Information on EC 1.2.1.4 - aldehyde dehydrogenase (NADP+)

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The expected taxonomic range for this enzyme is: Bacteria, Eukaryota

EC NUMBER
COMMENTARY hide
1.2.1.4
-
RECOMMENDED NAME
GeneOntology No.
aldehyde dehydrogenase (NADP+)
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
an aldehyde + NADP+ + H2O = a carboxylate + NADPH + H+
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
redox reaction
-
-
-
-
reduction
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
1,2-dichloroethane degradation
-
-
Caprolactam degradation
-
-
L-carnitine degradation III
-
-
Metabolic pathways
-
-
Microbial metabolism in diverse environments
-
-
NAD/NADP-NADH/NADPH cytosolic interconversion (yeast)
-
-
NAD/NADP-NADH/NADPH mitochondrial interconversion (yeast)
-
-
pyruvate fermentation to acetate VIII
-
-
acetate fermentation
-
-
SYSTEMATIC NAME
IUBMB Comments
aldehyde:NADP+ oxidoreductase
-
CAS REGISTRY NUMBER
COMMENTARY hide
9028-87-9
-
97162-78-2
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
Acetobacter acetigenus
IFO 3278, IFO 3279, IFO 3280
-
-
Manually annotated by BRENDA team
Acetobacter ascendens
IFO 3188, IFO 3299
-
-
Manually annotated by BRENDA team
IFO 3170
-
-
Manually annotated by BRENDA team
strain ATCC 700926D, highest activity in cells grown with ethanol
-
-
Manually annotated by BRENDA team
IFO 3248
-
-
Manually annotated by BRENDA team
IFO 12388
-
-
Manually annotated by BRENDA team
IFO 3250, IFO 3251, IFO 3253
-
-
Manually annotated by BRENDA team
IFO 3262, IFO 3263, IFO 3264, IFO 3265, IFO 3266, IFO 3267, IFO 3268, IFO 3269, IFO 3270
-
-
Manually annotated by BRENDA team
Gluconobacter gluconicus
IFO 3171, IFO 3285, IFO 3286
-
-
Manually annotated by BRENDA team
IFO 3130, IFO 3172, IFO 3289, IFO 3290, IFO 3291, IFO 12528, var. alpha IFO 3254, var. alpha IFO 3255, var. alpha IFO 3256, var. alpha IFO 3257, var. alpha IFO 3258; IFO 3171, IFO 3272, IFO 3274; IFO 3189, IFO 3287; IFO 3244; IFO 3260; IFO 3275, IFO 3276; IFO 3293, IFO 12257, IFO 12258, IFO 3294; IFO IFO 3462
-
-
Manually annotated by BRENDA team
IFO 12467
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2-cyanobenzaldehyde + NADP+ + H2O
2-cyanobenzoate + NADPH + H+
show the reaction diagram
-
3% activity compared to 4-nitrobenzaldehyde
-
-
?
2-methlybutyraldehyde + NADP+ + H2O
2-methylbutanoate + NADPH + H+
show the reaction diagram
-
16% activity compared to 4-nitrobenzaldehyde
-
-
?
2-nitrobenzaldehyde + NADP+ + H2O
2-nitrobenzoate + NADPH + H+
show the reaction diagram
-
22% activity compared to 4-nitrobenzaldehyde
-
-
?
3-nitrobenzaldehyde + NADP+ + H2O
3-nitrobenzoate + NADPH + H+
show the reaction diagram
-
53% activity compared to 4-nitrobenzaldehyde
-
-
?
4-cyanobenzaldehyde + NADP+ + H2O
4-cyanobenzoate + NADPH + H+
show the reaction diagram
-
6% activity compared to 4-nitrobenzaldehyde
-
-
?
4-hydroperoxycyclophosphamide + NADP+
?
show the reaction diagram
-
low activity
-
-
?
4-hydroxy-2-nonenal + NADP+
(2E)-4-hydroxynon-2-enoate + NADPH + H+
show the reaction diagram
-
-
-
-
?
