4.2.1.78: (S)-norcoclaurine synthase
This is an abbreviated version!
For detailed information about (S)-norcoclaurine synthase, go to the full flat file.
Word Map on EC 4.2.1.78
-
4.2.1.78
-
nanocrystals
-
nerve
-
nanoclusters
-
photoluminescence
-
nanoparticles
-
colloidal
-
fabric
-
semiconductor
-
luminescence
-
nanocomposites
-
perovskite
-
neuropathy
-
optoelectronic
-
halide
-
tunable
-
dope
-
nanostructures
-
excitons
-
as-prepared
-
doping
-
monodisperse
-
nanomaterials
-
electrocatalytic
-
bimetallic
-
sural
-
photocatalytic
-
dopants
-
photothermal
-
carpal
-
photovoltaic
-
ulnar
-
light-emitting
-
alloy
-
nanocapsules
-
bioimaging
-
polyneuropathy
-
core-shell
-
photoelectron
-
nanocubes
-
photocatalysts
-
hrtem
-
electrocatalysts
-
solvothermal
-
ultrasmall
-
heterostructures
-
tunability
-
synthesis
-
vacancy
-
radiative
-
as-synthesized
-
photocurrent
- 4.2.1.78
-
nanocrystals
- nerve
-
nanoclusters
-
photoluminescence
- nanoparticles
-
colloidal
-
fabric
-
semiconductor
-
luminescence
-
nanocomposites
-
perovskite
- neuropathy
-
optoelectronic
- halide
-
tunable
-
dope
-
nanostructures
-
excitons
-
as-prepared
-
doping
-
monodisperse
-
nanomaterials
-
electrocatalytic
-
bimetallic
-
sural
-
photocatalytic
-
dopants
-
photothermal
-
carpal
-
photovoltaic
-
ulnar
-
light-emitting
-
alloy
-
nanocapsules
-
bioimaging
- polyneuropathy
-
core-shell
-
photoelectron
-
nanocubes
-
photocatalysts
-
hrtem
-
electrocatalysts
-
solvothermal
-
ultrasmall
-
heterostructures
-
tunability
- synthesis
-
vacancy
-
radiative
-
as-synthesized
-
photocurrent
Reaction
Synonyms
(S)-norcoclaurine synthase, (S)-Norlaudanosoline synthase, AmNCS1, AmNCS2, CCHNCS2, CjNCS1, CjPR10A, CsNCS, More, NCS, NCS1, NCS2, NDONCS3, norcoclaurine synthase, PbNCS, PR10A, PSONCS1, PSONCS2, S-norcoclaurine synthase, Synthase, (S)-norlaudanosoline, TFLNCSDELTA25, TfNCS
ECTree
4.2.1.78 (S)-norcoclaurine synthaseAdvanced search results
results (
results (Substrates Products
Substrates Products on EC 4.2.1.78 - (S)-norcoclaurine synthase
Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
top
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
(2-fluorophenyl)acetaldehyde + dopamine
(1S)-1-[2-(2-fluorophenyl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
-
65% conversion after 3 h
-
-
?
(2-methylphenyl)acetaldehyde + dopamine
(1S)-1-[2-(2-methylphenyl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
-
66% conversion after 3 h
-
-
?
(3,4-dimethoxyphenyl)acetaldehyde + dopamine
(1S)-1-[2-(3,4-dimethoxyphenyl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
-
69% conversion after 3 h
-
-
?
(3-fluorophenyl)acetaldehyde + dopamine
(1S)-1-[2-(3-fluorophenyl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
-
66% conversion after 3 h
-
-
?
(3-methylphenyl)acetaldehyde + dopamine
(1S)-1-[2-(3-methylphenyl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
-
58% conversion after 3 h
-
-
?
(4-fluorophenyl)acetaldehyde + dopamine
(1S)-1-[2-(4-fluorophenyl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
-
71% conversion after 3 h
-
-
?
(4-methoxyphenyl)acetaldehyde + dopamine
(1S)-1-[2-(4-methoxyphenyl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
-
69% conversion after 3 h
-
-
?
(4-methylphenyl)acetaldehyde + dopamine
(1S)-1-[2-(4-fluorophenyl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
-
57% conversion after 3 h
-
-
?
(5,5-dimethyl-1,3-dioxan-2-yl)acetaldehyde + dopamine
(1S)-1-[2-(5,5-dimethyl-1,3-dioxan-2-yl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
-
42% conversion after 3 h
-
-
?
