1.14.11.30: hypoxia-inducible factor-asparagine dioxygenase
This is an abbreviated version!
For detailed information about hypoxia-inducible factor-asparagine dioxygenase, go to the full flat file.
Word Map on EC 1.14.11.30
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1.14.11.30
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prolyl
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hydroxylases
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transactivation
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oxygen-dependent
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ankyrin
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normoxia
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hippel-lindau
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oxygen-sensing
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hif-alpha
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prolyl-hydroxylase
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fih-mediated
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2og-dependent
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hypoxia-sensitive
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dimethyloxalylglycine
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2-oxoglutarate-dependent
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medicine
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drug development
- 1.14.11.30
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prolyl
- hydroxylases
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transactivation
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oxygen-dependent
- ankyrin
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normoxia
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hippel-lindau
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oxygen-sensing
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hif-alpha
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prolyl-hydroxylase
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fih-mediated
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2og-dependent
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hypoxia-sensitive
- dimethyloxalylglycine
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2-oxoglutarate-dependent
- medicine
- drug development
Reaction
Synonyms
asparaginyl hydroxylase, asparaginyl-hydroxylase, factor inhibiting HIF, factor inhibiting HIF-1, factor inhibiting hypoxia inducible factor-1alpha, factor-inhibiting HIF, factor-inhibiting hypoxia inducible factor, factor-inhibiting hypoxia-inducible factor, FIH, FIH hydroxylase, HIF asparagine hydroxylase, HIF asparaginyl hydroxylase, HIF hydroxylase, HIF1AN, hypoxia-inducible factor 1-alpha inhibitor, hypoxia-inducible factor asparagine hydroxylase
ECTree
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Substrates Products
Substrates Products on EC 1.14.11.30 - hypoxia-inducible factor-asparagine dioxygenase
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REACTION DIAGRAM
DESGLPQLTSYDAEVNAPIQGSRNLLQGEELLRALDQVN + 2-oxoglutarate + O2
DESGLPQLTSYDAEV-(3S)-3-hydroxy-L-asparaginyl-APIQGSRNLLQGEELLRALDQVN + succinate + CO2
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DESGLPQLTSYDCEVNAPI + 2-oxoglutarate + O2
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hypoxia-inducible factor-1alpha peptide 788-806. 9% of the activity obtained with the 35-amino-acid HIF-1alpha peptide DES35 (DESGLPQLTSYDCEVNAPIQGSRNLLQGEELLRAL)
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DESGLPQLTSYDCEVNAPIQGSR + 2-oxoglutarate + O2
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hypoxia-inducible factor-1alpha peptide 788-810. 15% of the activity obtained with the 35-amino-acid HIF-1alpha peptide DES35 (DESGLPQLTSYDCEVNAPIQGSRNLLQGEELLRAL)
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DESGLPQLTSYDCEVNAPIQGSRNLLQ + 2-oxoglutarate + O2
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hypoxia-inducible factor-1alpha peptide 788-814. 37% of the activity obtained with the 35-amino-acid HIF-1alpha peptide DES35 (DESGLPQLTSYDCEVNAPIQGSRNLLQGEELLRAL)
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DESGLPQLTSYDCEVNAPIQGSRNLLQGEEL + 2-oxoglutarate + O2
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hypoxia-inducible factor-1alpha peptide 788-818. 26% of the activity obtained with the 35-amino-acid HIF-1alpha peptide DES35 (DESGLPQLTSYDCEVNAPIQGSRNLLQGEELLRAL)
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DESGLPQLTSYDCEVNAPIQGSRNLLQGEELLRAL + 2-oxoglutarate + O2
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hypoxia-inducible factor-1alpha peptide 788-822
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ESYLLPELTRYDCEVNVPVLGSSTLLQGGDLLRAL + 2-oxoglutarate + O2
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hypoxia-inducible factor-2alpha peptide 832-857. 7% of the activity obtained with the 35-amino-acid HIF-1alpha peptide DES35 (DESGLPQLTSYDCEVNAPIQGSRNLLQGEELLRAL)
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hypoxia-inducible factor-L-asparagine + 2-oxoglutarate + O2
hypoxia-inducible factor-(3S)-3-hydroxy-L-asparagine + succinate + CO2
hypoxia-inducible factor-L-asparagine peptide + 2-oxoglutarate + O2
hypoxia-inducible factor-(3S)-3-hydroxy-L-asparagine peptide + succinate + CO2
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39-residue peptide corresponding to HIF-1alpha788-826 mutant C800A
hydroxylation at Asn803
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hypoxia-inducible factor1alpha C-terminal oxygen dependent degradation domain-L-proline + 2-oxoglutarate + O2
hypoxia-inducible factor1alpha C-terminal oxygen dependent degradation domain-trans-4-hydroxy-L-proline + succinate + CO2
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hypoxia-inducible factor1alpha N-terminal oxygen dependent degradation domain-L-proline + 2-oxoglutarate + O2
hypoxia-inducible factor1alpha N-terminal oxygen dependent degradation domain-trans-4-hydroxy-L-proline + succinate + CO2
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hypoxia-inducible factor2alpha C-terminal oxygen dependent degradation domain-L-proline + 2-oxoglutarate + O2
