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4-coumaroyl-CoA + octopamine
CoA + N-(4-coumaroyl)octopamine
-
-
-
?
4-coumaroyl-CoA + phenethylamine
CoA + N-(4-coumaroyl)phenethylamine
-
-
-
?
4-coumaroyl-CoA + tryptamine
CoA + N-(4-coumaroyl)tryptamine
-
-
-
?
4-coumaroyl-CoA + tyramine
CoA + N-(4-coumaroyl)tyramine
caffeoyl-CoA + serotonin
CoA + N-caffeoylserotonin
caffeoyl-CoA + tryptamine
CoA + N-caffeoyltryptamine
-
tryptamine at 17% the rate of phenylethylamine
-
-
?
caffeoyl-CoA + tyramine
CoA + N-caffeoyltyramine
cinnamoyl-CoA + tyramine
CoA + cinnamoyltyramine
cinnamoyl-CoA + tyramine
CoA + N-cinnamoyltyramine
-
-
-
?
feruloyl-4'-phosphopantetheine + tyramine
4'-phosphopantetheine + feruloyltyramine
-
-
-
-
?
feruloyl-CoA + (4-hydroxyphenyl)propylamine
CoA + feruloyl-(4-hydroxyphenyl)propylamine
-
-
-
-
?
feruloyl-CoA + 3'-methoxyoctopamine
CoA + feruloyl-3'-methoxyoctopamine
-
-
-
?
feruloyl-CoA + 3-methoxytyramine
CoA + feruloyl-3-methoxytyramine
-
-
-
-
?
feruloyl-CoA + beta-phenylethylamine
CoA + feruloyl-beta-phenylethylamine
-
-
-
-
?
feruloyl-CoA + dopamine
CoA + feruloyldopamine
feruloyl-CoA + homotyramine
CoA + feruloylhomotyramine
-
-
-
-
?
feruloyl-CoA + N-methyltyramine
CoA + N-feruloyl-N-methyltyramine
-
-
-
-
?
feruloyl-CoA + noradrenaline
CoA + feruloylnoradrenaline
feruloyl-CoA + octopamine
CoA + feruloyloctopamine
feruloyl-CoA + phenethylamine
CoA + feruloylphenethylamine
feruloyl-CoA + synephrine
CoA + feruloylsynephrine
-
-
-
-
?
feruloyl-CoA + tryptamine
CoA + feruloyltryptamine
feruloyl-CoA + tyramine
CoA + feruloyltyramine
feruloyl-CoA + tyramine
CoA + N-feruloyltyramine
-
-
-
?
isoferuloyl-CoA + tyramine
CoA + isoferuloyltyramine
-
-
-
-
?
sinapoyl-CoA + tyramine
CoA + sinapoyltyramine
additional information
?
-
4-coumaroyl-CoA + tyramine
CoA + N-(4-coumaroyl)tyramine
-
-
-
-
?
4-coumaroyl-CoA + tyramine
CoA + N-(4-coumaroyl)tyramine
-
-
-
?
4-coumaroyl-CoA + tyramine
CoA + N-(4-coumaroyl)tyramine
-
tyramine at 19% the rate of phenylethylamine
-
-
?
4-coumaroyl-CoA + tyramine
CoA + N-(4-coumaroyl)tyramine
-
-
-
?
4-coumaroyl-CoA + tyramine
CoA + N-(4-coumaroyl)tyramine
-
-
-
-
?
4-coumaroyl-CoA + tyramine
CoA + N-(4-coumaroyl)tyramine
-
-
i.e. 4-hydroxycinnamoyltyramine
?
4-coumaroyl-CoA + tyramine
CoA + N-(4-coumaroyl)tyramine
-
-
i.e. 4-hydroxycinnamoyltyramine
?
4-coumaroyl-CoA + tyramine
CoA + N-(4-coumaroyl)tyramine
-
-
-
-
?
4-coumaroyl-CoA + tyramine
CoA + N-(4-coumaroyl)tyramine
-
-
-
-
?
