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Literature summary for 2.5.1.122 extracted from

  • Fan, A.; Chen, H.; Wu, R.; Xu, H.; Li, S.M.
    A new member of the DMATS superfamily from Aspergillus niger catalyzes prenylations of both tyrosine and tryptophan derivatives (2014), Appl. Microbiol. Biotechnol., 98, 10119-10129.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
gene An13g01840, DNA and amino acid sequence determination and analysis, overexpression of His6-tagged enzyme in Escherichia coli strain SoluBL21, subcloning in Escherichia coli strain XL1 BlueMRF' Aspergillus niger

Inhibitors

Inhibitors Comment Organism Structure
Cu2+ strong inhibition Aspergillus niger
Zn2+ slight inhibition Aspergillus niger

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.19
-
L-tryptophan at pH 7.5 and 37°C Aspergillus niger
0.19
-
3,4-dihydroxy-L-phenylalanine at pH 7.5 and 37°C Aspergillus niger
0.22
-
D-tyrosine at pH 7.5 and 37°C Aspergillus niger
0.24
-
L-tyrosine pH 7.5, 37°C Aspergillus niger
0.24
-
L-tyrosine at pH 7.5 and 37°C Aspergillus niger
0.25
-
4-methyl-DL-tryptophan at pH 7.5 and 37°C Aspergillus niger
0.29
-
3-iodo-L-tyrosine at pH 7.5 and 37°C Aspergillus niger
0.42
-
alpha-methyl-L-tyrosine at pH 7.5 and 37°C Aspergillus niger
0.69
-
4-methyl-DL-tryptophan at pH 7.5 and 37°C Aspergillus niger
0.71
-
dimethylallyl diphosphate pH 7.5, 37°C Aspergillus niger
0.71
-
dimethylallyl diphosphate with 3-iodo-L-tyrosine as cosubstrate, at pH 7.5 and 37°C Aspergillus niger

Metals/Ions

Metals/Ions Comment Organism Structure
Ca2+ activates Aspergillus niger
Mg2+ activates Aspergillus niger
additional information addition of K+, Na+, Mg2+, Mn2+, Co2+, or EDTA to the reaction mixture does not change the enzyme activity significantly Aspergillus niger
additional information no significant effects on enzyme activity by K+, Na+, Mg2+, Mn2+, Co2+, or EDTA Aspergillus niger

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
52700
-
-
Aspergillus niger
52700
-
x * 52700, calculated from amino acid sequence Aspergillus niger
53500
-
-
Aspergillus niger
228000
-
recombinant His6-tagged enzyme, gel filtration Aspergillus niger

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
dimethylallyl diphosphate + L-tyrosine Aspergillus niger
-
diphosphate + 4-O-dimethylallyl-L-tyrosine
-
?

Organism

Organism UniProt Comment Textmining
Aspergillus niger
-
-
-
Aspergillus niger A2R1N3 gene An13g01840 or ANI_1_660114
-

Purification (Commentary)

Purification (Comment) Organism
recombinant His6-tagged enzyme from Escherichia coli strain BL21 to near homogeneity by nickel affinity chromatography and desalting gel filtration Aspergillus niger

