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Literature summary for 2.5.1.27 extracted from

  • Sugawara, H.; Ueda, N.; Kojima, M.; Makita, N.; Yamaya, T.; Sakakibara, H.
    Structural insight into the reaction mechanism and evolution of cytokinin biosynthesis (2008), Proc. Natl. Acad. Sci. USA, 105, 2734-2739.
    View publication on PubMedView publication on EuropePMC

Crystallization (Commentary)

Crystallization (Comment) Organism
isoform Tzs in complex with AMP and dimethylallyl S-thiodiphosphate. The carbon-nitrogen-based prenylation proceeds by the SN2-reaction mechanism Agrobacterium tumefaciens

Protein Variants

Protein Variants Comment Organism
D173G decrease in activity with substrate 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate. Specificity ratio for substrate dimethylallyl diphosphate over 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate is 208 compared with 2.3 for wild-type Agrobacterium tumefaciens
E210N slight decrease in activity with substrate 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate. Specificity ratio for substrate dimethylallyl diphosphate over 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate is 15 compared with 2.3 for wild-type Agrobacterium tumefaciens
E213Q slight decrease in activity with substrate 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate. Specificity ratio for substrate dimethylallyl diphosphate over 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate is 5.1 compared with 2.3 for wild-type Agrobacterium tumefaciens
H214L decrease in activity with substrate 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate. Specificity ratio for substrate dimethylallyl diphosphate over 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate is 1163 compared with 2.3 for wild-type Agrobacterium tumefaciens
Y211T slight decrease in activity with substrate 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate. Specificity ratio for substrate dimethylallyl diphosphate over 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate is 9 compared with 2.3 for wild-type Agrobacterium tumefaciens

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.00023
-
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate mutant Y211T Agrobacterium tumefaciens
0.0026
-
dimethylallyl diphosphate mutant D173G Agrobacterium tumefaciens
0.0042
-
dimethylallyl diphosphate mutant E210N Agrobacterium tumefaciens
0.0075
-
dimethylallyl diphosphate mutant E213Q Agrobacterium tumefaciens
0.0079
-
dimethylallyl diphosphate wild-type Agrobacterium tumefaciens
0.0082
-
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate wild-type Agrobacterium tumefaciens
0.0108
-
dimethylallyl diphosphate mutant H214L Agrobacterium tumefaciens
0.0226
-
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate mutant D173G Agrobacterium tumefaciens
0.0261
-
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate mutant E210N Agrobacterium tumefaciens
0.0335
-
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate mutant E213Q Agrobacterium tumefaciens
0.035
-
AMP wild-type Agrobacterium tumefaciens
0.0354
-
dimethylallyl diphosphate mutant Y211T Agrobacterium tumefaciens
0.0805
-
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate mutant H214L Agrobacterium tumefaciens

Metals/Ions

Metals/Ions Comment Organism Structure
Zn2+ two Zn2+ ions are present in the crystal. One is coordinated with the hydroxyl group of Thr-15. The other is located near AMP and is coordinated to the side chains of Asp-173, Glu-213, and His-214 Agrobacterium tumefaciens

Organism

Organism UniProt Comment Textmining
Agrobacterium tumefaciens P58758 isoform Tzs
-

Reaction

Reaction Comment Organism Reaction ID
dimethylallyl diphosphate + AMP = diphosphate + N6-(dimethylallyl)adenosine 5'-phosphate the carbon-nitrogen-based prenylation proceeds by the SN2-reaction mechanism Agrobacterium tumefaciens

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + AMP
-
Agrobacterium tumefaciens diphosphate + N6-(4-hydroxy-3-methyl-2-(E)-butyl)adenosine 5'-phosphate
-
?
dimethylallyl diphosphate + AMP
-
Agrobacterium tumefaciens diphosphate + N-(dimethylallyl)adenosine 5'-phosphate
-
?

Synonyms

Synonyms Comment Organism
Tzs
-
Agrobacterium tumefaciens

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.00023
-
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate mutant Y211T Agrobacterium tumefaciens
0.00058
-
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate mutant H214L Agrobacterium tumefaciens
0.001
-
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate mutant D173G Agrobacterium tumefaciens
0.002
-
dimethylallyl diphosphate mutant Y211T Agrobacterium tumefaciens
0.01
-
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate mutant E210N Agrobacterium tumefaciens
0.023
-
dimethylallyl diphosphate mutant D173G Agrobacterium tumefaciens
0.023
-
dimethylallyl diphosphate mutant E210N Agrobacterium tumefaciens
0.023
-
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate mutant E213Q Agrobacterium tumefaciens
0.025
-
1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate wild-type Agrobacterium tumefaciens
0.033
-
dimethylallyl diphosphate mutant E213Q Agrobacterium tumefaciens
0.053
-
dimethylallyl diphosphate wild-type Agrobacterium tumefaciens
0.09
-
dimethylallyl diphosphate mutant H214L Agrobacterium tumefaciens