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Literature summary for 2.1.1.255 extracted from

  • Koeksal, M.; Chou, W.K.; Cane, D.E.; Christianson, D.W.
    Structure of geranyl diphosphate C-methyltransferase from Streptomyces coelicolor and implications for the mechanism of isoprenoid modification (2012), Biochemistry, 51, 3003-3010.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

Cloned (Comment) Organism
wild-type and mutant geranyl diphosphate methyltransferase expression as His6-tagged enzyme in Escherichia coli strain BL21(DE3) Streptomyces coelicolor

Crystallization (Commentary)

Crystallization (Comment) Organism
purified recombinant His6-tagged wild-type enzyme in complex with S-adenosyl-L-methionine and monoterpenoid ligands geranyl-S-thiolodiphosphate, a substrate analogue, or geranyl diphosphate, sitting drop vapor diffusion method, 4°C, mixing of 0.001 ml protein solution conatining 6 mg/mL enzyme, 50 mM PIPES, pH 6.7, 20% glycerol, 5 mM BME, 15 mM MgCl2, 100 mM NaCl, 10 mM S-adenosyl-L-methionine, and 1 mM monoterpenoid ligand with 0.001 ml of precipitant solution containing 100 mM HEPES, pH 7.5, 25% polyethylene glycol 3350, and 200 mM (NH4)2SO4 for cocrystallization with geranyl-S-thiolodiphosphate, 100 mM Bis-Tris, pH 6.5, 25% polyethylene glycol 3350, and 200 mM (NH4)2SO4 for cocrystallization with geranyl diphosphate and equilibrated against a 0.1 ml reservoir of precipitant solution at 21°C, 1 day, X-ray diffraction structure determination and analysis at 2.05 A resolution Streptomyces coelicolor

Protein Variants

Protein Variants Comment Organism
Y51F site-directed mutagenesism the utant shows a 2fold reduction in kcat and no effect on KM for either substrate compared to the wild-type enzyme Streptomyces coelicolor

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
S-adenosyl-L-methionine + geranyl diphosphate Streptomyces coelicolor
-
S-adenosyl-L-homocysteine + (E)-2-methylgeranyl diphosphate
-
?
S-adenosyl-L-methionine + geranyl diphosphate Streptomyces coelicolor A3(2)
-
S-adenosyl-L-homocysteine + (E)-2-methylgeranyl diphosphate
-
?

Organism

Organism UniProt Comment Textmining
Streptomyces coelicolor Q9F1Y5
-
-
Streptomyces coelicolor A3(2) Q9F1Y5
-
-

Purification (Commentary)

Purification (Comment) Organism
soluble recombinant His6-tagged wild-type and mutant geranyl diphosphate methyltransferase from Escherichia coli strain BL21(DE3) by nickel affinity chromatography and gel filtration Streptomyces coelicolor

Reaction

Reaction Comment Organism Reaction ID
S-adenosyl-L-methionine + geranyl diphosphate = S-adenosyl-L-homocysteine + (E)-2-methylgeranyl diphosphate catalytic reaction mechanism, detailed overview Streptomyces coelicolor

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
S-adenosyl-L-methionine + geranyl diphosphate
-
Streptomyces coelicolor S-adenosyl-L-homocysteine + (E)-2-methylgeranyl diphosphate
-
?
S-adenosyl-L-methionine + geranyl diphosphate
-
Streptomyces coelicolor A3(2) S-adenosyl-L-homocysteine + (E)-2-methylgeranyl diphosphate
-
?

Subunits

Subunits Comment Organism
hexamer hexameric quaternary structure of geranyl diphosphate methyltransferase in the crystal, overview Streptomyces coelicolor

Synonyms

Synonyms Comment Organism
geranyl diphosphate C-methyltransferase
-
Streptomyces coelicolor
GPPMT
-
Streptomyces coelicolor

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
assay at Streptomyces coelicolor

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7
-
assay at Streptomyces coelicolor

Cofactor

Cofactor Comment Organism Structure
S-adenosyl-L-methionine
-
Streptomyces coelicolor

General Information

General Information Comment Organism
metabolism geranyl diphosphate C-methyltransferase is the methyltransferase that modifies an acyclic isoprenoid diphosphate, geranyl diphosphate, to yield a noncanonical acyclic allylic diphosphate product, 2-methylgeranyl diphosphate, which serves as the substrate for a subsequent cyclization reaction catalyzed by a terpenoid cyclase, methylisoborneol synthase Streptomyces coelicolor
physiological function geranyl diphosphate C-methyltransferase is the methyltransferase that modifies an acyclic isoprenoid diphosphate, geranyl diphosphate, to yield a noncanonical acyclic allylic diphosphate product, 2-methylgeranyl diphosphate, which serves as the substrate for a subsequent cyclization reaction catalyzed by a terpenoid cyclase, methylisoborneol synthase Streptomyces coelicolor