Source Tissue

Source Tissue Comment Organism Textmining
mycelium
-
Aspergillus niger
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
dimethylallyl diphosphate + 3,4-dihydroxy-L-phenylalanine 98% activity compared to 3-iodo-L-tyrosine Aspergillus niger ?
-
?
dimethylallyl diphosphate + 3,4-dihydroxy-L-phenylalanine
-
Aspergillus niger diphosphate + ?
-
?
dimethylallyl diphosphate + 3-fluoro-DL-tyrosine 53% activity compared to 3-iodo-L-tyrosine Aspergillus niger ?
-
?
dimethylallyl diphosphate + 3-iodo-L-tyrosine 100% activity Aspergillus niger ?
-
?
dimethylallyl diphosphate + 3-iodo-L-tyrosine
-
Aspergillus niger diphosphate + ?
-
?
dimethylallyl diphosphate + 4-amino-L-phenylalanine 23% activity compared to 3-iodo-L-tyrosine Aspergillus niger ?
-
?
dimethylallyl diphosphate + 4-amino-L-phenylalanine prenylation at 4-O- or N-atom Aspergillus niger diphosphate + 4-dimethylallylamino-L-phenylalanine
-
?
dimethylallyl diphosphate + 4-methyl-DL-tryptophan 13% activity compared to 3-iodo-L-tyrosine Aspergillus niger ?
-
?
dimethylallyl diphosphate + 4-methyl-DL-tryptophan 41% activity compared to 3-iodo-L-tyrosine Aspergillus niger diphosphate + 7-dimethylallyl-4-methyl-L-tryptophan
-
?
dimethylallyl diphosphate + 5-methyl-DL-tryptophan 10% activity compared to 3-iodo-L-tyrosine Aspergillus niger diphosphate + 7-dimethylally-5-methyl-L-tryptophan
-
?
dimethylallyl diphosphate + alpha-methyl-L-tyrosine 98% activity compared to 3-iodo-L-tyrosine Aspergillus niger ?
-
?
dimethylallyl diphosphate + D-tyrosine 33% activity compared to 3-iodo-L-tyrosine Aspergillus niger ?
-
?
dimethylallyl diphosphate + D-tyrosine
-
Aspergillus niger diphosphate + 4-O-dimethylallyl-D-tyrosine
-
?
dimethylallyl diphosphate + L-tryptophan 33% activity compared to 3-iodo-L-tyrosine Aspergillus niger diphosphate + 7-dimethylallyl-L-tryptophan
-
?
dimethylallyl diphosphate + L-tyrosine
-
Aspergillus niger diphosphate + 4-O-dimethylallyl-L-tyrosine
-
?
dimethylallyl diphosphate + L-tyrosine 98% activity compared to 3-iodo-L-tyrosine Aspergillus niger diphosphate + 4-O-dimethylallyl-L-tyrosine
-
?
additional information the enzyme shows a wider substrate spectrum compared to tyrosine prenyltransferase SirD. It catalyzes O-prenylation of L-tyrosine, EC 2.5.1.122, and also accepts 4-amino-L-phenylalanine for an N-prenylation and L-tryptophan for a C7-prenylation, EC 2.5.1.80. It is also active with 4-amino-L-phenylalanine as well as 4- and 5-methyl-DL-tryptophan. HRMS analysis of the enzyme products, overview. 3,5-dibromo-L-tyrosine is a poor substrate Aspergillus niger ?
-
?

Subunits

Subunits Comment Organism
? x * 52700, calculated from amino acid sequence Aspergillus niger
? x * 53500, recombinant His6-tagged enzyme, SDS-PAGE, x * 52700, about, sequence calculation Aspergillus niger

Synonyms

Synonyms Comment Organism
ANI_1_660114
-
Aspergillus niger
CAK41583
-
Aspergillus niger
tyrosine O-prenyltransferase
-
Aspergillus niger
TyrPT
-
Aspergillus niger

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
assay at Aspergillus niger

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.0036
-
4-methyl-DL-tryptophan at pH 7.5 and 37°C Aspergillus niger
0.0053
-
L-tryptophan at pH 7.5 and 37°C Aspergillus niger
0.16
-
D-tyrosine at pH 7.5 and 37°C Aspergillus niger
0.16
-
3-iodo-L-tyrosine at pH 7.5 and 37°C Aspergillus niger
0.2
-
4-methyl-DL-tryptophan at pH 7.5 and 37°C Aspergillus niger
0.26
-
alpha-methyl-L-tyrosine at pH 7.5 and 37°C Aspergillus niger
0.27
-
3,4-dihydroxy-L-phenylalanine at pH 7.5 and 37°C Aspergillus niger
0.58
-
L-tyrosine pH 7.5, 37°C Aspergillus niger
0.58
-
L-tyrosine at pH 7.5 and 37°C Aspergillus niger
0.69
-
dimethylallyl diphosphate with 3-iodo-L-tyrosine as cosubstrate, at pH 7.5 and 37°C Aspergillus niger

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
assay at Aspergillus niger

General Information

General Information Comment Organism
evolution the enzyme is a member of the DMATS superfamily Aspergillus niger

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.028
-
L-tryptophan at pH 7.5 and 37°C Aspergillus niger
0.043
-
4-methyl-DL-tryptophan at pH 7.5 and 37°C Aspergillus niger
0.551
-
3-iodo-L-tyrosine at pH 7.5 and 37°C Aspergillus niger
0.619
-
alpha-methyl-L-tyrosine at pH 7.5 and 37°C Aspergillus niger
0.727
-
D-tyrosine at pH 7.5 and 37°C Aspergillus niger
0.8
-
4-methyl-DL-tryptophan at pH 7.5 and 37°C Aspergillus niger
0.972
-
dimethylallyl diphosphate with 3-iodo-L-tyrosine as cosubstrate, at pH 7.5 and 37°C Aspergillus niger
1.421
-
3,4-dihydroxy-L-phenylalanine at pH 7.5 and 37°C Aspergillus niger