1.14.11.29: hypoxia-inducible factor-proline dioxygenase

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

Word Map on EC 1.14.11.29

Reaction

hypoxia-inducible factor-L-proline
+
2-oxoglutarate
+
O2
=
hypoxia-inducible factor-trans-4-hydroxy-L-proline
+
succinate
+
CO2

Synonyms

EGLN, EGLN1, Egln2, EGLN3, factor inhibiting HIF, FIH, HIF hydroxylase, HIF prolyl, HIF prolyl 4-hydroxylase, HIF prolyl hydroxylase, HIF-1alpha PHD3, HIF-1alpha prolyl hydroxylase 3, HIF-alpha prolyl-hydroxylase, HIF-P4H-1, HIF-P4H-2, HIF-P4H-3, HIF-PH, Hif-prolyl hydroxylase, HIF-prolyl hydroxylase domain 2, HIF-prolyl hydroxylase-2, HPH-1, HPH-2, HPH-3, hydroxylase domain enzyme, hypoxia-inducible factor prolyl hydroxylase 2, hypoxia-inducible factor prolyl hydroxylase domain 2, PHD, PHD1, PHD2, PHD3, proline hydroxylase domain 2, prolyl 4-hydroxylase, prolyl hydroxylase, prolyl hydroxylase domain, prolyl hydroxylase domain protein, prolyl hydroxylase domain protein 2, prolyl hydroxylase-2, prolyl-4-hydroxylase 2, prolyl-4-hydroxylase domain 2

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
                1.14.11.29 hypoxia-inducible factor-proline dioxygenase

