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Information on EC 3.1.1.42 - chlorogenate hydrolase
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EC Tree
3.1.1.42 chlorogenate hydrolaseIUBMB Comments
Also acts, more slowly, on isochlorogenate. No other substrates are known.
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Word Map
- 3.1.1.42
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pulse-labeled
- cycloheximide
-
35smethionine
- oligosaccharide
- actinomycin
- lipoprotein
-
endosomes
- hepatocytes
- granule
- phospholipid
-
chasing
-
endoglycosidase
-
autoradiography
- tunicamycin
- proteoglycans
-
endocytosis
-
n-linked
-
apolipoproteins
-
endocytic
-
3hleucine
- brefeldin
- monensin
- virion
-
prey
- chondroitin
-
35s-labeled
-
trans-golgi
-
nonradioactive
-
35ssulfate
-
hunt
-
philadelphia
- proinsulin
-
fluorography
-
high-mannose
- avidin
-
precursor-product
-
3hmannose
-
prelabeled
-
35smethionine-labeled
-
endo-beta-n-acetylglucosaminidase
-
3hglucosamine
-
post-golgi
-
fluid-phase
-
complex-type
- chondroitinase
-
actuarial
- castanospermine
-
unassembled
-
lysosomotropic
-
gambling
- degradation
- food industry
- synthesis
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
Synonyms
chase, cinnamoyl esterase, chlorogenic acid hydrolase, chlorogenic acid esterase, chlorogenate esterase, chlorogenase, chlorogenate hydrolase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
CHase
chlorogenase
-
-
-
-
chlorogenate esterase
chlorogenate hydrolase
chlorogenic acid esterase
-
-
-
-
chlorogenic acid hydrolase
Cinnamoyl esterase
hydrolase, chlorogenate
-
-
-
-
KX091144
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
chlorogenate + H2O = caffeate + quinate
-
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
hydrolysis of carboxylic ester
hydrolysis of carboxylic ester
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
-
-
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SYSTEMATIC NAME
IUBMB Comments
chlorogenate hydrolase
Also acts, more slowly, on isochlorogenate. No other substrates are known.
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CAS REGISTRY NUMBER
COMMENTARY
74082-59-0
-
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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
1-phenylethyl alcohol + 5-chlorogenic acid
(S)-1-phenylethyl caffeate + quinate
-
-
transesterification reaction, about 50% molar conversion yield
-
?
2-phenylethyl alcohol + 5-chlorogenic acid
2-phenylethyl caffeate + quinate
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-
transesterification reaction, about 50% molar conversion yield
-
?
2-phenylethyl bromide + 5-chlorogenic acid
2-phenylethyl caffeate + 5-bromo-quinate
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-
substitution reaction, about 2.3% molar conversion yield, no substrate: phenylethyl chloride, phenylethyl iodide
-
?
3-(3,4-dihydroxyphenyl)-propionic acid + 1-phenylethyl alcohol
?
-
-
-
-
?
5-caffeoylquinic acid + H2O
methyl caffeate + quinate
-
-
different structures of substrates for synthesis of methyl caffeate with chlorogenate hydrolase, overview
-
?
alpha-L-galactopyranosyl-(1,2)-beta-D-xylopyranosyl-(1,2)-5-O-trans-feruloyl-L-arabinofuranose + H2O
?
27% of the activity with chlorogenate
-
-
?
beta-D-xylopyranosyl-(1,2)-5-O-trans-feruloyl-L-arabinofuranose + H2O
?
54% of the activity with chlorogenate
-
-
?
D-xylopyranosyl-(1,4)-beta-D-xylopyranosyl-(1,3)-5-O-trans-feruloyl-L-arabinofuranose + H2O
?
38% of the activity with chlorogenate
-
-
?
ethyl ferulate + H2O
ethanol + ferulate
28% of the activity with chlorogenate
-
-
?
L-arabinose 5-feruloyl ester + H2O
L-arabinose + ferluate
63% of the activity with chlorogenate
-
-
?
p-coumaric acid + 2-phenylethyl bromide
2-phenylethyl p-coumarate + bromide
-
-
about 90% molar conversion yield
-
?
phenylpropyl bromide + 5-chlorogenic acid
(S)-1-phenylpropyl caffeate + 5-bromo-quinate
-
-
about 2.3% molar conversion yield
-
r
chlorogenate + H2O
caffeate + quinate
83% of the activity with methyl p-coumarate
-
-
?
chlorogenic acid + H2O
caffeate + quinate
-
brew and high-molecular weight and intermediate molecular weight coffee material fractions are incubated with chlorogenate esterase, and the quantities of quinic acid and caffeic acid are measured. The quinic acid and caffeic acid released from brew fractions by enzymes confirm the incorporation of intact chlorogenic acids. Intact cholorgenic acids are proposed to be incorporated in melanoidins upon roasting via caffeic acid through mainly nonester linkages
-
-
?
chlorogenic acid + H2O
caffeate + quinate
-
hydrolysis of 86% or 100% of chlorogenic acid in apple marc and autoclaved coffee pulp, resp.