4-coumaroyl-CoA + tyramine
CoA + N-(4-coumaroyl)tyramine
-
-
-
?
4-coumaroyl-CoA + tyramine
CoA + N-(4-coumaroyl)tyramine
-
-
-
-
?
caffeoyl-CoA + serotonin
CoA + N-caffeoylserotonin
-
-
-
?
caffeoyl-CoA + serotonin
CoA + N-caffeoylserotonin
-
serotonin at 22% the rate of phenylethylamine
-
-
?
caffeoyl-CoA + tyramine
CoA + N-caffeoyltyramine
-
-
-
-
?
caffeoyl-CoA + tyramine
CoA + N-caffeoyltyramine
-
caffeoyl-CoA at 89% the rate of 4-coumaroyl-CoA
-
-
?
caffeoyl-CoA + tyramine
CoA + N-caffeoyltyramine
-
-
-
?
caffeoyl-CoA + tyramine
CoA + N-caffeoyltyramine
-
-
-
-
?
caffeoyl-CoA + tyramine
CoA + N-caffeoyltyramine
-
-
-
-
?
caffeoyl-CoA + tyramine
CoA + N-caffeoyltyramine
-
-
-
-
?
cinnamoyl-CoA + tyramine
CoA + cinnamoyltyramine
-
-
-
-
?
cinnamoyl-CoA + tyramine
CoA + cinnamoyltyramine
-
cinnamoyl-CoA at 66% the rate of 4-coumaroyl-CoA
-
-
?
cinnamoyl-CoA + tyramine
CoA + cinnamoyltyramine
-
-
-
-
?
cinnamoyl-CoA + tyramine
CoA + cinnamoyltyramine
-
-
-
-
?
cinnamoyl-CoA + tyramine
CoA + cinnamoyltyramine
-
-
-
-
?
feruloyl-CoA + dopamine
CoA + feruloyldopamine
-
-
-
?
feruloyl-CoA + dopamine
CoA + feruloyldopamine
-
feruloyl-CoA at 20% the rate of 4-coumaroyl-CoA, dopamine at 27% the rate of phenylethylamine
-
-
?
feruloyl-CoA + dopamine
CoA + feruloyldopamine
-
-
-
-
?
feruloyl-CoA + dopamine
CoA + feruloyldopamine
-
-
-
-
?
feruloyl-CoA + dopamine
CoA + feruloyldopamine
-
-
-
-
?
feruloyl-CoA + noradrenaline
CoA + feruloylnoradrenaline
-
-
-
-
?
feruloyl-CoA + noradrenaline
CoA + feruloylnoradrenaline
-
synonym: norepinephrine
-
-
?
feruloyl-CoA + noradrenaline
CoA + feruloylnoradrenaline
-
-
-
-
?
feruloyl-CoA + octopamine
CoA + feruloyloctopamine
-
-
-
-
?
feruloyl-CoA + octopamine
CoA + feruloyloctopamine
-
-
-
-
?
feruloyl-CoA + octopamine
CoA + feruloyloctopamine
-
-
-
?
feruloyl-CoA + phenethylamine
CoA + feruloylphenethylamine
-
-
-
-
?
feruloyl-CoA + phenethylamine
CoA + feruloylphenethylamine
-
-
-
-
?
feruloyl-CoA + tryptamine
CoA + feruloyltryptamine
-
-
-
?
feruloyl-CoA + tryptamine
CoA + feruloyltryptamine
-
-
-
-
?
feruloyl-CoA + tyramine
CoA + feruloyltyramine
-
-
-
-
?
feruloyl-CoA + tyramine
CoA + feruloyltyramine
-
-
-
?
feruloyl-CoA + tyramine
CoA + feruloyltyramine
-
-
-
?
feruloyl-CoA + tyramine
CoA + feruloyltyramine
-
-
-
?
feruloyl-CoA + tyramine
CoA + feruloyltyramine
-
-
-
-
?
