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Literature summary for 4.2.3.9 extracted from

  • Faraldos, J.A.; OMaille, P.E.; Dellas, N.; Noel, J.P.; Coates, R.M.
    Bisabolyl-derived sesquiterpenes from tobacco 5-epi-aristolochene synthase-catalyzed cyclization of (2Z,6E)-farnesyl diphosphate (2010), J. Am. Chem. Soc., 132, 4281-4289.
    View publication on PubMed

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0143
-
(2Z,6E)-farnesyl diphosphate in 200 mM Tris-HCl (pH 7.5), 40 mM MgCl2, at 22°C Nicotiana tabacum

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+ required Nicotiana tabacum

Organism

Organism UniProt Comment Textmining
Nicotiana tabacum
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2E,6E)-farnesyl diphosphate
-
Nicotiana tabacum (+)-5-epiaristolochene + diphosphate in addition to the major products (+)-5-epiaristolochene (78.9%), its DELTA1(10) isomer (-)-4-epieremophilene (6.2%), and (R)-germacrene A (3.7%), incubations of (2Z,6E)-farnesyl diphosphate with the enzyme lead to 22 additional sesquiterpenes (11% of total products), among the identified minor products are (-)-R-cedrene, an isomer of (-)-prezizaene and an acoradiene (together accounting for 2.5% of the total hydrocarbon fraction) ?
(2Z,6E)-farnesyl diphosphate
-
Nicotiana tabacum (+)-2-epiprezizaene + (-)-alpha-cedrene + (-)-beta-curcumene + alpha-acoradiene + 4-epi-alpha-acoradiene + alpha-bisabolol + epi-alpha-bisabolol + nerolidol + (2Z,6E)-farnesol + diphosphate (+)-2-epiprezizaene (44% yield), (-)-alpha-cedrene (21.5% yield), (-)-beta-curcumene (15.5% yield), alpha-acoradiene (3.9% yield), 4-epi-alpha-acoradiene (1.3% yield), alpha-bisabolol (1.8% yield), epi-alpha-bisabolol (1.8% yield), nerolidol (3.6% yield), (2Z,6E)-farnesol (6.7% yield) ?

Synonyms

Synonyms Comment Organism
5-epi-aristolochene synthase
-
Nicotiana tabacum
TEAS
-
Nicotiana tabacum

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.095
-
(2Z,6E)-farnesyl diphosphate in 200 mM Tris-HCl (pH 7.5), 40 mM MgCl2, at 22°C Nicotiana tabacum

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.0068
-
(2Z,6E)-farnesyl diphosphate in 200 mM Tris-HCl (pH 7.5), 40 mM MgCl2, at 22°C Nicotiana tabacum
5
-
(2E,6E)-farnesyl diphosphate
-
Nicotiana tabacum