Information on EC 3.2.1.126 - coniferin beta-glucosidase

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

EC NUMBER
COMMENTARY hide
3.2.1.126
-
RECOMMENDED NAME
GeneOntology No.
coniferin beta-glucosidase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
coniferin + H2O = D-glucose + coniferol
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of O-glycosyl bond
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
coniferin metabolism
-
-
Phenylpropanoid biosynthesis
-
-
SYSTEMATIC NAME
IUBMB Comments
coniferin beta-D-glucosidase
Also hydrolyses syringin, 4-cinnamyl alcohol beta-glucoside and, more slowly, some other aryl beta-glycosides. A plant cell-wall enzyme involved in the biosynthesis of lignin.
CAS REGISTRY NUMBER
COMMENTARY hide
83869-30-1
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
ecotype Columbia
-
-
Manually annotated by BRENDA team
chickpea
-
-
Manually annotated by BRENDA team
parsley
-
-
Manually annotated by BRENDA team
spruce
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
var. latifolia Engelm, 10-15 years old
-
-
Manually annotated by BRENDA team
wheat
-
-
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
(R)-amygdalin
?
show the reaction diagram
-
-
-
-
?
2-nitrophenyl beta-D-galactoside + H2O
2-nitrophenol + D-galactose
show the reaction diagram
2-nitrophenyl beta-D-glucoside + H2O
2-nitrophenol + beta-D-glucose
show the reaction diagram
-
57% of the activity with coniferin
-
?
2-nitrophenyl beta-D-glucoside + H2O
2-nitrophenol + D-glucose
show the reaction diagram
2-nitrophenyl beta-D-xyloside + H2O
2-nitrophenol + D-xylose
show the reaction diagram
-
poor substrate
-
-
-
4-coumaryl beta-D-glucoside + H2O
coumaric acid + D-glucose
show the reaction diagram
-
reaction at 25% (isozyme II) or 4% (isozyme I) the rate of 2-nitrophenyl beta-D-glucoside hydrolysis
-
-
-
4-methylumbelliferyl beta-D-glucosaminide + H2O
4-methylumbelliferone + D-glucosamine
show the reaction diagram
-
poor substrate
-
-
-
4-methylumbelliferyl beta-D-glucoside + H2O
4-methylumbelliferone + beta-D-glucose
show the reaction diagram
-
16% of the activity with coniferin
-
?
4-methylumbelliferyl beta-D-glucoside + H2O
4-methylumbelliferone + D-glucose
show the reaction diagram
4-methylumbelliferyl-beta-D-glucoside
4-methylumbelliferol + beta-D-glucose
show the reaction diagram
-
9% activity with BGLU46
-
-
?
4-nitrophenyl beta-D-galactoside + H2O
4-nitrophenol + D-galactose
show the reaction diagram
4-nitrophenyl beta-D-glucoside + H2O
4-nitrophenol + beta-D-glucose
show the reaction diagram
-
26% of the activity with coniferin
-
?
4-nitrophenyl beta-D-glucoside + H2O
4-nitrophenol + D-glucose
show the reaction diagram
5-[4-(beta-D-glucopyranosyloxy)-3-methoxyphenylmethylene]-2-thioxothiazolidin-4-one-3-ethanoic acid + H2O
?
show the reaction diagram
-
synthetic coniferin analog, 45% of the activity with coniferin
-
?
arbutin
benzene-1,4-diol + beta-D-glucose
show the reaction diagram
-
6% activity with BGLU46
-
-
?
arbutin + H2O
?
show the reaction diagram
-
-
-
?
coniferin
beta-D-glucose + coniferyl aldehyde
show the reaction diagram
-
87% activity with BGLU45 and 8% activity with BGLU46
-
-
?
coniferin + H2O
?
show the reaction diagram
-
plant cell wall enzyme, involved in lignin biosynthesis
-
-
-
coniferin + H2O
coniferol + D-glucose
show the reaction diagram
coniferin + H2O
D-glucose + coniferol
show the reaction diagram
ferulic acid p-beta-glucoside + H2O
ferulic acid + D-glucose
show the reaction diagram
-
-
-
-
-
feruloyl glucoside + H2O
ferulic acid + glucose
show the reaction diagram
-
poor substrate
-
-
-
o-nitrophenyl beta-D-glucopyranoside + H2O
beta-D-glucose + o-nitrophenol
show the reaction diagram
-
-
-
?
