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Information on EC 2.3.1.138 - putrescine N-hydroxycinnamoyltransferase
for references in articles please use BRENDA:EC2.3.1.138
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EC Tree 2 Transferases
2.3 Acyltransferases
2.3.1 Transferring groups other than aminoacyl groups
2.3.1.138 putrescine N-hydroxycinnamoyltransferase
IUBMB Comments
Feruloyl-CoA, cinnamoyl-CoA and sinapoyl-CoA can also act as donors, but more slowly.
The enzyme appears in viruses and cellular organisms
showSynonyms
putrescine n-hydroxycinnamoyltransferase, hydroxycinnamoyl-coa:putrescine hydroxycinnamoyltransferase, putrescine hydroxycinnamoyl transferase, hydroxycinnamoyl-coenzyme a:putrescine acyltransferase, more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
caffeoyl-CoA putrescine N-caffeoyl transferase
-
-
-
-
hydroxycinnamoyl-CoA:putrescine hydroxycinnamoyltransferase
-
-
-
-
PHT
putrescine hydroxycinnamoyl transferase
-
-
-
-
putrescine hydroxycinnamoyltransferase
-
-
-
-
putrescine-hydroxycinnamoyltransferase
-
PHT
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
caffeoyl-CoA + putrescine = CoA + N-caffeoylputrescine
-
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Acyl group transfer
-
-
-
-
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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
120598-69-8
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
4-coumaroyl-CoA + spermidine
CoA + N-coumaroylspermidine
Substrates: 69% of the activity with caffeoyl-CoA and putrescine
Products: -
Products: -
?
4-fluorocinnamoyl-CoA + putrescine
CoA + N-4-fluorocinnamoylputrescine
-
Substrates: -
Products: -
Products: -
?
caffeoyl-CoA + diaminoheptane
CoA + N-caffeoyl-1,7-diaminoheptane
-
Substrates: low activity
Products: -
Products: -
?
caffeoyl-CoA + diaminohexane
CoA + N-caffeoyl-1,6-diaminohexane
-
Substrates: low activity
Products: -
Products: -
?
coumaroyl-CoA + putrescine
CoA + N-coumaroylputrescine
-
Substrates: -
Products: -
Products: -
?
4-coumaroyl-CoA + agmatine
CoA + N-coumaroylagmatine
Substrates: 23% of the activity with caffeoyl-CoA and putrescine
Products: -
Products: -
?
4-coumaroyl-CoA + agmatine
CoA + N-coumaroylagmatine
Substrates: 4% of the activity with feruoyl-CoA and putrescine
Products: -
Products: -
?
4-coumaroyl-CoA + putrescine
CoA + N-coumaroylputrescine
Substrates: -
Products: -
Products: -
?
4-coumaroyl-CoA + putrescine
CoA + N-coumaroylputrescine
Substrates: 21% of the activity with caffeoyl-CoA and putrescine
Products: -
Products: -
?
4-coumaroyl-CoA + putrescine
CoA + N-coumaroylputrescine
Substrates: 25% of the activity with caffeoyl-CoA and putrescine
Products: -
Products: -
?
4-coumaroyl-CoA + putrescine
CoA + N-coumaroylputrescine
Substrates: 73% of the activity with caffeoyl-CoA and putrescine
Products: -
Products: -
?
4-coumaroyl-CoA + putrescine
CoA + N-coumaroylputrescine
Substrates: 4% of the activity with feruoyl-CoA and putrescine
Products: -
Products: -
?
caffeoyl-CoA + agmatine
CoA + N-caffeoylagamatine
Substrates: 40% of the activity with caffeoyl-CoA and putrescine
Products: -
Products: -
?
caffeoyl-CoA + agmatine
CoA + N-caffeoylagamatine
Substrates: 55% of the activity with caffeoyl-CoA and putrescine
Products: -
Products: -
?
caffeoyl-CoA + agmatine
CoA + N-caffeoylagamatine
Substrates: 76% of the activity with caffeoyl-CoA and putrescine
Products: -
Products: -
?
caffeoyl-CoA + agmatine
CoA + N-caffeoylagamatine
Substrates: 16% of the activity with feruoyl-CoA and putrescine
Products: -
Products: -
?
caffeoyl-CoA + cadaverine
CoA + N-caffeoylcadaverine
-
Substrates: -
Products: -
Products: -
?
