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Literature summary 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)

EC Number Crystallization (Comment) Organism
2.5.1.27 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

EC Number Protein Variants Comment Organism
2.5.1.27 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
2.5.1.27 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
2.5.1.27 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
2.5.1.27 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
2.5.1.27 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]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.5.1.27 0.00023
-
 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate mutant Y211T Agrobacterium tumefaciens
2.5.1.27 0.0026
-
 dimethylallyl diphosphate mutant D173G Agrobacterium tumefaciens
2.5.1.27 0.0042
-
 dimethylallyl diphosphate mutant E210N Agrobacterium tumefaciens
2.5.1.27 0.0075
-
 dimethylallyl diphosphate mutant E213Q Agrobacterium tumefaciens
2.5.1.27 0.0079
-
 dimethylallyl diphosphate wild-type Agrobacterium tumefaciens
2.5.1.27 0.0082
-
 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate wild-type Agrobacterium tumefaciens
2.5.1.27 0.0108
-
 dimethylallyl diphosphate mutant H214L Agrobacterium tumefaciens
2.5.1.27 0.0226
-
 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate mutant D173G Agrobacterium tumefaciens
2.5.1.27 0.0261
-
 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate mutant E210N Agrobacterium tumefaciens
2.5.1.27 0.0335
-
 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate mutant E213Q Agrobacterium tumefaciens
2.5.1.27 0.035
-
 AMP wild-type Agrobacterium tumefaciens
2.5.1.27 0.0354
-
 dimethylallyl diphosphate mutant Y211T Agrobacterium tumefaciens
2.5.1.27 0.0805
-
 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate mutant H214L Agrobacterium tumefaciens

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
2.5.1.27 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

EC Number Organism UniProt Comment Textmining
2.5.1.27 Agrobacterium tumefaciens P58758 isoform Tzs
-

Reaction

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

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.5.1.27 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate + AMP
-
 Agrobacterium tumefaciens diphosphate + N6-(4-hydroxy-3-methyl-2-(E)-butyl)adenosine 5'-phosphate
-
 ?
2.5.1.27 dimethylallyl diphosphate + AMP
-
 Agrobacterium tumefaciens diphosphate + N-(dimethylallyl)adenosine 5'-phosphate
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.5.1.27 Tzs
-
 Agrobacterium tumefaciens

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.5.1.27 0.00023
-
 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate mutant Y211T Agrobacterium tumefaciens
2.5.1.27 0.00058
-
 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate mutant H214L Agrobacterium tumefaciens
2.5.1.27 0.001
-
 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate mutant D173G Agrobacterium tumefaciens
2.5.1.27 0.002
-
 dimethylallyl diphosphate mutant Y211T Agrobacterium tumefaciens
2.5.1.27 0.01
-
 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate mutant E210N Agrobacterium tumefaciens
2.5.1.27 0.023
-
 dimethylallyl diphosphate mutant D173G Agrobacterium tumefaciens
2.5.1.27 0.023
-
 dimethylallyl diphosphate mutant E210N Agrobacterium tumefaciens
2.5.1.27 0.023
-
 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate mutant E213Q Agrobacterium tumefaciens
2.5.1.27 0.025
-
 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate wild-type Agrobacterium tumefaciens
2.5.1.27 0.033
-
 dimethylallyl diphosphate mutant E213Q Agrobacterium tumefaciens
2.5.1.27 0.053
-
 dimethylallyl diphosphate wild-type Agrobacterium tumefaciens
2.5.1.27 0.09
-
 dimethylallyl diphosphate mutant H214L Agrobacterium tumefaciens