hypoxia-inducible factor2alpha C-terminal oxygen dependent degradation domain-trans-4-hydroxy-L-proline + succinate + CO2
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hypoxia-inducible factor2alpha N-terminal oxygen dependent degradation domain-L-proline + 2-oxoglutarate + O2
hypoxia-inducible factor2alpha N-terminal oxygen dependent degradation domain-trans-4-hydroxy-L-proline + succinate + CO2
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LTRYDCEVNVPVLGSSTLL + O2
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hypoxia-inducible factor-2alpha peptide 839-866. 1% of the activity obtained with the 35-amino-acid HIF-1alpha peptide DES35 (DESGLPQLTSYDCEVNAPIQGSRNLLQGEELLRAL)
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LTSYDCEVNAPIQGSRNLL + 2-oxoglutarate + O2
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hypoxia-inducible factor-1alpha peptide 795-813. 4% of the activity obtained with the 35-amino-acid HIF-1alpha peptide DES35 (DESGLPQLTSYDCEVNAPIQGSRNLLQGEELLRAL)
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rabankyrin-5 + 2-oxoglutarate + O2
trihydroxy-rabankyrin-5 + succinate + CO2
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hydroxylation at N316, N485 and N649
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additional information
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the subtrate contains a C-terminal and a N-terminal oxygen-dependent degradation domain, as well as a C-terminal transactivation domain
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hypoxia-inducible factor-(3S)-3-hydroxy-L-asparagine + succinate + CO2
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hypoxia-inducible factor-L-asparagine + 2-oxoglutarate + O2
hypoxia-inducible factor-(3S)-3-hydroxy-L-asparagine + succinate + CO2
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activity of the hypoxia-inducible factor (HIF) complex is controlled by oxygen-dependent hydroxylation of prolyl and asparaginyl residues. Hydroxylation of specific prolyl residues by 2-oxoglutarate-dependent oxygenases mediates ubiquitinylation and proteasomal destruction of HIF-alpha. Hydroxylation of an asparagine residue (ASn803) in the C-terminal transactivation domain of HIF-alpha abrogates interaction with p300, preventing transcriptional activation
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hypoxia-inducible factor-L-asparagine + 2-oxoglutarate + O2
hypoxia-inducible factor-(3S)-3-hydroxy-L-asparagine + succinate + CO2
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the activity of hypoxia-inducible transcription factor HIF, an alphabeta heterodimer that has an essential role in adaptation to low oxygen availability, is regulated by two oxygen-dependent hydroxylation events. Hydroxylation of specific proline residues by HIF prolyl 4-hydroxylases targets the HIF-alpha subunit for proteasomal destruction, whereas hydroxylation of an asparagine in the C-terminal transactivation domain prevents its interaction with the transcriptional coactivator p300
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hypoxia-inducible factor-L-asparagine + 2-oxoglutarate + O2
hypoxia-inducible factor-(3S)-3-hydroxy-L-asparagine + succinate + CO2
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the enzyme requires particularly long peptide substrates, so that omission of only a few residues from the N or C terminus of a 35-residue HIF-1alpha sequence markedly reduces its substrate activity. Hydroxylation of two HIF-2alpha peptides is far less efficient than that of the corresponding HIF-1alpha peptides
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hypoxia-inducible factor-L-asparagine + 2-oxoglutarate + O2
hypoxia-inducible factor-(3S)-3-hydroxy-L-asparagine + succinate + CO2
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the oxygen in the alcohol of the hydroxyasparagine residue is directly derived from dioxygen
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hypoxia-inducible factor-L-asparagine + 2-oxoglutarate + O2
hypoxia-inducible factor-(3S)-3-hydroxy-L-asparagine + succinate + CO2
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FIH hydroxylates Asn803 of HIF-1alpha
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hypoxia-inducible factor-L-asparagine + 2-oxoglutarate + O2
hypoxia-inducible factor-(3S)-3-hydroxy-L-asparagine + succinate + CO2
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FIH hydroxylates at the asparaginyl residue in the FIH transcriptional activation domain C-TAD
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hypoxia-inducible factor-L-asparagine + 2-oxoglutarate + O2
hypoxia-inducible factor-(3S)-3-hydroxy-L-asparagine + succinate + CO2
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HIF-1alpha
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hypoxia-inducible factor-L-asparagine + 2-oxoglutarate + O2
hypoxia-inducible factor-(3S)-3-hydroxy-L-asparagine + succinate + CO2
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HIF1alpha substrate domain structure, overview. Usage of recombinantly expressed HIFalpha proteins spanning the CODDD region, His6-GB1-TEV-HIF1alpha-(498-603) or His6-GB1-TEV-HIF2alpha-(467-575). The enzyme hydroxylates Asn803 of HIF1alpha and Asn847 of HIF2alpha
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hypoxia-inducible factor-L-asparagine + 2-oxoglutarate + O2
hypoxia-inducible factor-(3S)-3-hydroxy-L-asparagine + succinate + CO2
hydroxylation at Asn803
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hypoxia-inducible factor-1alpha peptide 775-826. 120% of the activity obtained with the 35-amino-acid HIF-1alpha peptide DES35 (DESGLPQLTSYDCEVNAPIQGSRNLLQGEELLRAL)
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PSDLACRLLGQSMDESGLPQLTSYDCEVNAPIQGSRNLLQGEELLRALDQVN + 2-oxoglutarate + O2
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hypoxia-inducible factor-1alpha peptide 775-826. Mutation of Asn803 in GST-HIF-1alpha-(775826) to alanine, glutamine or glutamate abolishes activity, while an Asp803 mutant still supports some 2-oxoglutarate turnover, at a maximum of 7% of the analogous Asn-803 substrate
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