4-hydroxy-2-nonenal + NADP+ + H2O
(2E)-4-hydroxynon-2-enoate + NADPH + H+
show the reaction diagram
4-hydroxybenzaldehyde + NADP+ + H2O
4-hydroxybenzoate + NADPH + H+
show the reaction diagram
-
20% activity compared to 4-nitrobenzaldehyde
-
-
?
4-nitroacetophenone + NADP+ + H2O
?
show the reaction diagram
-
2% activity compared to 4-nitrobenzaldehyde
-
-
?
4-nitrobenzaldehyde + NADP+ + H2O
4-nitrobenzoate + NADPH + H+
show the reaction diagram
-
100% activity
-
-
?
acetaldehyde + NADP+
?
show the reaction diagram
acetaldehyde + NADP+
acetate + NADPH
show the reaction diagram
-
-
-
-
?
acetaldehyde + NADP+ + H2O
acetate + NADPH + H+
show the reaction diagram
an aldehyde + NADP+ + H2O
an acid + NADPH + H+
show the reaction diagram
benzaldehyde + NADP+
benzoate + NADPH
show the reaction diagram
benzaldehyde + NADP+
benzoate + NADPH + H+
show the reaction diagram
-
-
-
-
?
benzaldehyde + NADP+ + H2O
benzoate + NADPH + H+
show the reaction diagram
butanal + NADP+ + H2O
butanoate + NADPH + H+
show the reaction diagram
-
5% activity compared to 4-nitrobenzaldehyde
-
-
?
butanal + NADP+ + H2O
butyrate + NADPH + H+
show the reaction diagram
butyraldehyde + NAD+ + H2O
butyrate + NADH + H+
show the reaction diagram
-
-
-
-
?
butyraldehyde + NADP+ + H2O
butyrate + NADPH + H+
show the reaction diagram
-
-
-
-
?
chloroacetaldehyde + NADP+ + H2O
chloroacetate + NADPH + H+
show the reaction diagram
-
most effective substrate in the absence of Mg2+
-
-
?
crotonaldehyde + NADP+
crotonate + NADPH
show the reaction diagram
-
weak, enzyme a, b and c
-
-
?
crotonaldehyde + NADP+ + H2O
crotonate + NADPH + H+
show the reaction diagram
-
2% activity compared to 4-nitrobenzaldehyde
-
-
?
decanal + NADP+
decanoate + NADPH
show the reaction diagram
dodecanal + NADP+ + H2O
dodecanoate + NADPH + H+
show the reaction diagram
-
-
-
-
?
formaldehyde + NADP+ + H2O
formate + NADPH + H+
show the reaction diagram
glutaraldehyde + NADP+ + H2O
glutarate + NADPH + H+
show the reaction diagram
-
-
-
-
?
glyceraldehyde + NADP+
glycerate + NADPH
show the reaction diagram
-
weak, enzyme a, b and d
-
-
?
glyceraldehyde + NADP+ + H2O
glycerate + NADPH + H+
show the reaction diagram
-
-
-
-
?
glycolaldehyde + NADP+ + H2O
glycolate + NADPH + H+
show the reaction diagram
-
-
-
-
?
heptanal + NADP+
heptanoate + NADPH
show the reaction diagram
hexanal + NADP+
hexanoate + NADPH
show the reaction diagram
hexanal + NADP+ + H2O
hexanoate + NADPH + H+
show the reaction diagram
-
1% activity compared to 4-nitrobenzaldehyde
-
-
?
isobutanal + NADP+
isobutyrate + NADPH
show the reaction diagram
-
19% of the activity with acetaldehyde
-
-
ir
isopentanal + NADP+ + H2O
isopentanoate + NADPH + H+
show the reaction diagram
-
-
-
-
?
mafosfamide + NADP+
?
show the reaction diagram
-
low activity
-
-
?
malondialdehyde + NADP+
?
show the reaction diagram
-
poor substrate
-
-
?
methylglyoxal + NADP+ + H2O
?
show the reaction diagram
-
7% activity compared to 4-nitrobenzaldehyde
-
-
?