o-nitrophenyl-beta-D-glucopyranoside
o-nitrophenol + beta-D-glucose
show the reaction diagram
-
most rapidly hydrolysed by BGLU45 and BGLU46 with relative rates of 619% and 449%, respectively, of the rate of p-nitrophenyl-beta-D-glucoside degradation
-
-
-
p-coumaryl beta-D-glucoside
p-coumaric acid + beta-D-glucose
show the reaction diagram
-
6.9% activity with BGLU45 and 71% activity with BGLU46
-
-
?
p-nitrophenyl alpha-L-arabinofuranoside + H2O
p-nitrophenol + alpha-L-arabinofuranose
show the reaction diagram
-
with moderate efficiency
-
?
p-nitrophenyl beta-cellobioside + H2O
?
show the reaction diagram
-
releases only terminal glucose from the substrate
-
?
p-nitrophenyl beta-D-fucopyranoside + H2O
beta-D-fucose + p-nitrophenol
show the reaction diagram
-
with moderate efficiency
-
?
p-nitrophenyl beta-D-galactopyranoside + H2O
beta-D-galactose + p-nitrophenol
show the reaction diagram
-
with low efficiency
-
?
p-nitrophenyl beta-D-glucopyranoside + H2O
beta-D-glucose + p-nitrophenol
show the reaction diagram
-
-
-
?
p-nitrophenyl beta-D-xylopyranoside + H2O
beta-D-xylose + p-nitrophenol
show the reaction diagram
-
73% of the efficiency with p-nitrophenyl beta-D-glucopyranoside
-
?
p-nitrophenyl-beta-D-galactopyranoside
p-nitrophenol + beta-D-galactose
show the reaction diagram
-
0.4% activity with BGLU45 and 21% activity with BGLU46
-
-
-
p-nitrophenyl-beta-D-glucopyranoside
p-nitrophenol + beta-D-glucose
show the reaction diagram
-
100% activity with BGLU45 and BGLU46
-
-
-
phenyl-beta-D-glucoside
phenol + beta-D-glucose
show the reaction diagram
-
62% activity with BGLU46
-
-
?
picein + H2O
?
show the reaction diagram
salicin
beta-D-glucose + salicyl alcohol
show the reaction diagram
-
100% activity with BGLU46
-
-
?
salicin + H2O
?
show the reaction diagram
syringin
beta-D-glucose + sinapyl alcohol
show the reaction diagram
-
100% activity with BGLU45 and 6% activity with BGLU46
-
-
?
syringin + H2O
?
show the reaction diagram
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
coniferin + H2O
?
show the reaction diagram
-
plant cell wall enzyme, involved in lignin biosynthesis
-
-
-
coniferin + H2O
D-glucose + coniferol
show the reaction diagram
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
D-glucose
-
competitive inhibitor, p-nitrophenyl beta-D-glucopyranoside as substrate
deoxynojirimycin
-
strong, competitive inhibitor, p-nitrophenyl beta-D-glucopyranoside as substrate
glucono-1,5-lactone
-
-
glucuronolactone
-
strong, competitive inhibitor, p-nitrophenyl beta-D-glucopyranoside as substrate
isopropyl 1-thio-beta-D-glucopyranoside
-
competitive inhibitor, p-nitrophenyl beta-D-glucopyranoside as substrate
additional information
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1-butanol
-
20 mM, activates due to transglycosylation activity with over 80% of p-nitrophenyl beta-D-glucopyranoside being converted to 1-butyl beta-D-glucopyranoside in the presence of Cbg1 and 100 mM 1-butanol
1-Heptanol
-
20 mM, activates
1-Hexanol
-
20 mM, activates
1-Octanol
-
20 mM, activates
1-Pentanol
-
20 mM, activates
1-propanol
-
20 mM, activates, highest rate of consumption of p-nitrophenyl beta-D-glucopyranoside in the presence of 0.6 M 1-propanol
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
3
2-nitrophenyl beta-D-galactoside
-
-
0.9
4-Methylumbelliferyl beta-D-glucosaminide
-
-
0.4 - 2.3
4-methylumbelliferyl beta-D-glucoside
0.7 - 1.9
4-nitrophenyl beta-D-glucoside
0.021
Arbutin
-
pH 6.5, 30C
0.023 - 7
coniferin
0.3
formononetin 7-beta-glucoside
-
2-nitrophenyl beta-glucoside
0.06
o-nitrophenyl beta-D-glucopyranoside