1-butylaldehyde + dopamine
6,7-dihydroxy-1-propyl-1,2,3,4-tetrahydroisoquinoline
molar yield and enantiomeric excess of 6,7-dihydroxy-1-phenethyl-1,2,3,4-tetrahydroisoquinoline are 99.6 and 98.0 %, respectively
-
-
?
3,3-dimethylbutanal + dopamine
(1S)-1-(3,3-dimethylbutyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
-
52% conversion after 3 h
-
-
?
4-(2-aminoethyl)benzene-1,2-diol + (3,4-dihydroxyphenyl)acetaldehyde
?
-
-
-
-
?
4-(2-aminoethyl)benzene-1,2-diol + 3,4-dihydroxyphenylacetaldehyde
(S)-norlaudanosoline + H2O
4-hydroxyphenylacetone + dopamine
1-(4-hydroxybenzyl)-1-methyl-1,2,3,4-tetrahydroisoquinoline-6,7-diol
-
-
-
?
cyclohexylacetaldehyde + dopamine
(1S)-1-(2-cyclohexylethyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
-
71% conversion after 3 h
-
-
?
hydrocinnamaldehyde + dopamine
6,7-dihydroxy-1-phenethyl-1,2,3,4-tetrahydroisoquinoline
molar yield and enantiomeric excess of 6,7-dihydroxy-1-phenethyl-1,2,3,4-tetrahydroisoquinoline are 86.0 and 95.3%, respectively
-
-
?
naphthalen-1-ylacetaldehyde + dopamine
(1S)-1-[2-(naphthalen-1-yl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
-
61% conversion after 3 h
-
-
?
phenylacetaldehyde + dopamine
(1S)-1-(2-phenylethyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
-
51% conversion after 3 h
-
-
?
thiophen-3-ylacetaldehyde + dopamine
(1S)-1-[2-(thiophen-3-yl)ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
-
68% conversion after 3 h
-
-
?
[4-(trifluoromethoxy)phenyl]acetaldehyde + dopamine
(1S)-1-[2-[4-(trifluoromethoxy)phenyl]ethyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol + H2O
-
65% conversion after 3 h
-
-
?
additional information
?
-
-
isozyme NCS1 of Coptis japonica does not catalyze the formation of (S)-norcoclaurine from dopamine and 4-hydroxyphenylacetaldehyde
-
-
?
4-(2-aminoethyl)benzene-1,2-diol + 3,4-dihydroxyphenylacetaldehyde
(S)-norlaudanosoline + H2O
Berberis regeliana
-
-
-
-
?
4-(2-aminoethyl)benzene-1,2-diol + 3,4-dihydroxyphenylacetaldehyde
(S)-norlaudanosoline + H2O
-
-
-
-
?
4-(2-aminoethyl)benzene-1,2-diol + 3,4-dihydroxyphenylacetaldehyde
(S)-norlaudanosoline + H2O
Eschscholtzia tenuifolia
-
-
-
?
4-(2-aminoethyl)benzene-1,2-diol + 3,4-dihydroxyphenylacetaldehyde
(S)-norlaudanosoline + H2O
Eschscholtzia tenuifolia
-
i.e. dopamine + 3,4-dihydroxyphenylacetaldehyde, , 3,4-dihydroxyphenylacetaldehyde can be substituted by 4-hydroxyphenylacetaldehyde but not by 3,4-dihydroxyphenylpyruvate, 4-hydroxyphenylpyruvate or phenylpyruvate
-
?
4-(2-aminoethyl)benzene-1,2-diol + 3,4-dihydroxyphenylacetaldehyde
(S)-norlaudanosoline + H2O
Eschscholzia pulchella
-
-
-
-
?
4-(2-aminoethyl)benzene-1,2-diol + 3,4-dihydroxyphenylacetaldehyde
(S)-norlaudanosoline + H2O
-
-
-
-
?
4-(2-aminoethyl)benzene-1,2-diol + 3,4-dihydroxyphenylacetaldehyde
(S)-norlaudanosoline + H2O
Glaucium rubrum
-
-
-
-
?
4-(2-aminoethyl)benzene-1,2-diol + 3,4-dihydroxyphenylacetaldehyde
(S)-norlaudanosoline + H2O
-
-
-
-
?
4-(2-aminoethyl)benzene-1,2-diol + 3,4-dihydroxyphenylacetaldehyde
(S)-norlaudanosoline + H2O
-
-
-
?