-
-
?
chlorogenic acid + H2O
caffeate + quinate
-
hydrolysis of 86% or 100% of chlorogenic acid in apple marc and autoclaved coffee pulp, resp.
-
-
?
chlorogenic acid + H2O
caffeate + quinate
-
-
-
?
chlorogenic acid + H2O
caffeate + quinate
-
specific degradation of cinnamoyl esters in the human colonic microflora
-
?
chlorogenic acid + H2O
caffeate + quinate
-
specific degradation of cinnamoyl esters in the human colonic microflora
-
?
chlorogenic acid + H2O
caffeate + quinate
-
specific degradation of cinnamoyl esters in the human colonic microflora
-
?
methyl caffeate + H2O
methanol + caffeate
15% of the activity with chlorogenate
-
-
?
methyl ferulate + H2O
methanol + ferulate
35% of the activity with chlorogenate
-
-
?
methyl p-coumarate + H2O
methanol + p-coumarate
37% of the activity with chlorogenate
-
-
?
additional information
?
-
-
no substrate: hydroxybenzoic acids, phenyl alkanoic acids with a C4 or C5 alkyl side chain, o-coumaric acid, 4-nitrocinnamic acid, and aromatic amino acids
-
-
?
additional information
?
-
-
C-C double bond neighbouring the ester linkage essential for activity
-
-
?
additional information
?
-
enzyme additionally acts as feruloyl esterase, cleaving ethyl and methyl esters of hydroxycinnamic acis, reaction of EC 3.1.1.73
-
-
?
additional information
?
-
enzyme additionally acts as feruloyl esterase, cleaving ethyl and methyl esters of hydroxycinnamic acis, reaction of EC 3.1.1.73
-
-
?
additional information
?
-
ANW61885
enzyme additionally acts as feruloyl esterase, cleaving ethyl and methyl esters of hydroxycinnamic acis, reaction of EC 3.1.1.73
-
-
?
additional information
?
-
enzyme additionally acts as feruloyl esterase, cleaving ethyl and methyl esters of hydroxycinnamic acis, reaction of EC 3.1.1.73
-
-
?
additional information
?
-
enzyme additionally acts as feruloyl esterase, cleaving ethyl and methyl esters of hydroxycinnamic acis, reaction of EC 3.1.1.73
-
-
?
additional information
?
-
ANW61885
enzyme additionally acts as feruloyl esterase, cleaving ethyl and methyl esters of hydroxycinnamic acis, reaction of EC 3.1.1.73
-
-
?
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NATURAL SUBSTRATE
NATURAL 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
chlorogenic acid + H2O
caffeate + quinate
-
specific degradation of cinnamoyl esters in the human colonic microflora
-
?
chlorogenic acid + H2O
caffeate + quinate
-
specific degradation of cinnamoyl esters in the human colonic microflora
-
?
chlorogenic acid + H2O
caffeate + quinate
-
specific degradation of cinnamoyl esters in the human colonic microflora
-
?
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Co2+
K+
Na+
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
Cu2+
A0A1B1WA13, A0A1B1WA14, ANW61885
1 mM, 55.6% of initial activity; 1 mM, 57.6% of initial activity; 1 mM, 8.5% of initial activity
Fe2+
A0A1B1WA13, A0A1B1WA14, ANW61885
1 mM, 61% of initial activity; 1 mM, 71% of initial activity; 1 mM, 84% of initial activity
Ni2+
A0A1B1WA13, A0A1B1WA14, ANW61885
1 mM, 15.1% of initial activity; 1 mM, 44.5% of initial activity; 1 mM, 63% of initial activity
PMSF
A0A1B1WA13, A0A1B1WA14, ANW61885
1 mM, 15% of initial activity; 1 mM, 55% of initial activity; 1 mM, 60% of initial activity
Zn2+
A0A1B1WA13, A0A1B1WA14, ANW61885
1 mM, 14.3% of initial activity; 1 mM, 67.7% of initial activity; 1 mM, 74% of initial activity
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.002
chlorogenate
-
pH not specified in the publication, temperature not specified in the publication
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
additional information
-
chlorogenic acid, in the medium, degradation level in vivo
additional information
-
chlorogenic acid, in the medium, degradation level in vivo
additional information
-
chlorogenic acid, in the medium, degradation level in vivo
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
6.5
7.2