Inhibitors

Inhibitors on EC 1.14.11.29 - hypoxia-inducible factor-proline dioxygenase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(2R)-[2-[2-(5-cyano-3-hydroxypyridin-2-yl)-1,3-thiazol-4-yl]acetamido](phenyl)acetic acid
-
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(2S)-[2-[2-(5-cyano-3-hydroxypyridin-2-yl)-1,3-thiazol-4-yl]acetamido](phenyl)acetic acid
-
-
1,1',1'',1'''-(1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrayl)tetrapropan-2-ol
2,2',2'',2'''-(1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrayl)tetraacetamide
-
chelates Fe2+ in a hexacoordinative mode through four nitrogens of the macrocycle and two oxygens in side arms
2,3-dihydroxypyridine
-
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2-(2-(5-cyano-3-hydroxy-4-methylpyridin-2-yl)-5-methylthiazol-4-yl)-N-(2-(diethylamino)ethyl)acetamide
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2-(2-(5-cyano-3-hydroxy-4-methylpyridin-2-yl)-5-phenylthiazol-4-yl)-N-(2-(pyridin-2-yl)ethyl)acetamide
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2-(2-(5-cyano-3-hydroxypyridin-2-yl)-5-phenylthiazol-4-yl)-N-(2-(pyridin-2-yl)ethyl)acetamide
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2-hydroxypyridine 1-oxide
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2-[2-(5-cyano-3-hydroxy-4-methylpyridin-2-yl)-1,3-thiazol-4-yl]-N-[2-(diethylamino)ethyl]acetamide
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2-[2-(5-cyano-3-hydroxy-4-methylpyridin-2-yl)-1,3-thiazol-4-yl]-N-[2-(pyridin-2-yl)ethyl]acetamide
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2-[2-(5-cyano-3-hydroxy-4-methylpyridin-2-yl)-5-methyl-1,3-thiazol-4-yl]-N-propylacetamide
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2-[2-(5-cyano-3-hydroxy-4-methylpyridin-2-yl)-5-methyl-1,3-thiazol-4-yl]-N-[2-(pyridin-2-yl)ethyl]acetamide
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2-[2-(5-cyano-3-hydroxypyridin-2-yl)-1,3-thiazol-4-yl]-N-(2-phenylethyl)acetamide
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2-[2-(5-cyano-3-hydroxypyridin-2-yl)-1,3-thiazol-4-yl]-N-[(1R)-2-hydroxy-1-phenylethyl]acetamide
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2-[2-(5-cyano-3-hydroxypyridin-2-yl)-1,3-thiazol-4-yl]-N-[(1S)-2-hydroxy-1-phenylethyl]acetamide
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2-[2-(5-cyano-3-hydroxypyridin-2-yl)-1,3-thiazol-4-yl]-N-[2-(pyridin-2-yl)ethyl]acetamide
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2-[2-(5-cyano-3-hydroxypyridin-2-yl)-5-methyl-1,3-thiazol-4-yl]-N-[2-(pyridin-2-yl)ethyl]acetamide
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2-[2-[2-(5-cyano-3-hydroxypyridin-2-yl)-1,3-thiazol-4-yl]acetamido]-2-methylpropanoic acid
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3,3'-[(pyridin-2-ylmethyl)imino]dipropanenitrile
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noncompetitive inhibition
3,3'-[(pyridin-4-ylimino)bis(propane-3,1-diyliminomethanediyl)]diphenol
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noncompetitive inhibition
3,3'-[(pyridin-4-ylimino)bis[propane-3,1-diylnitrilo(Z)methylylidene]]diphenol
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noncompetitive inhibition
3,4-dihydroxybenzoate
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3,6,9-tris(naphthalen-1-ylmethyl)-3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1(15),11,13-triene
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coordinates Fe2+ via triad or tetrad from nitrogen atoms of the parent ring, which leaves vacant position for other ligands binding
3-carboxy-4-oxo-3,4-dihydro-1,10-phenanthroline
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3-cyano-6-methyl-2(H)-pyridinone
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3-hydroxy-1,2-dimethyl-4(1H)-pyridinone
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3-hydroxy-2-methyl-4-pyrone
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3-hydroxypyridine-2-carbonyl-glycine
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4-methylcatechol
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4-nitrocatechol
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4-tert-butylcatechol
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5-hydroxy-2-hydroxymethyl-4-pyrone
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5-hydroxy-4-oxo-4H-pyran-2-carboxylic acid
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5-hydroxy-6-[4-[2-oxo-2-(pyrrolidin-1-yl)ethyl]-1,3-thiazol-2-yl]pyridine-3-carbonitrile
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6-[5-oxo-4-(1H-1,2,3-triazol-1-yl)-2,5-dihydro-1H-pyrazol-1-yl]pyridine-3-carboxylic acid
7-[(4-chlorophenyl)[(3-hydroxypyridin-2-yl)amino]methyl]quinolin-8-ol
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AKB-6548
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BAY85-3934
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ciclopirox
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ciclopirox olamine
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cobalt chloride
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deferoxamine
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dimethyloxalylglycine
DLDLEALA-L-3,4-dehydroproline-YIPADDDFQLR
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DLDLEALA-L-4-thioproline-YIPADDDFQLR
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DLDLEALA-L-piperidine-2-carboxylic acid-YIPADDDFQLR
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DLDLEALA-L-trans-4-fluoroproline-YIPADDDFQLR
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DLDLEALA-L-trans-4-hydroxyproline-YIPADDDFQLR
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FG-0041
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FG-4497
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FKBP38
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GSK1278863
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H2O2
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poor inhibition. Prolyl hydroxylase is less sensitive to peroxide, preferential inhibition of N803-hydroxylation by FIH, EC 1.14.11.30, compared with inhibition of P402/P564 hydroxylation by PHDs
JNJ1935
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a prolyl-hydroxylase selective inhibitor. Low concentrations of JNJ1935 selectively inhibit PHDs, whereas higher concentrations inhibit all hydroxylases, including FIH, EC 1.14.11.30, in vitro and in vivo inhibition
L-mimosine
-
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Mn2+
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Morg-1
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N,N-dimethyl-5-[3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1(15),11,13-trien-6-ylsulfonyl]naphthalen-1-amine
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coordinates Fe2+ via triad or tetrad from nitrogen atoms of the parent ring, which leaves vacant position for other ligands binding
N-((3,4-dimethoxyphenyl)(8-hydroxyquinolin-7-yl)methyl)-2-phenylacetamide
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N-((3-hydroxy-6-chloroquinolin-2-yl)carbonyl)glycine
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N-(methoxyoxoacetyl)-glycine methyl ester
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a pan-hydroxylase inhibitor, in vitro and in vivo inhibition
N-benzyl-2-[2-(3-hydroxypyridin-2-yl)-1,3-thiazol-4-yl]acetamide
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N-benzyl-2-[2-(5-cyano-3-hydroxypyridin-2-yl)-1,3-thiazol-4-yl]acetamide
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N-oxalyl-(2S)-alanine
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competed by 2-oxoglutarate, no inhibition by the enantiomer N-oxalyl-(2R)-alanine
N-oxalylglycine
oxalylglycine
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oxygen
the transiently overexpressed HPH-1 enzyme is inhibited by a low-oxygen environment
PN-3602
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Pyridine-2,4-dicarboxylate
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tert-butyl 6-(5-oxo-4-(1H-1,2,3-triazol-1-yl)-2,5-dihydro-1H-pyrazol-1-yl)nicotinate
TM6008
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TM6089
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Zn2+
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[(1-benzyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carbonyl)amino]acetic acid
[(1-chloro-4-hydroxyisoquinoline-3-carbonyl)amino]acetic acid
[(2E)-3-hydroxy-2-({[(naphthalen-2-yl)methanesulfonyl]acetyl}imino)-2,3-dihydro-1,3-thiazol-4-yl]acetic acid
[(4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carbonyl)amino]acetic acid
[2-(3-hydroxypyridin-2-yl)-1,3-thiazol-4-yl]acetic acid
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[2-(3-hydroxypyridin-2-yl)-6-oxo-1,6-dihydropyrimidin-5-yl]acetic acid
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[2-(5-cyano-3-hydroxypyridin-2-yl)-1,3-thiazol-4-yl]acetic acid
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[2-(5-cyano-3-hydroxypyridin-2-yl)-6-oxo-1,6-dihydropyrimidin-5-yl]acetic acid
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[2-[2-(5-cyano-3-hydroxypyridin-2-yl)-1,3-thiazol-4-yl]acetamido]acetic acid
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additional information
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