feruloyl-CoA + tyramine
CoA + feruloyltyramine
-
-
-
?
feruloyl-CoA + tyramine
CoA + feruloyltyramine
-
-
mainly the trans-form is produced, only traces of the cis-form can be found
?
feruloyl-CoA + tyramine
CoA + feruloyltyramine
-
low specificity for cinnamoyl-CoA derivates and hydroxyphenethylamines
-
?
feruloyl-CoA + tyramine
CoA + feruloyltyramine
-
-
-
?
feruloyl-CoA + tyramine
CoA + feruloyltyramine
-
-
-
?
feruloyl-CoA + tyramine
CoA + feruloyltyramine
-
-
-
-
?
sinapoyl-CoA + tyramine
CoA + sinapoyltyramine
-
-
-
-
?
sinapoyl-CoA + tyramine
CoA + sinapoyltyramine
-
-
-
-
?
sinapoyl-CoA + tyramine
CoA + sinapoyltyramine
-
-
-
-
?
sinapoyl-CoA + tyramine
CoA + sinapoyltyramine
-
-
-
-
?
sinapoyl-CoA + tyramine
CoA + sinapoyltyramine
-
-
-
-
?
additional information
?
-
wild-type enzyme shows no activity with serotonin, mutant enzyms F145Y and F145Y/Y147F show activity with serotonin
-
-
?
additional information
?
-
recombinant LaAAT1 exhibits a broad substrate tolerance accepting (hydroxy)cinnamoyl-CoAs as acyl donors and not only tyramine, tryptamine, phenylethylamine, and anthranilic acid but also shikimic acid and 4-hydroxyphenyllactic acid as acceptors, showing substrate promiscuity
-
-
?
additional information
?
-
substrate specificity of recombinant AAT1, overview. No or poor activity with anthranilic acid
-
-
?
additional information
?
-
-
enzyme has a wide specificity for phenylethylamines and cinnamoyl-CoA thioesters but differs in the affinity for the substrate, thus indicating different isoenzymes
-
-
?
additional information
?
-
-
enzyme has a wide specificity for phenylethylamines and cinnamoyl-CoA thioesters but differs in the affinity for the substrate, thus indicating different isoenzymes
-
-
?
additional information
?
-
-
enzyme exerts control over the flux of intermediates involved in hydroxycinnamic acid amide of tyramine under some conditions
-
-
?
additional information
?
-
tyraminehydroxycinnamoyl transferase is directly implicated in the formation of hydroxycinnamic acid amides
-
-
?
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(2-hydroxyphenyl)amino sulfinyl acetic acid 1,1-dimethyl ester
-
i.e. OH-PAS, rapid inhibition, feruloyl-CoA prevents partially
ammonium sulfate
-
20% activity at 0.5 M
CuSO4
-
almost complete inactivation at 1 mM
D-tyrosine methyl ester
-
-
diethyldicarbonate
-
90% loss of activity after 5 min at 0.5 mM, preincubation with feruloyl-CoA protects
DL-tyrosine methyl ester
-
-
FeSO4
-
almost complete inactivation at 1 mM
L-phenylalanine beta-naphthylamide
L-tyrosine 7-amido-4-methylcoumarin
L-tyrosine beta-naphthylamide
L-tyrosine ethyl ester
-
-
L-tyrosine methyl ester
-
-
L-tyrosine-tert-butyl ester
-
-
NaCl
-
20% activity at 0.5 M
p-chloromercuribenzoate
-
1 mM, strong
tryptamine
-
0.1 mM inhibits activity with tyramine
