Information on EC 1.2.1.64 - 4-hydroxybenzaldehyde dehydrogenase (NAD+)

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

EC NUMBER
COMMENTARY hide
1.2.1.64
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RECOMMENDED NAME
GeneOntology No.
4-hydroxybenzaldehyde dehydrogenase (NAD+)
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
4-hydroxybenzaldehyde + NAD+ + H2O = 4-hydroxybenzoate + NADH + 2 H+
show the reaction diagram
The bacterial enzyme (characterized from an unidentified denitrifying bacterium) is involved in an anaerobic toluene degradation pathway. The plant enzyme is involved in formation of 4-hydroxybenzoate, a cell wall-bound phenolic acid that plays a major role in plant defense against pathogens. cf. EC 1.2.1.96, 4-hydroxybenzaldehyde dehydrogenase (NADP+)
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
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redox reaction
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reduction
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
4-hydroxybenzoate biosynthesis IV
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4-hydroxymandelate degradation
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Aminobenzoate degradation
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Microbial metabolism in diverse environments
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Toluene degradation
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4-hydroxymandelate degradation
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SYSTEMATIC NAME
IUBMB Comments
4-hydroxybenzaldehyde:NAD+ oxidoreductase
The bacterial enzyme (characterized from an unidentified denitrifying bacterium) is involved in an anaerobic toluene degradation pathway. The plant enzyme is involved in formation of 4-hydroxybenzoate, a cell wall-bound phenolic acid that plays a major role in plant defense against pathogens. cf. EC 1.2.1.96, 4-hydroxybenzaldehyde dehydrogenase (NADP+).
CAS REGISTRY NUMBER
COMMENTARY hide
61229-72-9
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
denitrifying bacterium PC-07
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
strain M18
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Manually annotated by BRENDA team
strain M18
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Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
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4-hydroxybenzaldehyde dehydrogenase is the final enzyme of 4-hydroxybenzoic acid biosynthesis
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2-hydroxybenzaldehyde + NAD+ + H2O
2-hydroxybenzoate + NADH + 2 H+
show the reaction diagram
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12.3% relative activity compared to 4-hydroxybenzaldehyde conversion
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?
2-hydroxybenzaldehyde + NAD+ + H2O
2-hydroxybenzoate + NADH + H+
show the reaction diagram
2-methoxybenzaldehyde + NAD+ + H2O
2-methoxybenzoate + NADH + 2 H+
show the reaction diagram
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4.8% relative activity compared to 4-hydroxybenzaldehyde conversion, 2-methoxybenzaldehyde i.e. o-anisaldehyde
2-methoxybenzoate i.e. o-anisic acid
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?
3-hydroxybenzaldehyde + NAD+ + H2O
3-hydroxybenzoate + NADH + 2 H+
show the reaction diagram
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27.4% relative activity compared to 4-hydroxybenzaldehyde conversion
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?
3-hydroxybenzaldehyde + NAD+ + H2O
3-hydroxybenzoate + NADH + H+
show the reaction diagram
4-hydroxy-3-methoxybenzaldehyde + NAD+ + H2O
4-hydroxy-3-methoxybenzoate + NADH + 2 H+
show the reaction diagram
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1% relative activity compared to 4-hydroxybenzaldehyde conversion, 4-hydroxy-3-methoxybenzaldehyde i.e. vanillin
4-hydroxy-3-methoxybenzoate i.e. vanillic acid
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?
4-hydroxybenzaldehyde + FAD + H2O
4-hydroxybenzoate + FADH2 + ?
show the reaction diagram
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17.6% relative activity compared to reaction with NAD+
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?
4-hydroxybenzaldehyde + FMN + H2O
4-hydroxybenzoate + FMNH2 + ?
show the reaction diagram
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11.5% relative activity compared to reaction with NAD+
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?
4-hydroxybenzaldehyde + NAD+ + H2O
4-hydroxybenzoate + NADH + 2 H+
show the reaction diagram
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preferred substrate, rapid increase in 4-hydroxybenzoic acid accumulation in Daucus carota hairy root cultures detectable between 15 and 25 days after subculture preceded by an increase in 4-hydroxybenzaldehyde dehydrogenase activity
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ir
4-hydroxybenzaldehyde + NAD+ + H2O
4-hydroxybenzoate + NADH + H+
show the reaction diagram
4-hydroxybenzaldehyde + NADP+ + H2O
4-hydroxybenzoate + NADPH + 2 H+
show the reaction diagram
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70.4% relative activity compared to reaction with NAD+
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?
benzaldehyde + NAD+ + H2O
benzoate + NADH + 2 H+
show the reaction diagram
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5.8% relative activity compared to 4-hydroxybenzaldehyde conversion
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?
benzaldehyde + NAD+ + H2O
benzoate + NADH + H+
show the reaction diagram
cinnamaldehyde + NAD+ + H2O
cinnamic acid + NADH + 2 H+
show the reaction diagram
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6.13% relative activity compared to 4-hydroxybenzaldehyde conversion
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?
vanillin + NAD+ + H2O
vanillate + NADH
show the reaction diagram
additional information
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no activity with 3,4-dihydroxybenzaldehyde i.e. protocatechuic aldehyde and 3,4,5-trihydroxybenzaldehyde
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?
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
4-hydroxybenzaldehyde + NAD+ + H2O
4-hydroxybenzoate + NADH + H+
show the reaction diagram
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ca2+
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1 mM chloride salt, 87.2% relative activity compared to control
Co2+
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1 mM chloride salt, 67.5% relative activity compared to control
Cu2+
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1 mM chloride salt, 34.7% relative activity compared to control
Fe2+
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1 mM chloride salt, 93.6% relative activity compared to control
Mg2+
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1 mM chloride salt, 88% relative activity compared to control
Mn2+
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1 mM chloride salt, 80.6% relative activity compared to control
Zn2+
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1 mM chloride salt, 49.9% relative activity compared to control
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
ADP
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does not act as cofactor, but has some stimulatory effect
AMP
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does not act as cofactor, but has some stimulatory effect
ATP
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does not act as cofactor, but has some stimulatory effect, can partly be replaced by ADP or AMP
chitosan
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CoA
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does not act as cofactor, but has some stimulatory effect
DTT
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maximum 12% increase of activity observed with 0.1 mM
methyl jasmonate
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0.1 mM, HBD activity is uplifted after methyl jasmonate treatment
additional information
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the activity is not strictly dependent on the presence of a reducing agent, such as DTT in the reaction mixture
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0548
4-hydroxybenzaldehyde
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apparent Km-value, pH 7.5 and 35°C
0.0744
NAD+
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apparent Km-value, pH 7.5 and 35°C
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.0072
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constant activity in non-treated root lines, pH 7.5 and 35°C; up to 6 h of methyl jasmonate treatment, pH 7.5 and 35°C
0.0384
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peak after 24 h of methyl jasmonate treatment, pH 7.5 and 35°C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7 - 8.4
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
35 - 40
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
a loss of 4-hydroxybenzaldehyde dehydrogenase activity to the range of 75%, 35% and 20% of the optimum value is observed when cell-free extracts are frozen in liquid nitrogen and stored at +4, -20 and -80°C, for 24 h, respectively
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
hairy root cultures of Daucus carota respond to methyl jasmonate treatment with enhanced accumulation of 4-hydroxybenzoic acid
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