BRENDA - Enzyme Database show
show all sequences of 1.14.11.1

Ejection of structural zinc leads to inhibition of gamma-butyrobetaine hydroxylase

Rydzik, A.M.; Brem, J.; Struwe, W.B.; Kochan, G.T.; Benesch, J.L.; Schofield, C.J.; Bioorg. Med. Chem. Lett. 24, 4954-4957 (2014)

Data extracted from this reference:

Application
Application
Commentary
Organism
medicine
inhibition of BBOX is reported to aid in recovery after acute stroke
Homo sapiens
Inhibitors
Inhibitors
Commentary
Organism
Structure
benzeneselenenic acid
-
Homo sapiens
benzeneselenenyl bromide
-
Homo sapiens
benzeneselenenyl chloride
-
Homo sapiens
benzeneseleninic acid
-
Homo sapiens
diphenyldiselane
-
Homo sapiens
ebselen
a relatively potent BBOX inhibitor and a Zn(II) ejector
Homo sapiens
N-oxalylglycine
a 2-oxoglutarate mimic
Homo sapiens
N-[(1-chloro-4-hydroxy-3-isoquinolinyl)carbonyl]-glycine
; i.e. FG-2216, BIQ, or IOX3, an isoquinoline derivative, that inhibits BBOX and other 2-oxoglutarate dependent oxygenases through chelating active site Fe(II) and interacting with specific active site residues. Time course of Zn(II) ejection from BBOX by the inhibitors
Homo sapiens
thiram
-
Homo sapiens
Metals/Ions
Metals/Ions
Commentary
Organism
Structure
Fe2+
dependent on, required for catalysis, bound to the active site
Homo sapiens
Zn2+
dependent on, ejection of structural zinc, e.g. by Selenium and sulfur based compounds, leads to inhibition of the enzyme, an undisrupted N-terminal zinc binding domain of BBOX is required for catalysis
Homo sapiens
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
4-trimethylammoniobutanoate + 2-oxoglutarate + O2
Homo sapiens
-
3-hydroxy-4-trimethylammoniobutanoate + succinate + CO2
-
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Homo sapiens
O75936
-
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
4-trimethylammoniobutanoate + 2-oxoglutarate + O2
-
744503
Homo sapiens
3-hydroxy-4-trimethylammoniobutanoate + succinate + CO2
-
-
-
?
Subunits
Subunits
Commentary
Organism
homodimer
BBOX is a homodimer comprising of catalytic domain where Fe(II) and substrates bind and zinc binding domain
Homo sapiens
Temperature Optimum [C]
Temperature Optimum [C]
Temperature Optimum Maximum [C]
Commentary
Organism
22
-
assay at room temperature
Homo sapiens
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7
-
assay at
Homo sapiens
IC50 Value
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.00083
-
pH 7.0, 22C, 20 min
Homo sapiens
ebselen
0.0029
-
pH 7.0, 22C, 20 min
Homo sapiens
benzeneselenenyl chloride
0.003
-
pH 7.0, 22C, 20 min
Homo sapiens
benzeneselenenyl bromide
0.0047
-
pH 7.0, 22C, 20 min
Homo sapiens
benzeneseleninic acid
0.0079
-
pH 7.0, 22C, 20 min
Homo sapiens
thiram
0.019
-
pH 7.0, 22C, 20 min
Homo sapiens
benzeneselenenic acid
0.032
-
pH 7.0, 22C, 20 min
Homo sapiens
N-[(1-chloro-4-hydroxy-3-isoquinolinyl)carbonyl]-glycine
0.042
-
pH 7.0, 22C, 20 min
Homo sapiens
diphenyldiselane
Application (protein specific)
Application
Commentary
Organism
medicine
inhibition of BBOX is reported to aid in recovery after acute stroke
Homo sapiens
IC50 Value (protein specific)
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.00083
-
pH 7.0, 22C, 20 min
Homo sapiens
ebselen
0.0029
-
pH 7.0, 22C, 20 min
Homo sapiens
benzeneselenenyl chloride
0.003
-
pH 7.0, 22C, 20 min
Homo sapiens
benzeneselenenyl bromide
0.0047
-
pH 7.0, 22C, 20 min
Homo sapiens
benzeneseleninic acid
0.0079
-
pH 7.0, 22C, 20 min
Homo sapiens
thiram
0.019
-
pH 7.0, 22C, 20 min
Homo sapiens
benzeneselenenic acid
0.032
-
pH 7.0, 22C, 20 min
Homo sapiens
N-[(1-chloro-4-hydroxy-3-isoquinolinyl)carbonyl]-glycine
0.042
-
pH 7.0, 22C, 20 min
Homo sapiens
diphenyldiselane
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
benzeneselenenic acid
-
Homo sapiens
benzeneselenenyl bromide
-
Homo sapiens
benzeneselenenyl chloride
-
Homo sapiens
benzeneseleninic acid
-
Homo sapiens
diphenyldiselane
-
Homo sapiens
ebselen
a relatively potent BBOX inhibitor and a Zn(II) ejector
Homo sapiens
N-oxalylglycine
a 2-oxoglutarate mimic
Homo sapiens
N-[(1-chloro-4-hydroxy-3-isoquinolinyl)carbonyl]-glycine
; i.e. FG-2216, BIQ, or IOX3, an isoquinoline derivative, that inhibits BBOX and other 2-oxoglutarate dependent oxygenases through chelating active site Fe(II) and interacting with specific active site residues. Time course of Zn(II) ejection from BBOX by the inhibitors
Homo sapiens
thiram
-
Homo sapiens
Metals/Ions (protein specific)
Metals/Ions
Commentary
Organism
Structure
Fe2+
dependent on, required for catalysis, bound to the active site
Homo sapiens
Zn2+
dependent on, ejection of structural zinc, e.g. by Selenium and sulfur based compounds, leads to inhibition of the enzyme, an undisrupted N-terminal zinc binding domain of BBOX is required for catalysis
Homo sapiens
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
4-trimethylammoniobutanoate + 2-oxoglutarate + O2
Homo sapiens
-
3-hydroxy-4-trimethylammoniobutanoate + succinate + CO2
-
-
?