caffeoyl-CoA + cadaverine
CoA + N-caffeoylcadaverine
-
Substrates: cadaverine i.e. 1,5-pentanediamine, low activity
Products: -
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?
caffeoyl-CoA + cadaverine
CoA + N-caffeoylcadaverine
-
Substrates: -
Products: -
Products: -
?
caffeoyl-CoA + cadaverine
CoA + N-caffeoylcadaverine
-
Substrates: -
Products: -
Products: -
?
caffeoyl-CoA + diaminopropane
CoA + N-caffeoyl-1,3-diaminopropane
-
Substrates: -
Products: -
Products: -
?
caffeoyl-CoA + diaminopropane
CoA + N-caffeoyl-1,3-diaminopropane
-
Substrates: -
Products: -
Products: -
?
caffeoyl-CoA + diaminopropane
CoA + N-caffeoyl-1,3-diaminopropane
-
Substrates: -
Products: -
Products: -
?
caffeoyl-CoA + putrescine
CoA + N-caffeoylputrescine
-
Substrates: -
Products: -
Products: -
?
caffeoyl-CoA + putrescine
CoA + N-caffeoylputrescine
Substrates: -
Products: -
Products: -
?
caffeoyl-CoA + putrescine
CoA + N-caffeoylputrescine
Substrates: the enzyme is highly specific for putrescine and caffeoyl-CoA
Products: -
Products: -
?
caffeoyl-CoA + putrescine
CoA + N-caffeoylputrescine
-
Substrates: -
Products: -
Products: -
?
caffeoyl-CoA + putrescine
CoA + N-caffeoylputrescine
-
Substrates: -
Products: -
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?
caffeoyl-CoA + putrescine
CoA + N-caffeoylputrescine
-
Substrates: -
Products: -
Products: -
?
caffeoyl-CoA + putrescine
CoA + N-caffeoylputrescine
Substrates: -
Products: -
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?
caffeoyl-CoA + putrescine
CoA + N-caffeoylputrescine
Substrates: 15% of the activity with feruoyl-CoA and putrescine
Products: -
Products: -
?
caffeoyl-CoA + spermidine
CoA + N-caffeoylspermidine
Substrates: 65% of the activity with caffeoyl-CoA and putrescine
Products: -
Products: -
?
caffeoyl-CoA + spermidine
CoA + N-caffeoylspermidine
Substrates: 3% of the activity with feruoyl-CoA and putrescine
Products: -
Products: -
?
cinnamoyl-CoA + putrescine
CoA + N-cinnamoylputrescine
-
Substrates: -
Products: -
Products: -
?
cinnamoyl-CoA + putrescine
CoA + N-cinnamoylputrescine
-
Substrates: -
Products: -
Products: -
?
feruloyl-CoA + agmatine
CoA + N-feruloylagmatine
Substrates: -
Products: -
Products: -
?
feruloyl-CoA + agmatine
CoA + N-feruloylagmatine
Substrates: 14% of the activity with caffeoyl-CoA and putrescine
Products: -
Products: -
?
feruloyl-CoA + agmatine
CoA + N-feruloylagmatine
Substrates: 11% of the activity with caffeoyl-CoA and putrescine
Products: -
Products: -
?
feruloyl-CoA + agmatine
CoA + N-feruloylagmatine
Substrates: 70% of the activity with caffeoyl-CoA and putrescine
Products: -
Products: -
?
feruloyl-CoA + agmatine
CoA + N-feruloylagmatine
Substrates: 17% of the activity with feruoyl-CoA and putrescine
Products: -
Products: -
?
feruloyl-CoA + putrescine
CoA + N-feruloylputrescine
Substrates: feruloyl-CoA gives 10% of the activity with caffeoyl-CoA
Products: -
Products: -
?
feruloyl-CoA + putrescine
CoA + N-feruloylputrescine
-
Substrates: -
Products: -
Products: -
?
feruloyl-CoA + putrescine
CoA + N-feruloylputrescine
-
Substrates: -
Products: -
Products: -
?
feruloyl-CoA + putrescine
CoA + N-feruloylputrescine
-
Substrates: -
Products: -
Products: -
?
feruloyl-CoA + putrescine
CoA + N-feruloylputrescine
Substrates: 76% of the activity with caffeoyl-CoA and putrescine
Products: -
Products: -
?
