1.14.11.8: trimethyllysine dioxygenase

This is an abbreviated version!
For detailed information about trimethyllysine dioxygenase, go to the full flat file.

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Synonyms

6-N-trimethyllysine dioxygenase, epsilon-N-trimethyllysine hydroxylase, epsilon-trimethyllysine 2-oxoglutarate dioxygenase, eta-N-trimethyllysine hydroxylase, Nepsilon-trimethyllysine hydroxylase, oxygenase, trimethyllysine di-, TML dioxygenase, TML hydroxylase, TML-alpha-ketoglutarate dioxygenase, TMLD, TMLH, TMLH-a, TMLH-b, trimethyllysine alpha-ketoglutarate dioxygenase, trimethyllysine hydroxylase

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

                1.14.11.8 trimethyllysine dioxygenase

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Results	in table
9	Activating Compound
1739	AA Sequence
1	CAS Registry Number
7	Cloned(Commentary)
6	Cofactor
1	Expression
14	General Information
14	Inhibitors
18	KM Value [mM]
13	Localization
17	Metals/Ions
5	Molecular Weight [Da]
11	Natural Substrates/ Products (Substrates)
22	Organism
5	Pathway
7	pH Optimum
1	Posttranslational Modification
8	Protein Variants
5	Purification (Commentary)
1	Reaction
1	Reaction Type
22	Reference
32	Source Tissue
2	Specific Activity [micromol/min/mg]
2	Storage Stability
34	Substrates and Products (Substrate)
3	Subunits
42	Synonyms
1	Systematic Name
5	Temperature Optimum [°C]
1	Temperature Stability [°C]

Substrates Products

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Substrates Products on EC 1.14.11.8 - trimethyllysine dioxygenase

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SUBSTRATE

PRODUCT                       

REACTION DIAGRAM

ORGANISM

UNIPROT

COMMENTARY
(Substrate)

LITERATURE
(Substrate)

COMMENTARY
(Product)

LITERATURE
(Product)

Reversibility
r=reversible
ir=irreversible
?=not specified

N5,N5,N5-trimethyl-L-ornithine + 2-oxoglutarate + O2

(3S)-3-hydroxy-N5,N5,N5-trimethyl-L-ornithine + succinate + CO2

Homo sapiens

Q9NVH6

-

744678

-

-

?

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

(3S)-3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

6 entries

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

14 entries

N6,N6-dimethyl-N6-ethyl-L-lysine + 2-oxoglutarate + O2

(3S)-3-hydroxy-N6,N6-dimethyl-N6-ethyl-L-lysine + succinate + CO2

Homo sapiens

Q9NVH6

-

744678

-

-

?

N6,N6-dimethyl-N6-isopropyl-L-lysine + 2-oxoglutarate + O2

(3S)-3-hydroxy-N6,N6-dimethyl-N6-isopropyl-L-lysine + succinate + CO2

Homo sapiens

Q9NVH6

-

744678

-

-

?

N6,N6-dimethyl-N6-propyl-L-lysine + 2-oxoglutarate + O2

(3S)-3-hydroxy-N6,N6-dimethyl-N6-propyl-L-lysine + succinate + CO2

Homo sapiens

Q9NVH6

-

744678

-

-

?

N6-fluoromethyl-N6,N6-dimethyl-L-lysine + 2-oxoglutarate + O2

(3S)-3-hydroxy-N6-fluoromethyl-N6,N6-dimethyl-L-lysine + succinate + CO2

Homo sapiens

Q9NVH6

Nepsilon-trimethyllysine analogue that contains the fluoromethyl group can be used as a 1H and 19F NMR probe for studies on TMLH catalysis

745958

-

-

?

N7,N7,N7-trimethyl-L-alpha-homolysine + 2-oxoglutarate + O2

(3S)-3-hydroxy-N7,N7,N7-trimethyl-L-alpha-homolysine + succinate + CO2

Homo sapiens

Q9NVH6

-

744678

-

-

?

additional information

?

-

5 entries

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

(3S)-3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

Homo sapiens

Q9NVH6

-

744678, 744681, 745958, 745961

-

-

?

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

(3S)-3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

Homo sapiens

-

-

745961

-

-

?

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

(3S)-3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

Homo sapiens

Q9NVH6

-

746366, 764104

-

-

?

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

(3S)-3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

Homo sapiens

-

-

764104

-

-

?