ZnCl2
-
almost complete inactivation at 1 mM
L-phenylalanine beta-naphthylamide
-
-
L-phenylalanine beta-naphthylamide
-
-
L-tyrosine 7-amido-4-methylcoumarin
-
-
L-tyrosine 7-amido-4-methylcoumarin
-
-
L-tyrosine benzyl ester
-
-
L-tyrosine benzyl ester
-
irreversible binding to tyramine binding site
L-tyrosine benzyl ester
-
-
L-tyrosine beta-naphthylamide
-
competitive with respect to tyramine, reversible in the presence of high concentrations of tyramine
L-tyrosine beta-naphthylamide
-
competitive with respect to tyramine, reversible in the presence of high concentrations of tyramine
N-ethylmaleimide
-
at 1 mM, 92% inhibition
N-ethylmaleimide
-
50% inactiviation after 10 min at 2 mM
tyramine
-
10-50 mM
tyramine
-
0.1 mM inhibits activity with tryptamine
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1.585
3-methoxytyramine
-
-
0.002 - 0.3
4-coumaroyl-CoA
0.17
4-hydroxyphenylpropylamine
-
-
4.276
beta-phenylethylamine
-
-
0.0127 - 0.326
caffeoyl-CoA
0.002 - 0.49
cinnamoyl-CoA
0.0125
feruloyl-4'-phosphopantetheine
-
-
0.0006 - 0.192
feruloyl-CoA
0.002
isoferuloyl-CoA
-
-
0.0067
p-Coumaroyl-CoA
-
+ tyramine
0.112 - 0.57
phenethylamine
1.389
Phenylethylamine
-
pH 8.5, 30°C
0.001 - 0.05
sinapoyl-CoA
0.002
4-coumaroyl-CoA
-
-
0.0037
4-coumaroyl-CoA
-
with tyramine as acceptor
0.017
4-coumaroyl-CoA
-
-
0.02
4-coumaroyl-CoA
30°C, pH 8.5, recombinant enzyme
0.0233
4-coumaroyl-CoA
-
pH 8.5, 30°C
0.057
4-coumaroyl-CoA
with tyramine, pH 7.5, 30°C, recombinant AAT1
0.157
4-coumaroyl-CoA
with tryptamine, pH 7.5, 30°C, recombinant AAT1
0.3
4-coumaroyl-CoA
with phenethylamine, pH 7.5, 30°C, recombinant AAT1
0.0127
caffeoyl-CoA
-
pH 8.5, 30°C
0.082
caffeoyl-CoA
-
with tyramine as acceptor
0.326
caffeoyl-CoA
with tyramine, pH 7.5, 30°C, recombinant AAT1
0.002
cinnamoyl-CoA
-
-
0.01
cinnamoyl-CoA
-
+ tyramine
0.0319
cinnamoyl-CoA
-
pH 8.5, 30°C
0.49
cinnamoyl-CoA
with tyramine, pH 7.5, 30°C, recombinant AAT1
0.078
dopamine
-
-
0.34
dopamine
-
with feruloyl-CoA as acceptor
0.721
dopamine
-
pH 8.5, 30°C
0.779
dopamine
30°C, pH 8.5, recombinant enzyme
0.0006
feruloyl-CoA
-
-
0.0035
feruloyl-CoA
-
pH 8.5, 30°C
0.0048
feruloyl-CoA
-
with tyramine as acceptor
0.0049
feruloyl-CoA
-
+ tyramine
0.0062
feruloyl-CoA
-
+ tyramine
0.053
feruloyl-CoA
30°C, pH 8.5, recombinant enzyme
0.192
feruloyl-CoA
with tyramine, pH 7.5, 30°C, recombinant AAT1
0.112
phenethylamine
with 4-coumaroyl-CoA, pH 7.5, 30°C, recombinant AAT1
0.57
phenethylamine
-
with feruloyl-CoA as acceptor
0.073
serotonin
-
pH 8.5, 30°C
20.98
serotonin
30°C, pH 8.5, mutant enzyme F145Y
25.44
serotonin
30°C, pH 8.5, mutant enzyme F145Y/Y147F
0.001
sinapoyl-CoA
-
-
0.0083
sinapoyl-CoA
-
with tyramine as acceptor
0.05
sinapoyl-CoA
-
+ tyramine
0.059
tryptamine
-
with feruloyl-CoA as acceptor
0.848
tryptamine
-
pH 8.5, 30°C
24
tryptamine