4-(2-aminoethyl)benzene-1,2-diol + 3,4-dihydroxyphenylacetaldehyde
(S)-norlaudanosoline + H2O
-
-
-
-
?
4-(2-aminoethyl)benzene-1,2-diol + 3,4-dihydroxyphenylacetaldehyde
(S)-norlaudanosoline + H2O
-
-
-
-
?
4-(2-aminoethyl)benzene-1,2-diol + 3,4-dihydroxyphenylacetaldehyde
(S)-norlaudanosoline + H2O
Thalictrum flavum ssp. glaucum
-
-
-
?
4-(2-aminoethyl)benzene-1,2-diol + 3,4-dihydroxyphenylacetaldehyde
(S)-norlaudanosoline + H2O
-
-
-
?
4-(2-aminoethyl)benzene-1,2-diol + 3,4-dihydroxyphenylacetaldehyde
(S)-norlaudanosoline + H2O
-
-
-
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
(S)-Norcoclaurine + H2O
-
CjNCS1
-
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
(S)-Norcoclaurine + H2O
-
CjPR10A
-
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
(S)-Norcoclaurine + H2O
Eschscholtzia tenuifolia
-
-
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
(S)-Norcoclaurine + H2O
Eschscholtzia tenuifolia
-
i.e. dopamine + 4-hydroxyphenylacetaldehyde, , 4-hydroxyphenylacetaldehyde can be substituted by 3,4-dihydroxyphenylacetaldehyde but not by 3,4-dihydroxyphenylpyruvate, 4-hydroxyphenylpyruvate or phenylpyruvate
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
(S)-Norcoclaurine + H2O
-
4-(2-aminoethyl)benzene-1,2-diol is dopmaine
-
ir
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
(S)-Norcoclaurine + H2O
-
first step of benzylisoquinoline alkaloid synthesis, enzyme might play a regulatory or rate-limiting role in controlling the rate of pathway flux
-
ir
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
(S)-Norcoclaurine + H2O
-
4-(2-aminoethyl)benzene-1,2-diol is dopmaine
-
ir
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
(S)-Norcoclaurine + H2O
-
first step of benzylisoquinoline alkaloid synthesis, enzyme might play a regulatory or rate-limiting role in controlling the rate of pathway flux
-
ir
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
(S)-Norcoclaurine + H2O
-
-
-
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
(S)-Norcoclaurine + H2O
-
-
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
(S)-Norcoclaurine + H2O
-
-
-
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
(S)-Norcoclaurine + H2O
-
the enzyme is involved in the plants secondary metabolism and is required for the production of bioactive secondary metabolites like morphine
-
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
(S)-Norcoclaurine + H2O
Thalictrum flavum ssp. glaucum
-
4-(2-aminoethyl)benzene-1,2-diol is dopmaine
-
ir
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
(S)-Norcoclaurine + H2O
Thalictrum flavum ssp. glaucum
-
4-(2-aminoethyl)benzene-1,2-diol is dopmaine, cooperativity between the dopamine binding sites on each subunit
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
(S)-Norcoclaurine + H2O
Thalictrum flavum ssp. glaucum
-
first step of benzylisoquinoline alkaloid synthesis, enzyme might play a regulatory or rate-limiting role in controlling the rate of pathway flux
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
(S)-Norcoclaurine + H2O
Thalictrum flavum ssp. glaucum
-
first step of benzylisoquinoline alkaloid synthesis, enzyme might play a regulatory or rate-limiting role in controlling the rate of pathway flux
-
ir
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
?
Berberis regeliana
-
initial reaction in isoquinoline biosynthesis
-
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
?
-
initial reaction in isoquinoline biosynthesis
-
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
?
Eschscholtzia tenuifolia
-
initial reaction in isoquinoline biosynthesis
-
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
?
Eschscholzia pulchella
-
initial reaction in isoquinoline biosynthesis
-
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
?
-
initial reaction in isoquinoline biosynthesis
-
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
?
Glaucium rubrum
-
initial reaction in isoquinoline biosynthesis
-
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
?
-
initial reaction in isoquinoline biosynthesis
-
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
?
-
initial reaction in isoquinoline biosynthesis
-
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
?
-
initial reaction in isoquinoline biosynthesis
-
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
?
-
initial reaction in isoquinoline biosynthesis
-
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
?
-
initial reaction in isoquinoline biosynthesis
-
-
?
