Information on EC 2.3.1.138 - putrescine N-hydroxycinnamoyltransferase

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The enzyme appears in viruses and cellular organisms

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EC NUMBER
COMMENTARY hide
2.3.1.138
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RECOMMENDED NAME
GeneOntology No.
putrescine N-hydroxycinnamoyltransferase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
caffeoyl-CoA + putrescine = CoA + N-caffeoylputrescine
show the reaction diagram
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-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Acyl group transfer
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-
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SYSTEMATIC NAME
IUBMB Comments
caffeoyl-CoA:putrescine N-(3,4-dihydroxycinnamoyl)transferase
Feruloyl-CoA, cinnamoyl-CoA and sinapoyl-CoA can also act as donors, but more slowly.
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CAS REGISTRY NUMBER
COMMENTARY hide
120598-69-8
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
barley, after 1-4d of infection with Blumeria graminis f. sp. hordei, increased activity
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Manually annotated by BRENDA team
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UniProt
Manually annotated by BRENDA team
TX4
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Manually annotated by BRENDA team
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-
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Manually annotated by BRENDA team
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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
deregulatory effects of transcription factor MYB8 silencing on AT1 control, altered metabolite profile, overview. Silencing of acyltransferase AT1 impairs polyamine accumulation
metabolism
the enzyme AT1 is involved in a branch of jasmonic acid signaling that defends Nicotiana attenuata plants against herbivores: jasmonic acid, via key transcription factor MYB8's transcriptional control of AT1 and DH29 genes, controls the entire branch of polyamine biosynthesis, overview. AT1, DH29, and CV86 contribute to distinct, but interconnected, MYB8-controlled hydroxycinnamoylputrescine and hydroxycinnamoylspermidine pools
physiological function
the enzyme is responsible for caffeoylputrescine biosynthesis in tobacco
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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
4-fluorocinnamoyl-CoA + putrescine
CoA + N-4-fluorocinnamoylputrescine
show the reaction diagram
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-
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caffeoyl-CoA + cadaverine
CoA + N-caffeoylcadaverine
show the reaction diagram
caffeoyl-CoA + diaminoheptane
CoA + N-caffeoyl-1,7-diaminoheptane
show the reaction diagram
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low activity
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-
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caffeoyl-CoA + diaminohexane
CoA + N-caffeoyl-1,6-diaminohexane
show the reaction diagram
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low activity
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-
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caffeoyl-CoA + diaminopropane
CoA + N-caffeoyl-1,3-diaminopropane
show the reaction diagram
caffeoyl-CoA + putrescine
CoA + N-caffeoylputrescine
show the reaction diagram
cinnamoyl-CoA + putrescine
CoA + N-cinnamoylputrescine
show the reaction diagram
coumaroyl-CoA + putrescine
CoA + N-coumaroylputrescine
show the reaction diagram
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-
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feruloyl-CoA + putrescine
CoA + N-feruloylputrescine
show the reaction diagram
sinapoyl-CoA + putrescine
CoA + N-sinapoylputrescine
show the reaction diagram
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
caffeoyl-CoA + putrescine
CoA + N-caffeoylputrescine
show the reaction diagram
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
ammonium sulfate
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additional information
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no inhibition by thiol reagents
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.003 - 0.033
caffeoyl-CoA
0.0025
cinnamoyl-CoA
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with putrescine
0.0125
Feruloyl-CoA
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with caffeoyl-CoA
0.01 - 0.664
putrescine
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
8.8
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4-coumaroyl-CoA
10
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caffeoyl-CoA, sinapoyl-CoA
10.3
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feruloyl-CoA
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.2 - 10
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about 50% of activity maximum at pH 7.2 and 10
7.5 - 11
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about 50% of activity maximum at pH 7.5 and 11
7.8 - 10
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at 7.8 about 50% of activity maximum, at 10.0 activity maximum, caffeoyl-CoA + putrescine
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
45000
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HPLC gel filtration
48000
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gel filtration
50000
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1 * 50000, SDS-PAGE
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SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
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GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
thawing and refreezing, 20% loss of activity
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OXIDATION STABILITY
ORGANISM
UNIPROT
LITERATURE
rapid denaturation in absence of reducing compounds
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486315
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, stable for 2 months
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
recombinant C-terminally His6-tagged AT1 from Escherichia coli strain BL21(DE3) by nickel affinity chromatography and dialysis
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
AT1 gene, DNA and amino acid sequence determination and analysis, phylogenetic analysis, expression of C-terminally His6-tagged AT1 in Escherichia coli strain BL21(DE3)
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
AT1 expression is controlled by the key transcription factor MYB8
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
K267E
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missense mutation identified in cv. Shepody, predicted to change the catalytic activity
P101T/S368N
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missense mutation identified in cv. Shepody, predicted not to change the catalytic activity
T115M
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missense mutation identified in cv. Shepody, predicted to change the catalytic activity
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
agriculture
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transcript abundances of genes that catalyze the biosynthesis of hydroxycinnamic acid amides, such as 4-coumarate:CoA ligase, tyrosine decarboxylase, ornithine decarboxylase, tyramine hydroxycinnamoyl transferase, and putrescine hydroxycinnamoyl transferase, are higher in the genotypes resistant to late blight induced by Phytophthora infestans
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LINKS TO OTHER DATABASES (specific for EC-Number 2.3.1.138)
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)