Information on EC 4.2.1.137 - sporulenol synthase

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Specify your search results
Mark a special word or phrase in this record:
Select one or more organisms in this record:
Show additional data
Do not include text mining results
Include (text mining) results (more...)
Include results (AMENDA + additional results, but less precise; more...)


The expected taxonomic range for this enzyme is: Bacillus

EC NUMBER
COMMENTARY
4.2.1.137
-
RECOMMENDED NAME
GeneOntology No.
sporulenol synthase
-
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
sporulenol = tetraprenyl-beta-curcumene + H2O
show the reaction diagram
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
tetraprenyl-beta-curcumene-sporulenol cyclase
The reaction occurs in the reverse direction. Isolated from Bacillus subtilis. Similar sesquarterpenoids are present in a number of Bacillus species.
ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
gene sqhC
UniProt
Manually annotated by BRENDA team
Bacillus subtilis 168
gene sqhC
UniProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
evolution
Q796C3
tetraprenyl-beta-curcumene cyclase shows no sequence homology to any of the known terpene cyclases
evolution
-
the enzyme is a sesquarterpene cyclase
evolution
Bacillus subtilis 168
-
tetraprenyl-beta-curcumene cyclase shows no sequence homology to any of the known terpene cyclases
-
metabolism
-
tetraprenyl-beta-curcumene cyclase is bifunctional, cyclizing both tetraprenyl-beta-curcumene and squalene in vivo
metabolism
Q796C3
the enzyme is involved in biosynthesis of terpenes of the distinct family of sesquarterpenes, that are mono- and pentacyclic C35 terpenes biosynthesized via the cyclization of C35 isoprenoid, overview
metabolism
-
the enzyme is involved in biosynthetic pathway of sesquarterpenes (C35) and triterpenes (C30), overview
metabolism
-
the enzyme is involved in biosynthetic pathway of sesquarterpenes (C35), overview
metabolism
Bacillus subtilis 168
-
the enzyme is involved in biosynthesis of terpenes of the distinct family of sesquarterpenes, that are mono- and pentacyclic C35 terpenes biosynthesized via the cyclization of C35 isoprenoid, overview
-
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
tetraprenyl-beta-curcumene + H2O
(2R,4aS,4bR,6aS,10aS,10bR,12aS)-1,4b,7,7,10a,12a-hexamethyl-2-[(3R)-3-(4-methylcyclohexa-1,4-dien-1-yl)butyl]octadecahydrochrysen-2-ol
show the reaction diagram
Q796C3
-
the product is further converted by nonenzymatic autoxidation and thermal dehydration, overview
-
?
tetraprenyl-beta-curcumene + H2O
(2R,4aS,4bR,6aS,10aS,10bR,12aS)-1,4b,7,7,10a,12a-hexamethyl-2-[(3R)-3-(4-methylcyclohexa-1,4-dien-1-yl)butyl]octadecahydrochrysen-2-ol
show the reaction diagram
Bacillus subtilis 168
Q796C3
-
the product is further converted by nonenzymatic autoxidation and thermal dehydration, overview
-
?
tetraprenyl-beta-curcumene + H2O
baciterpenol A
show the reaction diagram
-
-
-
-
?
beta-hexaprene
?
show the reaction diagram
-
substrate specificity, overview. Enzymatic cyclization of head-to-tail acyclic triterpene beta-hexaprene, a natural product isolated from Bacillus clausii, by tetraprenyl-beta-curcumene cyclase from Bacillus subtilis results in the formation of two unnatural pentacyclic triterpenes. The enzyme can be used to construct the 6/6/6/6/6-fused pentacyclic scaffold in vitro, suggesting that the active site cavity of the enzyme has sufficient space to accommodate this unnatural pentacyclic scaffold
-
-
?
additional information
?
-
-
it is demonstrated that a tetraprenyl-beta-curcumene cyclase also cyclizes a tail-to-tail type of linear squalene into a bicyclic triterpenol, 8alpha-hydroxypolypoda-13,17,21-triene
-
-
-
additional information
?
-
-
the enzyme forms tetracyclic terpenoid scaffold from tetraprenyl-beta-curcumene in vivo
-
-
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
tetraprenyl-beta-curcumene + H2O
(2R,4aS,4bR,6aS,10aS,10bR,12aS)-1,4b,7,7,10a,12a-hexamethyl-2-[(3R)-3-(4-methylcyclohexa-1,4-dien-1-yl)butyl]octadecahydrochrysen-2-ol
show the reaction diagram
Q796C3
-
-
-
?
tetraprenyl-beta-curcumene + H2O
baciterpenol A
show the reaction diagram
-
-
-
-
?
tetraprenyl-beta-curcumene + H2O
(2R,4aS,4bR,6aS,10aS,10bR,12aS)-1,4b,7,7,10a,12a-hexamethyl-2-[(3R)-3-(4-methylcyclohexa-1,4-dien-1-yl)butyl]octadecahydrochrysen-2-ol
show the reaction diagram
Bacillus subtilis 168
Q796C3
-
-
-
?
additional information
?
-
-
the enzyme forms tetracyclic terpenoid scaffold from tetraprenyl-beta-curcumene in vivo
-
-
-
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli
-
gene sqhC, expression in Escherichia coli using pColdTF
Q796C3