional information
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ferrous sulfate
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required for activity
Iron
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iron(IV)-oxo species in the active site
Mg2+
-
3% relative activity with respect to Fe2+
NaCl
-
-
Zinc
-
PHD2 contains a MYND zinc finger domain (Myeloid translocation protein 8, Nervy, and DEAF1) that inhibits the catalytic activity in vivo
additional information
-
EGLN3 contains a conserved iron-binding motif, of which two histidine residues, His135 and His196, are critical for its enzymatic activity
INHIBITORS
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-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
oxalglycine
-
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
-