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
4-trimethylammoniobutanoate + 2-oxoglutarate + O2
-
744503
Homo sapiens
3-hydroxy-4-trimethylammoniobutanoate + succinate + CO2
-
-
-
?
Subunits (protein specific)
Subunits
Commentary
Organism
homodimer
BBOX is a homodimer comprising of catalytic domain where Fe(II) and substrates bind and zinc binding domain
Homo sapiens
Temperature Optimum [C] (protein specific)
Temperature Optimum [C]
Temperature Optimum Maximum [C]
Commentary
Organism
22
-
assay at room temperature
Homo sapiens
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7
-
assay at
Homo sapiens
General Information
General Information
Commentary
Organism
evolution
the enzyme belongs to the 2-oxoglutarate/Fe(II) dependent oxygenase family
Homo sapiens
metabolism
the enzyme catalyses the second, essential step of carnitine biosynthesis
Homo sapiens
General Information (protein specific)
General Information
Commentary
Organism
evolution
the enzyme belongs to the 2-oxoglutarate/Fe(II) dependent oxygenase family
Homo sapiens
metabolism
the enzyme catalyses the second, essential step of carnitine biosynthesis
Homo sapiens
Other publictions for EC 1.14.11.1
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [C]
Temperature Range [C]
Temperature Stability [C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [C] (protein specific)
Temperature Range [C] (protein specific)
Temperature Stability [C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
744717
Kamps
Cation-Pi interactions contri ...
Pseudomonas sp., Pseudomonas sp. AK-1
Chemistry
22
1270-1276
2016
1
-
1
-
-
-
9
4
-
1
-
2
-
3
-
-
1
-
-
-
-
-
13
-
1
-
-
3
1
-
-
-
-
-
-
1
-
1
-
-
-
-
-
9
-
4
-
1
-
2
-
-
-
1
-
-
-
-
13
-
1
-
-
3
1
-
-
-
-
2
2
-
-
-
745684
Khan
-
Development and application o ...
Homo sapiens
MedChemComm
7
873-880
2016
1
1
-
-
-
-
3
-
-
1
-
1
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
-
-
-
-
-
2
1
1
-
-
-
-
-
2
3
-
-
-
1
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
-
-
-
-
2
2
-
-
-
744503
Rydzik
Ejection of structural zinc l ...
Homo sapiens
Bioorg. Med. Chem. Lett.
24
4954-4957
2014
-
1
-
-
-
-
9
-
-
2
-
1
-
1
-
-
-
-
-
-
-
-
1
1
1
-
-
-
1
-
-
-
-
-
8
-
1
-
-
-
-
-
8
9
-
-
-
2
-
1
-
-
-
-
-
-
-
-
1
1
1
-
-
-
1
-
-
-
-
2
2
-
-
-
744690
Rydzik
Modulating carnitine levels b ...
Homo sapiens
Chem. Sci.
5
1765-1771
2014
-
-
-
1
-
-
16
-
-
1
-
1
-
1
-
-
-
-
-
-
-
-
2
1
-
-
-
-
-
-
-
-
-
-
13
-
-
-
-
1
-
-
13
16
-
-
-
1
-
1
-
-
-
-
-
-
-
-
2
1
-
-
-
-
-
-
-
-
-
3
3
-
-
-
745521
Tars
Targeting carnitine biosynthe ...
