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Information on EC 2.3.1.138 - putrescine N-hydroxycinnamoyltransferase
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2.3.1.138 putrescine N-hydroxycinnamoyltransferaseIUBMB Comments
Feruloyl-CoA, cinnamoyl-CoA and sinapoyl-CoA can also act as donors, but more slowly.
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The enzyme appears in viruses and cellular organisms
Synonyms
putrescine n-hydroxycinnamoyltransferase, hydroxycinnamoyl-coa:putrescine hydroxycinnamoyltransferase, putrescine hydroxycinnamoyl transferase, hydroxycinnamoyl-coenzyme a:putrescine acyltransferase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
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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
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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
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
4-coumaroyl-CoA + putrescine
CoA + N-coumaroylputrescine
-
-
?
4-fluorocinnamoyl-CoA + putrescine
CoA + N-4-fluorocinnamoylputrescine
-
-
-
?
caffeoyl-CoA + diaminoheptane
CoA + N-caffeoyl-1,7-diaminoheptane
-
low activity
-
?
caffeoyl-CoA + diaminohexane
CoA + N-caffeoyl-1,6-diaminohexane
-
low activity
-
?
caffeoyl-CoA + cadaverine
CoA + N-caffeoylcadaverine
-
-
-
?
caffeoyl-CoA + cadaverine
CoA + N-caffeoylcadaverine
-
cadaverine i.e. 1,5-pentanediamine, low activity
-
?
caffeoyl-CoA + diaminopropane
CoA + N-caffeoyl-1,3-diaminopropane
-
-
-
?
caffeoyl-CoA + diaminopropane
CoA + N-caffeoyl-1,3-diaminopropane
-
-
-
?
caffeoyl-CoA + diaminopropane
CoA + N-caffeoyl-1,3-diaminopropane
-
-
-
?
caffeoyl-CoA + putrescine
CoA + N-caffeoylputrescine
the enzyme is highly specific for putrescine and caffeoyl-CoA
-
?
caffeoyl-CoA + putrescine
CoA + N-caffeoylputrescine
-
-
-
?
cinnamoyl-CoA + putrescine
CoA + N-cinnamoylputrescine
-
-
-
?
feruloyl-CoA + putrescine
CoA + N-feruloylputrescine
feruloyl-CoA gives 10% of the activity with caffeoyl-CoA
-
?
feruloyl-CoA + putrescine
CoA + N-feruloylputrescine
-
-
-
?
sinapoyl-CoA + putrescine
CoA + N-sinapoylputrescine
-
-
-
?
sinapoyl-CoA + putrescine
CoA + N-sinapoylputrescine
-
low activity
-
?
sinapoyl-CoA + putrescine
CoA + N-sinapoylputrescine
-
low activity
-
?
additional information
?
-
substrate specificity of recombinant His-tagged AT1, overview. No activity with spermidine, spermine, or 4-coumaroyl-CoA
-
?
additional information
?
-
-
substrate specificity of recombinant His-tagged AT1, overview. No activity with spermidine, spermine, or 4-coumaroyl-CoA
-
?
additional information
?
-
very poor substrate: caffeoyl-CoA
-
-
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
caffeoyl-CoA + putrescine
CoA + N-caffeoylputrescine
-
-
-
-
?
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.024
caffeoyl-CoA
with putrescine, recombinant His-tagged enzyme, pH 7.5, 30°C
0.1851
putrescine
cosubstrate 4-coumaroyl-CoA, pH 7.5, 30°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
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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
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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
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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
the enzyme is responsible for caffeoylputrescine biosynthesis in tobacco
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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)
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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 TX4, Nicotiana tabacum TX1
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
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