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Literature summary for 4.2.3.37 extracted from

  • Lin, X.; Hopson, R.; Cane, D.E.
    Genome mining in Streptomyces coelicolor: molecular cloning and characterization of a new sesquiterpene synthase (2006), J. Am. Chem. Soc., 128, 6022-6023.
    View publication on PubMedView publication on EuropePMC
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KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.000147
-
 (2E,6E)-farnesyl diphosphate pH 6.5, 30°C Streptomyces coelicolor

Organism

Organism UniProt Comment Textmining
Streptomyces coelicolor Q9K499
-
-
Streptomyces coelicolor A3(2) Q9K499
-
-

Reaction

Reaction Comment Organism Reaction ID
(2E,6E)-farnesyl diphosphate = (+)-epi-isozizaene + diphosphate ionization and isomerization of farnesyl diphosphate will give (3R)-nerolidyl diphosphate. Rotation about the newly generated C-2/C-3 bond generates the corresponding cisoid nerolidyl diphosphate conformer which can undergo ionization and cyclization to form a bisabolyl cation. Following 1,2-hydride shift and spirocyclization, the resultant acorenyl cation can undergo further cyclization, ring contraction, methyl migration, and deprotonation to yield (+)-epi-isozizaene Streptomyces coelicolor
a

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2E,6E)-farnesyl diphosphate
-
 Streptomyces coelicolor (+)-epi-isozizaene + diphosphate
-
 ?
(2E,6E)-farnesyl diphosphate
-
 Streptomyces coelicolor A3(2) (+)-epi-isozizaene + diphosphate
-
 ?

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.049
-
 (2E,6E)-farnesyl diphosphate pH 6.5, 30°C Streptomyces coelicolor

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
6.5
-
 assay at Streptomyces coelicolor