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Literature summary extracted from

  • Noel, J.P.; Dellas, N.; Faraldos, J.A.; Zhao, M.; Hess, B.A.; Smentek, L.; Coates, R.M.; OMaille, P.E.
    Structural elucidation of cisoid and transoid cyclization pathways of a sesquiterpene synthase using 2-fluorofarnesyl diphosphates (2010), ACS Chem. Biol., 5, 377-392.
    View publication on PubMedView publication on EuropePMC

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
4.2.3.B17 hanging drop method, crystallographic analyses of wild-type enzyme and a promiscuous mutant, with unreactive 2-fluoro analogues ((2E,6E)-2-fluorofarnesyl diphosphate and (2Z,6E)-2-fluorofarnesyl diphosphate) of (2E,6E)- and (2Z,6E)-farnesyl diphosphate reveals catalytically relevant binding modes and distinct farnesyl chain topologies that are consistent with preorganization by the active-site for cisoid or transoid cyclization Nicotiana tabacum
4.2.3.B18 hanging drop method, crystallographic analyses of wild-type enzyme and a promiscuous mutant, with unreactive 2-fluoro analogues ((2E,6E)-2-fluorofarnesyl diphosphate and (2Z,6E)-2-fluorofarnesyl diphosphate) of (2E,6E)- and (2Z,6E)-farnesyl diphosphate reveals catalytically relevant binding modes and distinct farnesyl chain topologies that are consistent with preorganization by the active-site for cisoid or transoid cyclization Nicotiana tabacum
4.2.3.B19 hanging drop method, crystallographic analyses of wild-type enzyme and a promiscuous mutant, with unreactive 2-fluoro analogues ((2E,6E)-2-fluorofarnesyl diphosphate and (2Z,6E)-2-fluorofarnesyl diphosphate) of (2E,6E)- and (2Z,6E)-farnesyl diphosphate reveals catalytically relevant binding modes and distinct farnesyl chain topologies that are consistent with preorganization by the active-site for cisoid or transoid cyclization Nicotiana tabacum

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
4.2.3.B17 0.00797
-
 (2Z,6E)-farnesyl diphosphate pH 7.5, 22°C, promiscuous mutant enzyme M4 Nicotiana tabacum
4.2.3.B17 0.01403
-
 (2Z,6E)-farnesyl diphosphate pH 7.5, 22°C, wild-type enzyme Nicotiana tabacum
4.2.3.B18 0.00797
-
 (2Z,6E)-farnesyl diphosphate pH 7.5, 22°C, promiscuous mutant enzyme M4 Nicotiana tabacum
4.2.3.B18 0.01403
-
 (2Z,6E)-farnesyl diphosphate pH 7.5, 22°C, wild-type enzyme Nicotiana tabacum
4.2.3.B19 0.00797
-
 (2Z,6E)-farnesyl diphosphate pH 7.5, 22°C, promiscuous mutant enzyme M4 Nicotiana tabacum
4.2.3.B19 0.01403
-
 (2Z,6E)-farnesyl diphosphate pH 7.5, 22°C, wild-type enzyme Nicotiana tabacum

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
4.2.3.B17 (2Z,6E)-farnesyl diphosphate Nicotiana tabacum
-
 (+)-2-epi-prezizaene + diphosphate
-
 ?
4.2.3.B18 (2Z,6E)-farnesyl diphosphate Nicotiana tabacum
-
 (-)-alpha-cedrene + diphosphate
-
 ?
4.2.3.B19 (2Z,6E)-farnesyl diphosphate Nicotiana tabacum
-
 (-)-beta-curcumene + diphosphate
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
4.2.3.B17 Nicotiana tabacum
-
-
-
4.2.3.B18 Nicotiana tabacum
-
-
-
4.2.3.B19 Nicotiana tabacum
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.2.3.B17 (2Z,6E)-farnesyl diphosphate
-
 Nicotiana tabacum (+)-2-epi-prezizaene + diphosphate
-
 ?
4.2.3.B18 (2Z,6E)-farnesyl diphosphate
-
 Nicotiana tabacum (-)-alpha-cedrene + diphosphate
-
 ?
4.2.3.B19 (2Z,6E)-farnesyl diphosphate
-
 Nicotiana tabacum (-)-beta-curcumene + diphosphate
-
 ?

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
4.2.3.B17 0.077
-
 (2Z,6E)-farnesyl diphosphate pH 7.5, 22°C, promiscuous mutant enzyme M4 Nicotiana tabacum
4.2.3.B17 0.095
-
 (2Z,6E)-farnesyl diphosphate pH 7.5, 22°C, wild-type enzyme Nicotiana tabacum
4.2.3.B18 0.077
-
 (2Z,6E)-farnesyl diphosphate pH 7.5, 22°C, promiscuous mutant enzyme M4 Nicotiana tabacum
4.2.3.B18 0.095
-
 (2Z,6E)-farnesyl diphosphate pH 7.5, 22°C, wild-type enzyme Nicotiana tabacum
4.2.3.B19 0.077
-
 (2Z,6E)-farnesyl diphosphate pH 7.5, 22°C, promiscuous mutant enzyme M4 Nicotiana tabacum
4.2.3.B19 0.095
-
 (2Z,6E)-farnesyl diphosphate pH 7.5, 22°C, wild-type enzyme Nicotiana tabacum

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
4.2.3.9 5
-
 (2E,6E)-farnesyl diphosphate wild-type protein Nicotiana tabacum
4.2.3.9 11.8
-
 (2E,6E)-farnesyl diphosphate A274T/V372I/Y406L/V516I mutant protein Nicotiana tabacum
4.2.3.B17 6.77
-
 (2Z,6E)-farnesyl diphosphate pH 7.5, 22°C, wild-type enzyme Nicotiana tabacum
4.2.3.B17 9.66
-
 (2Z,6E)-farnesyl diphosphate pH 7.5, 22°C, promiscuous mutant enzyme M4 Nicotiana tabacum
4.2.3.B18 6.77
-
 (2Z,6E)-farnesyl diphosphate pH 7.5, 22°C, wild-type enzyme Nicotiana tabacum
4.2.3.B18 9.66
-
 (2Z,6E)-farnesyl diphosphate pH 7.5, 22°C, promiscuous mutant enzyme M4 Nicotiana tabacum
4.2.3.B19 6.77
-
 (2Z,6E)-farnesyl diphosphate pH 7.5, 22°C, wild-type enzyme Nicotiana tabacum
4.2.3.B19 9.66
-
 (2Z,6E)-farnesyl diphosphate pH 7.5, 22°C, promiscuous mutant enzyme M4 Nicotiana tabacum