octanal + NADP+ + H2O
octanoate + NADPH + H+
show the reaction diagram
pentanal + NADP+
pentanoate + NADPH
show the reaction diagram
phenylglyoxal + NADP+ + H2O
?
show the reaction diagram
-
3% activity compared to 4-nitrobenzaldehyde
-
-
?
propanal + NADP+ + H2O
propionate + NADPH + H+
show the reaction diagram
propionaldehyde + NADP+
propionate + NADPH + H+
show the reaction diagram
-
poor substrate
-
-
?
propionaldehyde + NADP+ + H2O
propanoate + NADPH + H+
show the reaction diagram
-
-
-
-
?
succinic semialdehyde + NADP+ + H2O
?
show the reaction diagram
-
5% activity compared to 4-nitrobenzaldehyde
-
-
?
tetradecanal + NADP+
tetradecanoate + NADPH
show the reaction diagram
trans,trans-muconaldehyde + NADP+ + H2O
trans,trans-muconic acid + NADPH + H+
show the reaction diagram
-
-
-
?
trans-2-hexenal + NADP+ + H2O
(2E)-hex-2-enoate + NADPH + H+
show the reaction diagram
trans-2-nonenal + NADP+ + H2O
(2E)-non-2-enoate + NADPH + H+
show the reaction diagram
trans-2-octenal + NADP+ + H2O
(2E)-oct-2-enoate + NADPH + H+
show the reaction diagram
tridecanal + NADP+
tridecanoate + NADPH
show the reaction diagram
-
-
-
-
?
undecanal + NADP+
undecanoate + NADPH
show the reaction diagram
-
-
-
-
?
valeraldehyde + NADP+ + H2O
pentanoate + NADPH + H+
show the reaction diagram
-
1% activity compared to 4-nitrobenzaldehyde
-
-
?
additional information
?
-
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
acetaldehyde + NADP+
?
show the reaction diagram
acetaldehyde + NADP+
acetate + NADPH
show the reaction diagram
-
-
-
-
?
acetaldehyde + NADP+ + H2O
acetate + NADPH + H+
show the reaction diagram
-
-
-
-
?
an aldehyde + NADP+ + H2O
an acid + NADPH + H+
show the reaction diagram
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NAD+
-
preference for NADP+
NADPH
additional information
-
no activity with NAD+
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ba2+
-
activates
Ca2+
-
activates
Co2+
-
1 mM, slight stimulation of enzyme c
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1,10-phenanthroline
BO33-
-
non-competitive
Butanal
-
substrate inhibition
Chloralhydrate
-
non-competitive
CN-
-
non-competitive
Co2+
-
1 mM, enzyme a and e
decanal
-
substrate inhibition
diisopropylfluorophosphate
-
non-competitive
diphosphate
-
enzyme a, b, c, d and e
Disulfiram
-
potent and rapid
ethyl acetate
-
-
ferricyanide
-
enzyme a, b, c and e
Hexanal
-
substrate inhibition
lauryl sarcosine
-
inactivation at high concentrations
mercaptoethanol
-
non-competitive
monoiodoacetate
NADPH
o-Iodosobenzoate
-
1 mM, 3 min, complete inhibition
octanal
-
substrate inhibition
p-hydroxymercuribenzoate
-
0.1 mM, 3 min, complete inhibition
Phenylmethylsulfonylfluoride
-
non-competitive
pyridoxal 5'-phosphate
-
-
Sodium acetate
-
1 mM, 92% inhibition
Sodium arsenate
-
enzyme b, c and d
Sodium azide
-
enzyme b, c and d
Sodium deoxycholate
-
inactivation at high concentrations
Triton X-100
-
inactivation at high concentrations
Zn2+
-
0.1 mM, enzyme a, b, c, d and e
additional information
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
butyric acid ethyl ester
-
-
ethanol
-
0.5-2% increases activity in crude extracts
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.9
4-hydroperoxycyclophosphamide
-
pH 7.5, 25C
0.045 - 0.056
4-hydroxy-2-nonenal
0.0025 - 35
acetaldehyde