30°C, pH 8.5, recombinant enzyme
0.0043
tyramine
-
-
0.005
tyramine
with caffeoyl-CoA, pH 7.5, 30°C, recombinant AAT1
0.018
tyramine
with cinnamoyl-CoA, pH 7.5, 30°C, recombinant AAT1
0.02
tyramine
-
+ feruloyl-CoA
0.025
tyramine
-
+ feruloyl-CoA, dopamine + feruloyl-CoA
0.036
tyramine
with 4-coumaroyl-CoA, pH 7.5, 30°C, recombinant AAT1
0.04
tyramine
-
with feruloyl-CoA
0.04
tyramine
30°C, pH 8.5, recombinant enzyme
0.045 - 0.07
tyramine
-
+ p-coumaroyl-CoA, depending on the enzyme fraction used
0.0588 - 0.071
tyramine
-
+ feruloyl-CoA, depending on the enzyme fraction used
0.13
tyramine
-
with feruloyl-CoA as acceptor
0.17
tyramine
30°C, pH 8.5, mutant enzyme F145Y
0.17
tyramine
30°C, pH 8.5, mutant enzyme F145Y/Y147F
0.243
tyramine
with feruloyl-CoA, pH 7.5, 30°C, recombinant AAT1
1.165
tyramine
-
pH 8.5, 30°C
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-20°C, no loss of activity for 2 months in the presence of 2-mercaptoethanol
-
-80°C, no loss of activity for 4 months in the presence of 2-mercaptoethanol
-
4°C, 10% loss of activity within 7 days, concentrated enzyme
-
4°C, as ammonium sulfate paste, 10 mM mercaptoethanol, 24 h, 25% loss of activity
-
4°C, as ammonium sulfate paste, 5 mM DTT, 10% loss of activity within 24 h
-
4°C, no loss of activity for 14 days in the presence of 2-mercaptoethanol
-
4°C, purified recombinant GST-tagged AAT1, in 50 mM Tris-Cl, pH 8.0, and 10 mM reduced glutathione, 4 weeks, stable
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Negrel, J.; Martin, C.
The biosynthesis of feruloyltyramine in Nicotiana tabacum
Phytochemistry
23
2797-2801
1984
Nicotiana tabacum
-
brenda
Fleurence, J.; Negrel, J.
Partial purification of tyramine feruloyl transferase from TMV inoculated tobacco leaves
Phytochemistry
28
733-736
1989
Nicotiana tabacum
-
brenda
Back, K.; Jang, S.M.; Lee, B.C.; Schmidt, A.; Strack, D.; Kim, K.M.
Cloning and characterization of a hydroxycinnamoyl-CoA: tyramine N-(hydroxycinnamoyl)transferase induced in response to UV-C and wounding from Capsicum annuum
Plant Cell Physiol.
42
475-481
2001
Capsicum annuum
brenda
Farmer, M.J.; Czermic, P.; Michael, A.; Negrel, J.
Identification and characterization of cDNA clones encoding hydroxycinnamoyl-CoA:tyramine N-hydroxycinnamoyltransferase from tobacco
Eur. J. Biochem.
263
686-694
1999
Nicotiana tabacum
brenda
Ishihara, A.; Kawata, N.; Matsukawa, T.; Iwamura, H.
Induction of N-hydroxycinnamoyltyramine synthesis and tyramine N-hydroxycinnamoyltransferase (THT) activity by wounding in maize leaves
Biosci. Biotechnol. Biochem.
64
1025-1031
2000
Zea mays
brenda
Negrel, J.; Javelle, F.
L-Tyrosine beta-naphthylamide is a potent competitive inhibitor of tyramine N-(hydroxycinnamoyl)transferase in vitro
Phytochemistry
56
523-527
2001
Nicotiana tabacum, Solanum tuberosum
brenda
Negrel, J.; Javelle, F.