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

(3S)-3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

Homo sapiens

Q9NVH6

the enzymatic hydroxylation occurs at the C-3 site of (2S)-Nepsilon-trimethyllysine substrate. Comparative NMR spectroscopic studies (with two enantiopure synthetic standards that possess 3R and 3S stereochemistry) on the enzymatically produced (2S)-3-hydroxy-Nepsilon-trimethyllysine reveal that TMLH exclusively catalyzes the formation of (3S)-3-hydroxy-Nepsilon-trimethyl-L-lysine, not forming any (3R)-3-hydroxy-Nepsilon-trimethyl-L-lysine diastereoisomer

745961

-

-

?

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

(3S)-3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

Homo sapiens

Q9NVH6

recognition sites that contribute to the enzymatic activity of the enzyme (TMLH): the Fe(II)-binding H242-D244-H389 residues, R391-R398 involved in 2-oxoglutarate-binding, and several residues (D231, N334, and the aromatic cage comprised of W221, Y217 and Y234) associated with binding of (2S)-Nepsilon-trimethyllysine

764104

-

-

?

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

Bos taurus

-

N6,N6, N6-trimethyl-L-lysine is epsilon-N-trimethyl-L-lysine

7020

-

-

?

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

Homo sapiens

-

-

675029

-

-

?

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

Homo sapiens

Q9NVH6

-

652164

-

652164

?

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

Mus musculus

-

-

671302, 675029

-

-

?

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

Mus musculus

Q91ZE0

-

691166

-

-

?

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

Neurospora crassa

-

-

651370

-

651370

?

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

Neurospora crassa

-

N6,N6, N6-trimethyl-L-lysine is epsilon-N-trimethyl-L-lysine

7022

-

-

?

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

Rattus norvegicus

-

-

671302, 675561

-

-

?

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

Rattus norvegicus

Q91ZW6

-

652164

-

652164

?

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

Rattus norvegicus

-

N6,N6, N6-trimethyl-L-lysine is epsilon-N-trimethyl-L-lysine

7019

-

7019

?

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

Rattus norvegicus

-

N6,N6, N6-trimethyl-L-lysine is epsilon-N-trimethyl-L-lysine

7021

-

-

?

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

Rattus norvegicus

-

carnitine biosynthesis

7019

-

-

?

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

Rattus norvegicus

Q91ZW6

first enzyme of the L-carnitine biosynthesis

652164

-

652164

?

N6,N6,N6-trimethyl-L-lysine + 2-oxoglutarate + O2

3-hydroxy-N6,N6,N6-trimethyl-L-lysine + succinate + CO2

Sus scrofa

-

-

697027

-

-

?

additional information

?

-

Homo sapiens

Q9NVH6

determination of the (2S,3S)-3-hydroxy-N6,N6,N6-trimethyl-L-lysine and N6,N6,N6-trimethyl-L-lysine is performed by ultraperformance liquid chromatography–tandem mass spectrometry (UPLC/MS/MS) in positive ion electrospray mode

746366

-

-

?

additional information

?

-

Homo sapiens

Q9NVH6

NMR spectrosopic structure analysis of substrates and products

745958

-

-

?

additional information

?

-

Homo sapiens

Q9NVH6

NMR spectrosopic structure analysis of substrates and products, substrate specificity, overview. No or poor activity with dimethyllysine, methyllysine, lysine, D-trimethyllysine, 5-trimethylamino-1-aminopentane, trimethyllysine, 6-trimethylaminohexanoic acid, hexamethyllysine, N-acetyltrimethyllysine, trimethyldiaminobutyric acid, triethyllysine, symmetric and asymmetric dimethylarginines, mildronate, and gamma-butyrobetaine, structure-activity relationship study

744678

-

-

?

additional information

?

-

Homo sapiens

-

NMR spectrosopic structure analysis of substrates and products, substrate specificity, overview. No or poor activity with dimethyllysine, methyllysine, lysine, D-trimethyllysine, 5-trimethylamino-1-aminopentane, trimethyllysine, 6-trimethylaminohexanoic acid, hexamethyllysine, N-acetyltrimethyllysine, trimethyldiaminobutyric acid, triethyllysine, symmetric and asymmetric dimethylarginines, mildronate, and gamma-butyrobetaine, structure-activity relationship study

744678

-

-

?

additional information

?

-

Rattus norvegicus

-

enzyme is localized to the mitochondrial matrix, product formation is limited by 6-N-trimethyllysine transport across the mitochondrial inner membrane

686678

-

-

?