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Literature summary for 4.2.3.9 extracted from

  • Rising, K.A.; Crenshaw, C.M.; Koo, H.J.; Subramanian, T.; Chehade, K.A.; Starks, C.; Allen, K.D.; Andres, D.A.; Spielmann, H.P.; Noel, J.P.; Chappell, J.
    Formation of a novel macrocyclic alkaloid from the unnatural farnesyl diphosphate analogue anilinogeranyl diphosphate by 5-epi-aristolochene synthase (2015), ACS Chem. Biol., 10, 1729-1736 .
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli BL21(DE3) cells Nicotiana tabacum

Crystallization (Commentary)

Crystallization (Comment) Organism
hanging drop vapor diffusion method Nicotiana tabacum

Inhibitors

Inhibitors Comment Organism Structure
anilinogeranyl diphosphate potent noncompetitive inhibitor Nicotiana tabacum

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.00447
-
(2E,6E)-farnesyl diphosphate at pH 7.5 and 37°C Nicotiana tabacum
0.0082
-
anilinogeranyl diphosphate at pH 7.5 and 37°C Nicotiana tabacum

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(2E,6E)-farnesyl diphosphate Nicotiana tabacum
-
(+)-5-epi-aristolochene + diphosphate
-
?

Organism

Organism UniProt Comment Textmining
Nicotiana tabacum Q40577
-
-

Purification (Commentary)

Purification (Comment) Organism
His-bind Ni2+ column chromatography, Mono Q column chromatography, and Superdex 200 gel filtration Nicotiana tabacum

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2E,6E)-farnesyl diphosphate
-
Nicotiana tabacum (+)-5-epi-aristolochene + diphosphate
-
?
anilinogeranyl diphosphate
-
Nicotiana tabacum (4E,8E)-4,8-dimethyl-2-azabicyclo[9.2.2]pentadeca-1(13),4,8,11,14-pentaene + diphosphate
-
?

Synonyms

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

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.00012
-
anilinogeranyl diphosphate at pH 7.5 and 37°C Nicotiana tabacum
0.032
-
(2E,6E)-farnesyl diphosphate at pH 7.5 and 37°C Nicotiana tabacum

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00041
-
anilinogeranyl diphosphate at pH 7.5 and 37°C Nicotiana tabacum