Purification, characterization and partial amino acid sequencing of hydroxycinnamoyl-CoA:tyramine N-(hydroxycinnamoyl)transferase from tobacco cell-suspension cultures
Eur. J. Biochem.
247
1127-1135
1997
Nicotiana tabacum
brenda
Schmidt, A.; Grimm, R.; Schmidt, J.; Scheel, D.; Strack, D.; Rosahl, S.
Cloning and expression of a potato cDNA encoding hydroxycinnamoyl-CoA:tyramine N-(hydroxycinnamoyl)transferase
J. Biol. Chem.
274
4273-4280
1999
Solanum tuberosum
brenda
Yu, M.; Facchini, P.J.
Purification, characterization, and immunolocalization of hydroxycinnamoyl-CoA: tyramine N-(hydroxycinnamoyl)transferase from opium poppy
Planta
209
33-44
1999
Papaver somniferum
brenda
Jang, S.M.; Ishihara, A.; Back, K.
Production of coumaroylserotonin and feruloylserotonin in transgenic rice expressing pepper hydroxycinnamoyl-coenzyme a:Serotonin N-(hydroxycinnamoyl)transferase
Plant Physiol.
135
346-356
2004
Capsicum annuum
brenda
Hagel, J.M.; Facchini, P.J.
Elevated tyrosine decarboxylase and tyramine hydroxycinnamoyltransferase levels increase wound-induced tyramine-derived hydroxycinnamic acid amide accumulation in transgenic tobacco leaves
Planta
221
904-914
2005
Nicotiana tabacum
brenda
Niehl, A.; Lacomme, C.; Erban, A.; Kopka, J.; Kraemer, U.; Fisahn, J.
Systemic Potato virus X infection induces defence gene expression and accumulation of ?-phenylethylamine-alkaloids in potato.
Funct. Plant Biol.
33
593-604
2006
Solanum tuberosum (Q8H9D9)
brenda
Kang, S.; Kang, K.; Chung, G.C.; Choi, D.; Ishihara, A.; Lee, D.; Back, K.
Functional analysis of the amine substrate specificity domain of pepper tyramine and serotonin N-hydroxycinnamoyltransferases
Plant Physiol.
140
704-715
2006
Capsicum annuum (Q5D8C0)
brenda
Kang, K.; Park, M.; Park, S.; Kim, Y.S.; Lee, S.; Lee, S.G.; Back, K.
Production of plant-specific tyramine derivatives by dual expression of tyramine N-hydroxycinnamoyltransferase and 4-coumarate:coenzyme A ligase in Escherichia coli
Biotechnol. Lett.
31
1469-1475
2009
Capsicum annuum (Q5D8C0)
brenda
Park, S.; Kang, K.; Kim, Y.S.; Back, K.
Endosperm-specific expression of tyramine N-hydroxycinnamoyltransferase and tyrosine decarboxylase from a single self-processing polypeptide produces high levels of tyramine derivatives in rice seeds
Biotechnol. Lett.
31
911-915
2009
Capsicum annuum
brenda
Landmann, C.; Huecherig, S.; Fink, B.; Hoffmann, T.; Dittlein, D.; Coiner, H.A.; Schwab, W.
Substrate promiscuity of a rosmarinic acid synthase from lavender (Lavandula angustifolia L.)
Planta
234
305-320
2011
Lavandula angustifolia (Q0GA14)
brenda
Campos, L.; Lison, P.; Lopez-Gresa, M.P.; Rodrigo, I.; Zacares, L.; Conejero, V.; Belles, J.M.
Transgenic tomato plants overexpressing tyramine N-hydroxycinnamoyltransferase exhibit elevated hydroxycinnamic acid amide levels and enhanced resistance to Pseudomonas syringae
Mol. Plant Microbe Interact.
27
1159-1169
2014
Solanum lycopersicum (Q8RXB8), Solanum lycopersicum
brenda