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Literature summary extracted from

  • Wang, C.M.; Cane, D.E.
    Biochemistry and molecular genetics of the biosynthesis of the earthy odorant methylisoborneol in Streptomyces coelicolor (2008), J. Am. Chem. Soc., 130, 8908-8909.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.1.1.255 expressed in Escherichia coli Streptomyces coelicolor
2.1.1.255 gene sco7700, DNA and amino acid sequence determination and analysis, expression of N-terminally His6-tagged enzyme in Escherichia coli strain BL21(DE3) Streptomyces coelicolor
4.2.3.118 expression in Escherichia coli Streptomyces coelicolor

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.1.1.255 additional information
-
additional information steady-state kinetics, Michaelis-Menten kinetics Streptomyces coelicolor
2.1.1.255 0.0043
-
S-adenosyl-L-methionine pH 7.0, 37°C, recombinant enzyme Streptomyces coelicolor
2.1.1.255 0.0043
-
S-adenosyl-L-methionine pH and temperature not specified in the publication Streptomyces coelicolor
2.1.1.255 0.0131
-
geranyl diphosphate pH 7.0, 37°C, recombinant enzyme Streptomyces coelicolor
2.1.1.255 0.0131
-
geranyl diphosphate pH and temperature not specified in the publication Streptomyces coelicolor
2.1.1.255 0.026
-
(E)-2-methylgeranyl diphosphate pH 7.0, 37°C, recombinant enzyme Streptomyces coelicolor
4.2.3.118 0.0028
-
geranyl diphosphate pH 7.0, 30°C Streptomyces coelicolor
4.2.3.118 0.026
-
(E)-2-methylgeranyl diphosphate pH 7.0, 30°C Streptomyces coelicolor

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
2.1.1.255 49937
-
x * 49937, recombinant N-terminally His6-tagged soluble SCO7700, mass spectrometry, x * 49955, sequence calculation Streptomyces coelicolor
2.1.1.255 49955
-
x * 49937, recombinant N-terminally His6-tagged soluble SCO7700, mass spectrometry, x * 49955, sequence calculation Streptomyces coelicolor
4.2.3.118 49937
-
x * 49937, MALDI-TOF Streptomyces coelicolor

Natural Substrates/ Products (Substrates)

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

Organism

EC Number Organism UniProt Comment Textmining
2.1.1.255 Streptomyces coelicolor Q9F1Y5
-
-
2.1.1.255 Streptomyces coelicolor Q9F1Y5 gene sco7700
-
4.2.3.118 Streptomyces coelicolor Q9F1Y6
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.1.1.255 recombinant N-terminally His6-tagged soluble SCO7700 from Escherichia coli strain BL21(DE3) by nickel affinity chromatography to homogeneity and over 95% purity Streptomyces coelicolor
4.2.3.118 recombinant protein Streptomyces coelicolor

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.1.1.255 additional information SCO7701 shows no activity with with farnesyl diphosphate or geranylgeranyl diphosphate Streptomyces coelicolor ?
-
?
2.1.1.255 S-adenosyl-L-methionine + (E)-2-methylgeranyl diphosphate
-
Streptomyces coelicolor S-adenosyl-L-homocysteine + 2-methylisoborneol
-
?
2.1.1.255 S-adenosyl-L-methionine + geranyl diphosphate
-
Streptomyces coelicolor S-adenosyl-L-homocysteine + (E)-2-methylgeranyl diphosphate
-
?
2.1.1.255 S-adenosyl-L-methionine + geranyl diphosphate
-
Streptomyces coelicolor S-adenosyl-L-homocysteine + (E)-2-methylgeranyl diphosphate GC-MS analysis of the products from recombinant SCO7700 reveals the formation of a complex mixture of cyclic monoterpenes, consisting of alpha-pinene at 6%, beta-pinene at 23%, limonene at 32%, gamma-terpinene at 29%, and delta-terpinene at 10% accompanied by traces of the monoterpene alcohols beta-terpineol, 4-terpineol, and alpha-terpineol ?
4.2.3.118 (E)-2-methylgeranyl diphosphate + H2O
-
Streptomyces coelicolor 2-methylisoborneol + diphosphate plus trace amounts of 2-methylbornene ?
4.2.3.118 geranyl diphosphate + H2O
-
Streptomyces coelicolor limonene + diphosphate products are 6% alpha-pinene, 23% beta-pinene , 32% limonene, 29% gamma-terpinene, and 120% delta-terpinene ?
4.2.3.118 additional information cyclization of (E)-2-methylgeranyl diphosphate most likely occurs by a mechanism closely resembling that established for the conversion of geranyl diphosphate to bornyl diphosphate, except that the penultimate bornyl cation is quenched on the exo face by water, analogous to the formation of fenchol, rather than by internal return of the diphosphate to the endo face Streptomyces coelicolor ?
-
?
4.2.3.118 additional information no substrate: farnesyl diphosphate, geranylgeranyl diphosphate Streptomyces coelicolor ?
-
?

Subunits

EC Number Subunits Comment Organism
2.1.1.255 ? x * 49937, recombinant N-terminally His6-tagged soluble SCO7700, mass spectrometry, x * 49955, sequence calculation Streptomyces coelicolor
4.2.3.118 ? x * 49937, MALDI-TOF Streptomyces coelicolor

Synonyms

EC Number Synonyms Comment Organism
2.1.1.255 C-methyl transferase
-
Streptomyces coelicolor
2.1.1.255 SCO7701
-
Streptomyces coelicolor
2.1.1.255 SCO7701 protein
-
Streptomyces coelicolor

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.1.1.255 37
-
assay at Streptomyces coelicolor

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.1.1.255 0.0075
-
S-adenosyl-L-methionine pH 7.0, 37°C, recombinant enzyme Streptomyces coelicolor
2.1.1.255 0.0075
-
geranyl diphosphate pH 7.0, 37°C, recombinant enzyme Streptomyces coelicolor
2.1.1.255 0.0075
-
S-adenosyl-L-methionine pH and temperature not specified in the publication Streptomyces coelicolor
2.1.1.255 0.0075
-
geranyl diphosphate pH and temperature not specified in the publication Streptomyces coelicolor
2.1.1.255 0.039
-
(E)-2-methylgeranyl diphosphate pH 7.0, 37°C, recombinant enzyme Streptomyces coelicolor
4.2.3.118 0.0003
-
geranyl diphosphate pH 7.0, 30°C Streptomyces coelicolor
4.2.3.118 0.039
-
(E)-2-methylgeranyl diphosphate pH 7.0, 30°C Streptomyces coelicolor

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.1.1.255 7
-
assay at Streptomyces coelicolor

Cofactor

EC Number Cofactor Comment Organism Structure
2.1.1.255 S-adenosyl-L-methionine
-
Streptomyces coelicolor

General Information

EC Number General Information Comment Organism
2.1.1.255 metabolism the C-methyl transferase SCO7701 catalyzes the two-step conversion of geranyl diphosphate to 2-methyl-isoborneol by way of 2-methylgeranyl diphosphate Streptomyces coelicolor