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Literature summary for 4.2.3.129 extracted from

  • Lopez-Gallego, F.; Agger, S.A.; Abate-Pella, D.; Distefano, M.D.; Schmidt-Dannert, C.
    Sesquiterpene synthases Cop4 and Cop6 from Coprinus cinereus: catalytic promiscuity and cyclization of farnesyl pyrophosphate geometric isomers (2010), ChemBioChem, 11, 1093-1106.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 4.2.3.129

Activating Compound

Activating Compound Comment Organism Structure
additional information increasing the reaction temperature to 37°C decreases the fidelity of Cop4. At this temperature Cop4 generates a relative larger fraction of products beta-cubebene, sativene, delta-cadinene and beta-copaene, that are derived from a cadinyl cation intermediate Coprinopsis cinerea

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
 additional information kinetic analysis, overview Coprinopsis cinerea

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+ required, substitution of Mg2+ with Mn2+ as the divalent metal ion shifts the product profile of Cop4 to germacrene D, disfavoring subsequent ring closures that produce the cadinyl cation and its tricyclic descendents. Two consensus sequences - an aspartate rich DDXXD/E and a NSE/DTE motif - located at the entrance of the active site coordinate a trinuclear Mg2+ cluster that ligands the diphosphate moiety of the isoprenoid substrate, positions the isoprenyl chain in the binding pocket and triggers closure of the active site along with diphosphate cleavage to generate an initial transoid, allylic carbocation Coprinopsis cinerea
Mn2+ substitution of Mg2+ with Mn2+ as the divalent metal ion shifts the product profile of Cop4 to germacrene D, disfavoring subsequent ring closures that produce the cadinyl cation and its tricyclic descendents Coprinopsis cinerea
NaCl does not affect the product specificity of Cop4 significantly at 1 M Coprinopsis cinerea

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(2E,6E)-farnesyl diphosphate Coprinopsis cinerea
-
 (+)-sativene + diphosphate
-
 ?

Organism

Organism UniProt Comment Textmining
Coprinopsis cinerea A8NU13
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2E,6E)-farnesyl diphosphate
-
 Coprinopsis cinerea (+)-sativene + diphosphate
-
 ?
(2E,6E)-farnesyl diphosphate conversion of (E,E)-farnesyl diphosphate proceeds via an (E,E)-germacradienyl carbocation in the case of Cop4 Coprinopsis cinerea (+)-sativene + diphosphate
-
 ?
(2Z,6E)-farnesyl diphosphate conversion of (E,E)-farnesyl diphosphate proceeds via a (6S)-beta-bisabolene carbocation in the case of Cop4 Coprinopsis cinerea (+)-sativene + diphosphate
-
 ?

Subunits

Subunits Comment Organism
More structural modeling, structure-function relationship, overview. Cop4 has a large binding pocket in the open conformation Coprinopsis cinerea

Synonyms

Synonyms Comment Organism
Cop4
-
 Coprinopsis cinerea
sesquiterpene synthase
-
 Coprinopsis cinerea

pH Range

pH Minimum pH Maximum Comment Organism
additional information
-
 changing the pH of the reaction drastically alters the fidelity of Cop4 and makes it a highly selective enzyme. Increasing the reaction temperature to 37°C decreases the fidelity of Cop4. At this temperature Cop4 generates a relative larger fraction of products beta-cubebene, sativene, delta-cadinene and beta-copaene, that are derived from a cadinyl cation intermediate. The histidine side chain in the Cop4 loop, in particular, has a strong impact on the net charge of the loop at different pH values Coprinopsis cinerea

General Information

General Information Comment Organism
additional information structural modeling, structure-function relationship, overview. Changing the pH of the reaction drastically alters the fidelity of Cop4 and makes it a highly selective enzyme Coprinopsis cinerea