Information on EC 4.2.3.69 - (+)-alpha-barbatene synthase

for references in articles please use BRENDA:EC4.2.3.69
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The expected taxonomic range for this enzyme is: Arabidopsis thaliana

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EC NUMBER
COMMENTARY hide
4.2.3.69
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RECOMMENDED NAME
GeneOntology No.
(+)-alpha-barbatene synthase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(2E,6E)-farnesyl diphosphate = (+)-alpha-barbatene + diphosphate
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Sesquiterpenoid and triterpenoid biosynthesis
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-
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SYSTEMATIC NAME
IUBMB Comments
(2E,6E)-farnesyl-diphosphate diphosphate-lyase [(+)-alpha-barbatene-forming]
The recombinant enzyme from the plant Arabidopsis thaliana produces 27.3% alpha-barbatene, 17.8% thujopsene (cf. EC 4.2.3.79, thujopsene synthase) and 9.9% beta-chamigrene (cf. EC 4.2.3.78, beta-chamigrene synthase) [1] plus traces of other sesquiterpenoids [2].
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
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the volatile blend from flowers of an T-DNA insertion line contains only group A sesquiterpenes, including (E)-beta-caryophyllene, in similar ratios as the wild type, but none of the group B sesquiterpene compounds
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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
(+)-alpha-barbatene + diphosphate
show the reaction diagram
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further products are: (+)-thujopsene + isobazzanene + (+)-beta-barbatene + E -beta-farnesene + beta-acoradiene + (+)-beta-chamigrene + alpha-zingiberene + alpha-cuprenene + alpha-chamigrene + (–)-cuparene + (–)-?-bisabolene + beta-sesquiphellandrene + delta-cuprenene
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?
farnesyl diphosphate
alpha-barbatene + diphosphate
show the reaction diagram
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main products, 27.3% alpha-barbatene, 17.8% thujopsene, and 9.9% b-chamigrene, plus 13 minor products
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?
additional information
?
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
farnesyl diphosphate
alpha-barbatene + diphosphate
show the reaction diagram
Q4KSH9
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main products, 27.3% alpha-barbatene, 17.8% thujopsene, and 9.9% b-chamigrene, plus 13 minor products
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?
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
-
divalent cation required
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
EDTA
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1 mM, complete loss of activity
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0012
(2E,6E)-farnesyl diphosphate
-
pH not specified in the publication, temperature not specified in the publication
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pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.2
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calculated
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
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intrafloral nectaries, exclusive expression in flower
Manually annotated by BRENDA team
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
64908
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x * 64908, calculated
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SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
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x * 64908, calculated
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
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expression in Petunia hybrida infiltrated with Agrobacterium tumefaciens harboring the enzyme gene
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
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full-length cDNA of At5g44630 expressed in Escherichia coli results in a protein that accepts farnesyl diphosphate as a substrate and converts it into over 15 different sesquiterpenes. The enzymatically formed compounds are identical to the floral group B sesquiterpenes and present in similar ratios as those found in the headspace of Arabidopsis thaliana flowers
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
analysis
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method for the recovery of full-length cDNAs from predicted terpene synthase genes containing introns. The approach utilizes Agrobacterium-mediated transient expression coupled with a reverse transcription-polydeoxyribonucleotide chain reaction assay to facilitate expression cloning of processed transcripts. Subsequent expression of intronless cDNAs in a suitable prokaryotic host provides for direct functional testing of the encoded gene product
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LINKS TO OTHER DATABASES (specific for EC-Number 4.2.3.69)
ExplorEnz
ExPASy
KEGG
MetaCyc
SABIO-RK
NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM
IUBMB Enzyme Nomenclature
PROSITE Database of protein families and domains
InterPro (database of protein families, domains and functional sites)