4-(2-Aminoethyl)benzene-1,2-diol + 4-hydroxyphenylacetaldehyde
?
-
initial reaction in isoquinoline biosynthesis
-
-
?
4-hydroxyphenylacetaldehyde + 4-(2-aminoethyl)benzene-1,2-diol
(S)-norcoclaurine + H2O
-
4-(2-aminoethyl)benzene-1,2-diol, i.e. dopamine
-
-
?
4-hydroxyphenylacetaldehyde + 4-(2-aminoethyl)benzene-1,2-diol
(S)-norcoclaurine + H2O
-
4-(2-aminoethyl)benzene-1,2-diol, i.e. dopamine
-
-
?
4-hydroxyphenylacetaldehyde + 4-(2-aminoethyl)benzene-1,2-diol
(S)-norcoclaurine + H2O
-
4-(2-aminoethyl)benzene-1,2-diol, i.e. dopamine
-
-
?
4-hydroxyphenylacetaldehyde + 4-(2-aminoethyl)benzene-1,2-diol
(S)-norcoclaurine + H2O
-
stereospecific formation of the (S)-norcolaurine enantiomer by the recombinant enzyme, overview
-
-
?
4-hydroxyphenylacetaldehyde + dopamine
(S)-norcoclaurine + H2O
-
-
-
-
?
4-hydroxyphenylacetaldehyde + dopamine
(S)-norcoclaurine + H2O
-
-
-
-
?
4-hydroxyphenylacetaldehyde + dopamine
(S)-norcoclaurine + H2O
-
-
-
?
4-hydroxyphenylacetaldehyde + dopamine
(S)-norcoclaurine + H2O
the enzyme is involved in the biosynthesis of benzylisoquinoline
-
-
?
4-hydroxyphenylacetaldehyde + dopamine
(S)-norcoclaurine + H2O
-
-
-
?
4-hydroxyphenylacetaldehyde + dopamine
(S)-norcoclaurine + H2O
the enzyme catalyzes the stereoselective Pictet-Spengler reaction between dopamine and 4-hydroxyphenylacetaldehyde as a step of benzylisoquinoline alkaloid synthesis in plants
-
-
?
4-hydroxyphenylacetaldehyde + dopamine
(S)-norcoclaurine + H2O
Corydalis chinensis
-
the enzyme catalyzes the enantioselective Pictet-Spengler condensation of dopamine and 4-hydroxyphenylacetaldehyde as a step in benzylisoquinoline alkaloid biosynthesis
-
-
?
4-hydroxyphenylacetaldehyde + dopamine
(S)-norcoclaurine + H2O
-
-
-
?
4-hydroxyphenylacetaldehyde + dopamine
(S)-norcoclaurine + H2O
the enzyme is involved in the biosynthesis of benzylisoquinoline
-
-
?
4-hydroxyphenylacetaldehyde + dopamine
(S)-norcoclaurine + H2O
-
the enzyme catalyzes the enantioselective Pictet-Spengler condensation of dopamine and 4-hydroxyphenylacetaldehyde as a step in benzylisoquinoline alkaloid biosynthesis
-
-
?
4-hydroxyphenylacetaldehyde + dopamine
(S)-norcoclaurine + H2O
-
-
-
?
4-hydroxyphenylacetaldehyde + dopamine
(S)-norcoclaurine + H2O
the enzyme is involved in the biosynthesis of benzylisoquinoline
-
-
?
4-hydroxyphenylacetaldehyde + dopamine
(S)-norcoclaurine + H2O
-
-
-
?
4-hydroxyphenylacetaldehyde + dopamine
(S)-norcoclaurine + H2O
the enzyme catalyzes the enantioselective Pictet-Spengler condensation of dopamine and 4-hydroxyphenylacetaldehyde as a step in benzylisoquinoline alkaloid biosynthesis
-
-
?
4-hydroxyphenylacetaldehyde + dopamine
(S)-norcoclaurine + H2O
-
-
-
?
4-hydroxyphenylacetaldehyde + dopamine
(S)-norcoclaurine + H2O
-
60% conversion after 3 h
-
-
?
4-hydroxyphenylacetaldehyde + dopamine
(S)-norcoclaurine + H2O
the enzyme catalyzes the enantioselective Pictet-Spengler condensation of dopamine and 4-hydroxyphenylacetaldehyde as a step in benzylisoquinoline alkaloid biosynthesis
-
-
?
