Information on EC 4.2.3.57 - (-)-beta-caryophyllene synthase

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The expected taxonomic range for this enzyme is: Spermatophyta

EC NUMBER
COMMENTARY hide
4.2.3.57
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RECOMMENDED NAME
GeneOntology No.
(-)-beta-caryophyllene synthase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(2E,6E)-farnesyl diphosphate = (-)-beta-caryophyllene + diphosphate
show the reaction diagram
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-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
beta-caryophyllene biosynthesis
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Biosynthesis of secondary metabolites
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oleoresin sesquiterpene volatiles biosynthesis
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Sesquiterpenoid and triterpenoid biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
(2E,6E)-farnesyl-diphosphate diphosphate-lyase [(-)-beta-caryophyllene-forming]
Widely distributed in higher plants, cf. EC 4.2.3.89 (+)-beta-caryophyllene synthase.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
Scots pine
UniProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
flowers of plant lines lacking (E)-beta-caryophyllene emission show greater bacterial growth on their stigmas than wild-type flowers, and their seeds are lighter and misshapen. Plant lines with ectopic (E)-beta-caryophyllene emission from vegetative parts are more resistant than wild-type plants to pathogen infection of leaves, and show reduced cell damage and higher seed production. (E)-beta-caryophyllene seems to act by direct inhibition of bacterial growth
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(2E,6E)-farnesyl diphosphate
(E)-beta-caryophyllene + alpha-humulene + alpha-copaene + diphosphate
show the reaction diagram
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alpha-humulene and alpha-copaene are minor products besides the main product (E)-beta-caryophyllene
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?
(2E,6E)-farnesyl diphosphate
(E)-beta-caryophyllene + alpha-humulene + diphosphate
show the reaction diagram
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TPS 1 forms two main products: (E)-beta-caryophyllene and alpha-humulene with 76.3 and 23.7%, respectively
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?
(2E,6E)-farnesyl diphosphate
(E)-beta-caryophyllene + diphosphate
show the reaction diagram
(2E,6E)-farnesyl diphosphate
beta-caryophyllene + diphosphate
show the reaction diagram
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enzyme produces beta-caryophyllene and alpha-humulene in a ratio of 71:29
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?
Geranyl diphosphate
?
show the reaction diagram
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production of several monoterpenes among which myrcene, limonene and camphene can be clearly identified
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?
additional information
?
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no substrate: geranyl diphosphate
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0289
(2E,6E)-farnesyl diphosphate
30°C, pH not specified in the publication
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
lowest expression level
Manually annotated by BRENDA team
highest expression in stage 2 inflorescences, transcript levels are over 30fold higher than those of leaves
Manually annotated by BRENDA team
highest expression level
Manually annotated by BRENDA team
slight expression
Manually annotated by BRENDA team
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 63600, calculated
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli BL21 (DH3) pLysS cells
expressed in Escherichia coli BL21 cells
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
expression is induced upon wounding or methyljasmonate treatment
Methyl jasmonate treatment results in a significant increase of TPS1 transcript accumulation in all developmental stages of the leaves
transcript level of TPS 1 is significantly higher in oviposition-induced twigs that are attractive to the parasitoid Diprion pini than in non-attractive, artificially damaged twigs. Transcript levels of PsTPS 1 also changes significantly over time with a striking increase 72 h after oviposition
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
agriculture
flowers of plant lines lacking (E)-beta-caryophyllene emission show greater bacterial growth on their stigmas than wild-type flowers, and their seeds are lighter and misshapen. Plant lines with ectopic (E)-beta-caryophyllene emission from vegetative parts are more resistant than wild-type plants to pathogen infection of leaves, and show reduced cell damage and higher seed production. (E)-beta-caryophyllene seems to act by direct inhibition of bacterial growth