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
Toluene degradation
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Aminobenzoate degradation
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Microbial metabolism in diverse environments
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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
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
metabolism
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the enzyme is involved in the phenylpropanoid/hydroxybenzoate pathway in the plant, pathway overview
physiological function
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plant hydroxybenzoates are common mediators of plant responses of biotic and abiotic stress
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
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 + 2 H+
show the reaction diagram
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?
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 35C
0.0744
NAD+
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apparent Km-value, pH 7.5 and 35C
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.000024
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green hairy roots, pH 7.5, 35C
0.00036
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normal hairy roots, pH 7.5, 35C
0.0072
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constant activity in non-treated root lines, pH 7.5 and 35C; up to 6 h of methyl jasmonate treatment, pH 7.5 and 35C
0.0384
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peak after 24 h of methyl jasmonate treatment, pH 7.5 and 35C
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
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assay at
35 - 40
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
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green hairy root cultures. Hairy roots cultures of Daucus carota turn green under continuous illumination, while the content of the major phenolic compound 4-hydroxybenzoic acid is reduced to half as compared to normal hairy roots cultured in darkness. 4-Hydroxybenzaldehyde dehydrogenase (HBD) activity is suppressed in the green hairy roots and 15fold less compared to normal hairy roots. Volatile analysis of 14-day-old green hairy roots reveals higher monoterpene and sesquiterpene contents than found in normal hairy roots, methyl salicylate content is higher in normal hairy roots than in green ones, overview
Manually annotated by BRENDA team
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 -80C, 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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hairy roots cultures of Daucus carota turn green under continuous illumination, while the content of the major phenolic compound 4-hydroxybenzoic acid is reduced to half as compared to normal hairy roots cultured in darkness. 4-Hydroxybenzaldehyde dehydrogenase (HBD) activity is suppressed in the green hairy roots
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