feruloyl-CoA + putrescine
CoA + N-feruloylputrescine
Substrates: 55% of the activity with caffeoyl-CoA and putrescine
Products: -
Products: -
?
feruloyl-CoA + putrescine
CoA + N-feruloylputrescine
Substrates: 93% of the activity with caffeoyl-CoA and putrescine
Products: -
Products: -
?
feruloyl-CoA + putrescine
CoA + N-feruloylputrescine
Substrates: -
Products: -
Products: -
?
feruloyl-CoA + spermidine
CoA + N-feruloylspermidine
Substrates: 84% of the activity with caffeoyl-CoA and putrescine
Products: -
Products: -
?
feruloyl-CoA + spermidine
CoA + N-feruloylspermidine
Substrates: 55% of the activity with feruoyl-CoA and putrescine
Products: -
Products: -
?
sinapoyl-CoA + putrescine
CoA + N-sinapoylputrescine
-
Substrates: -
Products: -
Products: -
?
sinapoyl-CoA + putrescine
CoA + N-sinapoylputrescine
-
Substrates: low activity
Products: -
Products: -
?
sinapoyl-CoA + putrescine
CoA + N-sinapoylputrescine
-
Substrates: -
Products: -
Products: -
?
sinapoyl-CoA + putrescine
CoA + N-sinapoylputrescine
-
Substrates: low activity
Products: -
Products: -
?
sinapoyl-CoA + putrescine
CoA + N-sinapoylputrescine
-
Substrates: low activity
Products: -
Products: -
?
additional information
?
-
Substrates: substrate specificity of recombinant His-tagged AT1, overview. No activity with spermidine, spermine, or 4-coumaroyl-CoA
Products: -
Products: -
?
additional information
?
-
-
Substrates: substrate specificity of recombinant His-tagged AT1, overview. No activity with spermidine, spermine, or 4-coumaroyl-CoA
Products: -
Products: -
?
additional information
?
-
-
Substrates: no activity with spermidine
Products: -
Products: -
?
additional information
?
-
-
Substrates: no activity with monoamines
Products: -
Products: -
?
additional information
?
-
-
Substrates: no activity with monoamines
Products: -
Products: -
?
additional information
?
-
Substrates: very poor substrate: caffeoyl-CoA
Products: -
Products: -
?
additional information
?
-
Substrates: no activity with spermine, tyramine, octopamine, noradrenaline, dopamine and lysine as acyl acceptors
Products: -
Products: -
-
additional information
?
-
Substrates: no activity with spermine, tyramine, octopamine, noradrenaline, dopamine and lysine as acyl acceptors
Products: -
Products: -
-
additional information
?
-
Substrates: no activity with spermine, tyramine, octopamine, noradrenaline, dopamine and lysine as acyl acceptors
Products: -
Products: -
-
additional information
?
-
Substrates: no activity with spermine, tyramine, octopamine, noradrenaline, dopamine and lysine as acyl acceptors
Products: -
Products: -
-
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
caffeoyl-CoA + putrescine
CoA + N-caffeoylputrescine
-
Substrates: -
Products: -
Products: -
?
caffeoyl-CoA + putrescine
CoA + N-caffeoylputrescine
Substrates: -
Products: -
Products: -
?
caffeoyl-CoA + putrescine
CoA + N-caffeoylputrescine
-
Substrates: -
Products: -
Products: -
?
caffeoyl-CoA + putrescine
CoA + N-caffeoylputrescine
-
Substrates: -
Products: -
Products: -
?
caffeoyl-CoA + putrescine
CoA + N-caffeoylputrescine
-
Substrates: -
Products: -
Products: -
?
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.0059
4-coumaroyl-CoA
pH 9.0, 35°C
0.0084
caffeoyl-CoA
pH 9.0, 35°C
0.0097
caffeoyl-CoA
pH 9.0, 35°C
0.013
caffeoyl-CoA
pH 9.0, 35°C
0.024
caffeoyl-CoA
with putrescine, recombinant His-tagged enzyme, pH 7.5, 30°C
0.0081
feruloyl-CoA
pH 9.0, 35°C
0.028
feruloyl-CoA
pH 9.0, 35°C
0.036
feruloyl-CoA
pH 9.0, 35°C
0.04
feruloyl-CoA
pH 9.0, 35°C
0.028
putrescine
pH 9.0, 35°C
0.087
putrescine
pH 9.0, 35°C
0.092
putrescine
pH 9.0, 35°C
0.1851
putrescine
cosubstrate 4-coumaroyl-CoA, pH 7.5, 30°C
0.307
putrescine
pH 9.0, 35°C
0.664
putrescine
with caffeoyl-CoA, recombinant His-tagged enzyme, pH 7.5, 30°C
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
10
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
5 - 11
significant activity on a broader range of pH from 5 to 11
7.8 - 10
-
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
LITERATURE
30
40
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
barley, after 1-4d of infection with Blumeria graminis f. sp. hordei, increased activity
-
-
brenda
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
Highest Expressing Human Cell Lines
Cell Line LinksPlease wait a moment until the data is sorted. This message will disappear when the data is sorted.
