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Literature summary for 4.2.3.98 extracted from

  • Hu, Y.; Chou, W.K.; Hopson, R.; Cane, D.E.
    Genome mining in Streptomyces clavuligerus: expression and biochemical characterization of two new cryptic sesquiterpene synthases (2011), Chem. Biol., 18, 32-37.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 4.2.3.98

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Streptomyces clavuligerus

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0027
-
 (2E,6E)-farnesyl diphosphate 30°C, pH not specified in the publication, presence of Mg2+ Streptomyces clavuligerus
0.0027
-
 (2E,6E)-farnesyl diphosphate 30°C, pH not specified in the publication Streptomyces clavuligerus

Organism

Organism UniProt Comment Textmining
Streptomyces clavuligerus B5GW45
-
-
Streptomyces clavuligerus ATCC 27064 B5GW45
-
-

Reaction

Reaction Comment Organism Reaction ID
(2E,6E)-farnesyl diphosphate + H2O = (+)-T-muurolol + diphosphate cyclization mechanism involves an intermediate nerolidyl diphosphate leading to a helminthogermacradienyl cation. After a 1,3-hydride shift of the original H-1si of FPP, cyclization and deprotonation result in product (+)-T-muurolol Streptomyces clavuligerus
a

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2E,6E)-farnesyl diphosphate + H2O
-
 Streptomyces clavuligerus (+)-T-muurolol + diphosphate (+)-T-muurolol i.e. (1R,4R,4aS,8aR)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol ?
(2E,6E)-farnesyl diphosphate + H2O cyclization mechanism a 1,3-hydride shift of the original H-1si of FPP Streptomyces clavuligerus (+)-T-muurolol + diphosphate more than 95% of product ?
(2E,6E)-farnesyl diphosphate + H2O
-
 Streptomyces clavuligerus ATCC 27064 (+)-T-muurolol + diphosphate (+)-T-muurolol i.e. (1R,4R,4aS,8aR)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol ?
(2E,6E)-farnesyl diphosphate + H2O cyclization mechanism a 1,3-hydride shift of the original H-1si of FPP Streptomyces clavuligerus ATCC 27064 (+)-T-muurolol + diphosphate more than 95% of product ?

Synonyms

Synonyms Comment Organism
SCLAV_p0068
-
 Streptomyces clavuligerus
SSCG_03688
-
 Streptomyces clavuligerus

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.00163
-
 (2E,6E)-farnesyl diphosphate 30°C, pH not specified in the publication, presence of Mg2+ Streptomyces clavuligerus
0.00163
-
 (2E,6E)-farnesyl diphosphate 30°C, pH not specified in the publication Streptomyces clavuligerus