-
pH 6.5, 30C
2.2
p-coumaryl beta-D-glucoside
-
BGLU46
0.27
p-nitrophenyl alpha-L-arabinofuranoside
-
pH 6.5, 30C
0.08
p-nitrophenyl beta-D-fucopyranoside
-
pH 6.5, 30C
4
p-nitrophenyl beta-D-galactopyranoside
-
pH 6.5, 30C
0.012
p-nitrophenyl beta-D-glucopyranoside
-
pH 6.5, 30C
0.005
p-nitrophenyl beta-D-xylopyranoside
-
pH 6.5, 30C
0.6 - 6.3
Picein
0.045
Salicin
-
pH 6.5, 30C
0.29 - 5.1
syringin
additional information
additional information
-
-
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
106
coniferin
Agrobacterium tumefaciens
-
pH 6.5, 30C
155
o-nitrophenyl beta-D-glucopyranoside
Agrobacterium tumefaciens
-
pH 6.5, 30C
118
p-nitrophenyl alpha-L-arabinofuranoside
Agrobacterium tumefaciens
-
pH 6.5, 30C
22.1
p-nitrophenyl beta-D-fucopyranoside
Agrobacterium tumefaciens
-
pH 6.5, 30C
46.6
p-nitrophenyl beta-D-galactopyranoside
Agrobacterium tumefaciens
-
pH 6.5, 30C
3.2 - 95.4
p-nitrophenyl beta-D-glucopyranoside
28.9
p-nitrophenyl beta-D-xylopyranoside
Agrobacterium tumefaciens
-
pH 6.5, 30C
3.15 - 86.7
Salicin
additional information
additional information
Agrobacterium tumefaciens
-
-
-
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2.9
D-glucose
-
pH 6.5, 30C
0.00078
deoxynojirimycin
-
pH 6.5, 30C
0.0039
glucuronolactone
-
pH 6.5, 30C
5.6
isopropyl 1-thio-beta-D-glucopyranoside
-
pH 6.5, 30C
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4.1
-
BGLU45, crude extract
4.5
-
hypocotyls
6.6
-
pH 5.5, 30C
35.9
-
BGLU45, purified enzyme
39 - 41
-
pH 6.5, 30C
43.8
-
BGLU46, crude extract
599
-
BGLU46, purified enzyme
additional information
-
-
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4.5 - 5.5
-
hypocotyls
5.4 - 5.9
-
optimum in the range at 30C
additional information
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
3.5 - 6.5
-
about half-maximal activity at pH 3.5 and 6.5, hypocotyls
4 - 7.5
-
about 20% of maximal activity at pH 4 and 7.5
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
40 - 45
-
-
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
-
tissue distribution
Manually annotated by BRENDA team
-
BGLU45 and BGLU46 display increasing levels of expression from apex to base, matching the known increase in lignification
Manually annotated by BRENDA team
additional information
-
BGLU45 and BGLU46 absent from rosette leaves or flowers
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
58570
-
Picea abies, sedimentation equilibrium method
60000
-
gel filtration, native PAGE
90000
-
Pinus banksiana, 2 isozymes, MW 90000 and 110000
110000
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
-
x * 98000, about, SDS-PAGE, x * 88289, sequence calculation
monomer
-
1 * 57000, Picea abies, SDS-PAGE
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
glycoprotein
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
0.5 M NaCl stabilizes, removal inactivates
-
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20C, crude cell wall preparation, frozen with liquid nitrogen, at least 3 months
-
4C, in 0.025 M McIlvaine buffer, pH 5, 0.1 M NaCl, 0.02% NaN3, less than 10% loss of activity within 15 days
-
4C, in the presence of 0.5 M NaCl, several months
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
2 isozymes
-
2760fold
-
hypocotyls
-
recombinant Cbg1
-
to apparent homogeneity by ammonium sulfate fractionation and hydrophobic interaction chromatography, BGLU45 8.8fold and BGLU46 13.7fold purified
-
to near homogeneity
-
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
cDNAs encoding BGLU45 and BGLU46 expressed in Pichia pastoris
-
expression in Escherichia coli
-