Homo sapiens
J. Med. Chem.
57
2213-2236
2014
1
-
1
1
-
-
54
-
-
1
-
1
-
1
-
-
1
-
-
-
-
-
1
-
1
-
-
-
1
-
-
-
1
-
51
1
-
1
-
1
-
-
51
54
1
-
-
1
-
1
-
-
-
1
-
-
-
-
1
-
1
-
-
-
1
-
-
-
-
1
1
-
-
-
745953
Rydzik
Comparison of the substrate s ...
Homo sapiens, Pseudomonas sp., Pseudomonas sp. AK-1
Org. Biomol. Chem.
12
6354-6358
2014
1
1
2
1
-
-
8
11
-
3
-
3
-
4
-
-
2
-
-
-
-
-
24
2
-
-
-
8
2
-
-
-
4
-
-
1
1
2
-
1
-
-
-
8
4
11
-
3
-
3
-
-
-
2
-
-
-
-
24
2
-
-
-
8
2
-
-
-
-
5
5
-
-
-
727308
Rydzik
Development and application of ...
Homo sapiens
ChemBioChem
13
1559-1563
2012
-
1
1
-
-
-
2
6
-
-
-
-
-
1
-
-
-
-
-
-
-
-
4
-
1
-
-
6
1
-
-
-
-
-
2
-
1
1
-
-
-
-
2
2
-
6
-
-
-
-
-
-
-
-
-
-
-
-
4
-
1
-
-
6
1
-
-
-
-
-
-
-
-
-
711108
Tars
Crystal structure of human gam ...
Homo sapiens
Biochem. Biophys. Res. Commun.
398
634-639
2010
-
-
1
1
-
-
2
1
-
2
-
1
-
2
-
-
1
-
-
-
-
-
2
1
1
-
-
-
1
-
-
-
-
-
1
-
-
1
-
1
-
-
1
2
-
1
-
2
-
1
-
-
-
1
-
-
-
-
2
1
1
-
-
-
1
-
-
-
-
2
2
-
-
-
695482
Fujita
Hepatic uptake of gamma-butyro ...
Rattus norvegicus
Am. J. Physiol. Gastrointest. Liver Physiol.
297
G681-G686
2009
-
-
1
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
1
-
-
-
-
-
-
-
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-
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-
-
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-
-
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1
-
-
-
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-
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-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
697453
Fischer
Activities of gamma-butyrobeta ...
Sus scrofa
Comp. Biochem. Physiol. A
153
324-331
2009
-
-
-
-
-
-
-
-
-
-
-
-
-
4
-
-
-
-
-
14
3
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
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-
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-
-
-
-
-
-
14
3
-
1
-
-
-
-
-
-
-
-
-
2
-
-
2
-
-
699163
Hirche
Determination of carnitine, it ...
Sus scrofa
J. Chromatogr. B
877
2158-2162
2009
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
9
6
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-
9
6
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
699966
Garcia-Delgado
Ontogeny of Na(+)/L-carnitine ...
Rattus norvegicus
Mech. Ageing Dev.
130
227-233
2009
-
-
-
-
-
-
-
-
-
-
-
1
-
2
-
-
-
-
-
5
1
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1
-
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-
-
-
-
-
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-
-
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-
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1
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-
5
1
-
1
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
686566
Ringseis
Clofibrate treatment up-regula ...
Sus scrofa
Eur. J. Pharmacol.
583
11-17
2008
-
1
-
-
-
-
1
-
-
-
-
-
-
4
-
-
-
-
-
1
-
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-
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-
-
-
-
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-
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-
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1
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1
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1
-
-
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-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
685321
van Vlies
PPARalpha-activation results i ...
Mus musculus
Biochim. Biophys. Acta
1767
1134-1142
2007
-
1
-
-
-
-
-
-
-
-
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1
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3
-
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1
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1
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1
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-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
671302
van Vlies
Measurement of carnitine biosy ...
Mus musculus
Anal. Biochem.
354
132-139
2006
-
-
-
-
-
-
1
2
-
1
-
-
-
1
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
-
-
1
-
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-
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1
-
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-
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1
-
2
-
1
-
-
-
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-
-
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1
-
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1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
672375
Rigault
Genomic structure, alternative ...
Homo sapiens
Biochim. Biophys. Acta
1761
1469-1481
2006
-
-
-
-
-
-
-
-
-
-
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2
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3
-
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-
-
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-
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
675561
Davis
Carnitine deficiency and suppl ...
Rattus norvegicus
J. Nutr.
135
761-764
2005
-
-
-
-
-
-
-
-
-
-
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-
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2
-
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-
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2
-
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2
-
-
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-
-
-
-
-
-
-
-
-
-
-
-
-
-
675785
Debreceni
Effect of aromatic ring-contai ...
Rattus norvegicus
Metab. Clin. Exp.
54
1582-1586
2005
-
-
-
-
-
-
1
-
-
-
-
-
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2
-
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-
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1
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1
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