Information on EC 4.2.1.137 - sporulenol synthase

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The expected taxonomic range for this enzyme is: Bacillus

SplaateEC_Number,Commentary
EC NUMBER
COMMENTARY
4.2.1.137
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SplaateRecommended_Name,GO_Number
RECOMMENDED NAME
GeneOntology No.
sporulenol synthase
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SplaateReaction,Reaction_id,Commentary,IF(Commentary != '',Organism,'') ,IF(Commentary != '',Literature,'')
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
sporulenol = tetraprenyl-beta-curcumene + H2O
show the reaction diagram
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SplaateReaction_Type,Organism,Commentary,Literature
SplaatePathway,BRENDA_Link,KEGG_Link,MetaCyc_Link,Source_Database
SplaateSystematic_Name,Commentary_IUBMB
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.
SplaateSynonyms,Organism,Commentary,Literature
SYNONYMS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
sqhC
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gene name
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sqhC
Bacillus subtilis 168
gene name
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tetraprenyl-beta-curcumene cyclase
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tetraprenyl-beta-curcumene cyclase
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bifunctional enzyme, cyclizing both tetraprenyl-beta-curcumene and squalene in vivo
tetraprenyl-beta-curcumene cyclase
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tetraprenyl-beta-curcumene cyclase
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tetraprenyl-beta-curcumene cyclase
Bacillus subtilis 168
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SplaateCAS_Registry_Number,Commentary
SplaateOrganism, Commentary,Literature, Sequence_Code,Sequence_db,Textmining
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
SplaateGeneral_Information, Organism, Commentary, Literature
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
evolution
tetraprenyl-beta-curcumene cyclase shows no sequence homology to any of the known terpene cyclases
evolution
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the enzyme is a sesquarterpene cyclase
evolution
Bacillus subtilis 168
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tetraprenyl-beta-curcumene cyclase shows no sequence homology to any of the known terpene cyclases
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metabolism
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tetraprenyl-beta-curcumene cyclase is bifunctional, cyclizing both tetraprenyl-beta-curcumene and squalene in vivo
metabolism
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
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the enzyme is involved in biosynthetic pathway of sesquarterpenes (C35) and triterpenes (C30), overview
metabolism
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the enzyme is involved in biosynthetic pathway of sesquarterpenes (C35), overview
metabolism
Bacillus subtilis 168
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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
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SplaateSubstrates,Products,id,Organism_Substrates,Commentary_Substrates, Literature_Substrates, Commentary_Products, Literature_Products,Reversibility
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
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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
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the product is further converted by nonenzymatic autoxidation and thermal dehydration, overview
?
tetraprenyl-beta-curcumene + H2O
baciterpenol A
show the reaction diagram
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?
beta-hexaprene
?
show the reaction diagram
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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
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?
additional information
?
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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
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additional information
?
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the enzyme forms tetracyclic terpenoid scaffold from tetraprenyl-beta-curcumene in vivo
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SplaateNatural_Substrates,Natural_Products,id,Organism_Substrates,Commentary_Substrates,Literature_Substrates,Commentary_Products,Literature_Products,Reversibility
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
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?
tetraprenyl-beta-curcumene + H2O
baciterpenol A
show the reaction diagram
-
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-
?
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
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?
additional information
?
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the enzyme forms tetracyclic terpenoid scaffold from tetraprenyl-beta-curcumene in vivo
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SplaateCofactor,Organism,Commentary,Literature,Filename
SplaateMetals_Ions,Organism,Commentary, Literature
SplaateInhibitors, Organism, Commentary, Literature,Filename
SplaateActivating_Compound, Organism, Commentary, Literature,Filename
SplaateKM_Value,KM_Value_Maximum, Substrate,Organism, Commentary, Literature, Filename
SplaateTurnover_Number, Turnover_Number_Maximum, Substrate,Organism,Commentary, Literature, Filename
SplaateKCat_KM_Value,KCat_KM_Value_Maximum, Substrate,Organism, Commentary, Literature, Filename
SplaateKI_Value,KI_Value_Maximum, Inhibitor,Organism, Commentary, Literature, Filename
SplaateIC50_Value,IC50_Value_Maximum, Inhibitor,Organism, Commentary, Literature, Filename
SplaateSpecific_Activity, Specific_Activity_Maximum, Organism ,Commentary, Literature
SplaatepH_Optimum, pH_Optimum_Maximum, Organism, Commentary, Literature
SplaatepH_Range,pH_Range_Maximum, Organism,Commentary, Literature
SplaateTemperature_Optimum, Temperature_Optimum_Maximum, Organism, Commentary, Literature
SplaateTemperature_Range, Temperature_Range_Maximum, Organism, Commentary, Literature
SplaatepI_Value,pI_Value_Maximum, Organism,Commentary, Literature
SplaateSource_Tissue, Organism, Commentary, Literature, Textmining
SplaateLocalization, Organism, Commentary, id_go, Literature, Textmining
SplaatePDB,PDB,PDB,Organism,Uniprot_ID
SplaateMolecular_Weight, Molecular_Weight_Maximum, Organism, Commentary, Literature
SplaateSubunits, Organism, Commentary, Literature
SplaatePosttranslational_Modification, Organism, Commentary, Literature
SplaateCommentary, Organism, Literature
SplaatepH_Stability,pH_Stability_Maximum, Organism, Commentary, Literature
SplaateTemperature_Stability,Temperature_Stability_Maximum, Organism, Commentary, Literature
SplaateGeneral_Stability, Organism, Literature
SplaateOrganic_Solvent, Organism, Commentary, Literature
SplaateOxidation_Stability,Organism,Literature
SplaateStorage_Stability, Organism, Literature
SplaateCommentary, Organism, Literature
SplaateCommentary, Organism, Literature
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli
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gene sqhC, expression in Escherichia coli using pColdTF
SplaateCommentary, Organism, Literature
SplaateEngineering, Organism, Commentary, Literature
SplaateCommentary, Organism, Literature
SplaateApplication,Organism,Commentary,Literature