0.056 - 2.1
benzaldehyde
0.98 - 2.2
Butanal
0.15
Butyraldehyde
-
pH 8.4, 28C, cosubstrate NADP+
0.0036
Chloroacetaldehyde
-
pH 7.5, 25C
0.0015 - 0.023
decanal
0.01
dodecanal
-
-
0.38 - 4.2
formaldehyde
0.11
Glutaraldehyde
-
pH 8.4, 28C, cosubstrate NADP+
0.65
glyceraldehyde
-
pH 8.4, 28C, cosubstrate NADP+
2.2
glycolaldehyde
-
-
0.055 - 0.108
Heptanal
0.25 - 0.46
Hexanal
0.03
isopentanal
-
-
0.015
muconaldehyde
-
1.26
NAD+
-
pH 8.4, 28C, cosubstrate butyraldehyde
0.0022 - 0.21
NADP+
0.0039 - 0.025
Nonanal
0.0093 - 0.062
octanal
0.435 - 0.92
pentanal
0.0058 - 11
propanal
1.5
propionaldehyde
-
pH 8.4, 28C, cosubstrate NADP+
0.015
Tetradecanal
-
-
0.155
trans-2-hexenal
0.012
trans-2-nonenal
0.035
trans-2-octenal
0.023
tridecanal
-
-
0.016
Undecanal
-
-
additional information
additional information
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.75
acetaldehyde
Paenarthrobacter nicotinovorans
-
pH 8.4, 28C, cosubstrate NADP+
4.52
benzaldehyde
Paenarthrobacter nicotinovorans
-
pH 8.4, 28C, cosubstrate NADP+
0.65
Butyraldehyde
Paenarthrobacter nicotinovorans
-
pH 8.4, 28C, cosubstrate NADP+
0.33
formaldehyde
Paenarthrobacter nicotinovorans
-
pH 8.4, 28C, cosubstrate NADP+
3.92
Glutaraldehyde
Paenarthrobacter nicotinovorans
-
pH 8.4, 28C, cosubstrate NADP+
1.35
glyceraldehyde
Paenarthrobacter nicotinovorans
-
pH 8.4, 28C, cosubstrate NADP+
3.1
NAD+
Paenarthrobacter nicotinovorans
-
pH 8.4, 28C, cosubstrate butyraldehyde
1.02
NADP+
Paenarthrobacter nicotinovorans
-
pH 8.4, 28C, cosubstrate butyraldehyde
1.2
propionaldehyde
Paenarthrobacter nicotinovorans
-
pH 8.4, 28C, cosubstrate NADP+
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.3
acetaldehyde
Paenarthrobacter nicotinovorans
-
pH 8.4, 28C, cosubstrate NADP+
90
0.21
benzaldehyde
Paenarthrobacter nicotinovorans
-
pH 8.4, 28C, cosubstrate NADP+
146
0.43
Butyraldehyde
Paenarthrobacter nicotinovorans
-
pH 8.4, 28C, cosubstrate NADP+
499
0.09
formaldehyde
Paenarthrobacter nicotinovorans
-
pH 8.4, 28C, cosubstrate NADP+
130
0.35
Glutaraldehyde
Paenarthrobacter nicotinovorans
-
pH 8.4, 28C, cosubstrate NADP+
1142
0.2
glyceraldehyde
Paenarthrobacter nicotinovorans
-
pH 8.4, 28C, cosubstrate NADP+
1125
2.4
NAD+
Paenarthrobacter nicotinovorans
-
pH 8.4, 28C, cosubstrate butyraldehyde
7
46
NADP+
Paenarthrobacter nicotinovorans
-
pH 8.4, 28C, cosubstrate butyraldehyde
10
0.8
propionaldehyde
Paenarthrobacter nicotinovorans
-
pH 8.4, 28C, cosubstrate NADP+
273
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0055
1,10-phenanthroline
-
-
0.0095
Chloralhydrate
-
-
0.043 - 0.22
NADPH
0.0000000014
PCMB
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.00312
-
native enzyme, with NAD+ as cofactor, pH and temperature not specified in the publication
0.00315
-
mutant enzyme A200E, with NAD+ as cofactor, pH and temperature not specified in the publication
0.0113
-
mutant enzyme A200E/V210Q, with NAD+ as cofactor, pH and temperature not specified in the publication
0.012
-
mutant enzyme A200E/V210Q, with NADP+ as cofactor, pH and temperature not specified in the publication
0.06
-
mutant enzyme A200E, with NADP+ as cofactor, pH and temperature not specified in the publication
0.853
-
wild type enzyme from cornea, using propionaldehyde and NAD+ as substrates
2
-
purified enzyme, pH 7.5, 25C
3
-