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
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
physiological function
the enzyme is responsible for caffeoylputrescine biosynthesis in tobacco
physiological function
the enzyme is involved in phenolamide accumulation in tomato
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UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
monomer
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PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
K267E
-
missense mutation identified in cv. Shepody, predicted to change the catalytic activity
P101T/S368N
-
missense mutation identified in cv. Shepody, predicted not to change the catalytic activity
T115M
-
missense mutation identified in cv. Shepody, predicted to change the catalytic activity
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GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
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OXIDATION STABILITY
ORGANISM
UNIPROT
LITERATURE
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
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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)
expression in Escherichia coli BL21-DE3
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
expression in leaf is highly induced upon herbivore feeding
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
agriculture
-
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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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Cowley, T.; Walters, D.R.
Polyamine metabolism in barley reacting hypersensitively to the powdery mildew fungus Blumeria graminis f. sp. hordei
Plant Cell Environ.
25
461-468
2002
Hordeum vulgare
-
brenda
Negrel, J.; Javelle, F.; Paynot, M.
Separation of putrescine and spermidine hydroxycinnamoyl transferases extracted from tobacco callus
Phytochemistry
30
1089-1092
1991
Nicotiana tabacum
-
brenda
Negrel, J.; Paynot, M.; Javelle, F.
Purification and properties of putrescine hydroxycinnamoyl transferase from tobacco (Nicotiana tabaccum) cell suspensions
Plant Physiol.
98
1264-1269
1992
Nicotiana tabacum, Nicotiana tabacum TX1
brenda
Meurer-Grimes, B.; Berlin, J.; Strack, D.
Hydroxycinnamoyl-CoA:putrescine hydroxycinnamoyltransferase in tobacco cell cultures with high and low levels of caffeoylputrescine
Plant Physiol.
89
488-492
1989
Nicotiana tabacum, Nicotiana tabacum TX1, Nicotiana tabacum TX4
brenda
Negrel, J.
The biosynthesis of cinnamoylputrescines in callus tissue cultures of Nicotiana tabaccum
Phytochemistry
28
477-481
1989
Nicotiana tabacum
-
brenda
Onkokesung, N.; Gaquerel, E.; Kotkar, H.; Kaur, H.; Baldwin, I.; Galis, I.
MYB8 controls inducible phenolamide levels by activating three novel hydroxycinnamoyl-coenzyme A: polyamine transferases in Nicotiana attenuata
Plant Physiol.
158
389-407
2012
Nicotiana attenuata (G9HTF7), Nicotiana attenuata
brenda
Pushpa, D.; Yogendra, K.; Gunnaiah, R.; Kushalappa, A.; Murphy, A.
Identification of late blight resistance-related metabolites and genes in potato through nontargeted metabolomics
Plant Mol. Biol. Rep.
32
584-595
2014
Solanum tuberosum
-
brenda
Tanabe, K.; Hojo, Y.; Shinya, T.; Galis, I.
Molecular evidence for biochemical diversification of phenolamide biosynthesis in rice plants
J. Integr. Plant Biol.
58
903-913
2016
Oryza sativa Japonica Group (Q7XXN4)
brenda
Roumani, M.; Besseau, S.; Hehn, A.; Larbat, R.
Functional characterization of a small gene family coding for putrescine hydroxycinnamoyltransferases, involved in phenolamide accumulation, in tomato
Phytochemistry
229
114271
2025
Solanum lycopersicum (A0A3Q7J1E2), Solanum lycopersicum (A0A3Q7J0W2), Solanum lycopersicum (A0A3Q7H2Z1), Solanum lycopersicum (A0A3Q7IZ99)
brenda
EXTERNAL LINKS (specific for EC-Number 2.3.1.138)
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