native enzyme, with NADP+ as cofactor, pH and temperature not specified in the publication
3.43
-
wild type enzyme from cornea, using NADP+ and benzaldehyde as substrates
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.4
activity assay
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5 - 9.2
-
pH 5.0: 10% of maximal activity, pH 9.2: 15% of maximal activity
6.8 - 8.7
-
about 50% of maximal activity at pH 6.8 and 8.0
8 - 11.5
-
pH 8.5: about 60% of maximal activity, pH 11.5: about 80% of maximal activity
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
37
activity assay
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
-
cancerous pneumocytes develop significant higher levels of ALDH3A1 expression than normal pneumocytes
Manually annotated by BRENDA team
-
skin keratinocyte
Manually annotated by BRENDA team
-
murine macrophages
Manually annotated by BRENDA team
-
cultured rabbit stromal fibroblasts
Manually annotated by BRENDA team
additional information
-
undetectable in the lens
Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
37000
predicted
51000
-
SDS-PAGE
52000
-
4 * 52000, SDS-PAGE
56352
-
4 * 58000, SDS-PAGE, 4 * 56352, mass spectrometry
65000
-
1 * 65000, enzyme a, SDS-PAGE
70000
-
1 * 70000, enzyme e, SDS-PAGE
87000
-
1 * 87000, enzyme d, SDS-PAGE
130000
-
gel filtration
148000
-
gel filtration
190000
-
gel filtration
215000
-
gel filtration
220000
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
-
1 * 58000, enzyme c, SDS-PAGE; 1 * 65000, enzyme a, SDS-PAGE; 1 * 70000, enzyme e, SDS-PAGE; 1 * 82000, enzyme b, SDS-PAGE; 1 * 87000, enzyme d, SDS-PAGE
tetramer
trimer
-
4 * 52000, SDS-PAGE
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4 - 9
-
4C, stable
437835
4.8 - 7
-
completely stable in dilute solutions for 4 h
437840
7.5 - 9.5
-
30 min, stable
437829
8 - 9
-
most stable from pH 8.0 to pH 9.0
437834
8
-
half-life : 1 h, unstable above
437840
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
50
-
stable up to
60
-
loss of activity above
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-8C, 12% loss of activity after 6 months
-
-8C, 16% glycerol, 1 mM dithiothreitol, 12% loss of activity after 6 months
-
4C, phosphate buffer, pH 6.8-7.5, half-life: 5 months
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
aldehyde dehydrogenase a, b, c, d, and e
-
Ni-NTA column chromatography
-
nickel affinity column chromatography
-
using a Q-sepharose anion exchange column for enzyme preparation of mouse liver, using nickel agarose affinity chromatography for purification of recombinant protein
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli
-
expressed in Escherichia coli BL21 cells
-
expressed in Escherichia coli BL21(DE3) cells
-
into the pET28a vector for expression in Escherichia coli
native and mutant protein expressed in Escherichia coli DH5alpha
-
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
R197E
-
very low activity
A200E
-
the mutant shows strongly reduced activity (50fold) with NADP+ compared to the wild type enzyme
A200E/V210Q
-
the mutant shows strongly reduced activity (250fold) with NADP+ and about 3fold increased activity with NAD+ compared to the wild type enzyme
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
medicine
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