Information on EC 3.2.1.119 - vicianin beta-glucosidase

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The expected taxonomic range for this enzyme is: Euphyllophyta

EC NUMBER
COMMENTARY hide
3.2.1.119
-
RECOMMENDED NAME
GeneOntology No.
vicianin beta-glucosidase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(R)-vicianin + H2O = mandelonitrile + vicianose
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of O-glycosyl bond
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
vicianin bioactivation
-
-
SYSTEMATIC NAME
IUBMB Comments
(R)-vicianin beta-D-glucohydrolase
Also hydrolyses, more slowly, (R)-amygdalin and (R)-prunasin, but not gentiobiose, linamarin or cellobiose.
CAS REGISTRY NUMBER
COMMENTARY hide
91608-93-4
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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 + H2O
(R)-mandelonitrile + beta-gentiobiose
show the reaction diagram
-
-
-
-
?
(R)-amygdalin + H2O
mandelonitrile + beta-gentiobiose
show the reaction diagram
(R)-prunasin + H2O
mandelonitrile + D-glucose
show the reaction diagram
(R)-vicianin + H2O
mandelonitrile + vicianose
show the reaction diagram
2-phenylethyl beta-primeveroside + H2O
?
show the reaction diagram
-
-
-
?
furcatin + H2O
?
show the reaction diagram
recombinant enzyme expressed in Escherichia coli does not hydrolyze furcatin
-
-
?
o-nitrophenyl-beta-D-glucopyranoside + H2O
2-nitrophenol + beta-D-glucopyranose
show the reaction diagram
-
poor substrate
-
-
?
o-nitrophenyl-beta-D-xylopyranoside + H2O
2-nitrophenol + beta-D-xylopyranose
show the reaction diagram
-
poor substrate
-
-
?
p-nitrophenyl beta-primeveroside + H2O
?
show the reaction diagram
recombinant enzyme expressed in Escherichia coli does not hydrolyze p-nitrophenyl beta-primeveroside
-
-
?
p-nitrophenyl-beta-D-glucopyranoside + H2O
4-nitrophenol + beta-D-glucopyranose
show the reaction diagram
-
poor substrate
-
-
?
p-nitrophenyl-beta-D-xylopyranoside + H2O
4-nitrophenol + beta-D-xylopyranose
show the reaction diagram
-
poor substrate
-
-
?
prunasin + H2O
D-mandelonitrile + beta-D-glucose
show the reaction diagram
shows 34% of its vicianin hydrolase activity with prunasin
-
-
?
vicianin + H2O
vicianose + D-mandelonitrile
show the reaction diagram
best substrate, recombinant protein shows the same pattern of substrate specificity as the native enzyme
-
-
?
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
(R)-vicianin + H2O
mandelonitrile + vicianose
show the reaction diagram
-
involved in catabolism of cyanogenic glycosides
-
-
?
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Ag+
-
strong, with p-nitrophenyl-beta-D-glucopyranoside as substrate
castanospermine
-
indolizidine alkaloid, strong, with (R)-prunazin as substrate
Cu2+
-
strong, with p-nitrophenyl-beta-D-glucopyranoside as substrate
delta-gluconolactone
-
strong, with (R)-prunazin as substrate
diethyldithiocarbamate
-
weak, with p-nitrophenyl-beta-D-glucopyranoside as substrate
Fe2+
-
weak, with p-nitrophenyl-beta-D-glucopyranoside as substrate
Hg2+
-
strong, with p-nitrophenyl-beta-D-glucopyranoside as substrate
p-Chloromercuriphenylsulfonate
-
strong, with p-nitrophenyl-beta-D-glucopyranoside as substrate
additional information
-
less than 10% inhibition by Ca2+, Zn2+, Fe3+, Co2+, Cd2+ and Pb2+, no inhibition by EDTA, 2,2'-dipyridyl, o-pheanthroline, 2-mercaptoethanol, dithiothreitol, iodacetic acid, iodoacetamide and N-methylmaleimide
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
3.2
(R)-Prunasin
-
30°C, pH 6
4.9
(R)-Vicianin
-
30°C, pH 6
3.39
p-nitrophenyl-beta-D-glucopyranoside
-
30°C, pH 6
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
8.97
recombinant enzyme, activity against vicianin
9.86
native enzyme, purified, activity against vicianin
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5
-
with p-nitrophenyl-beta-D-glucopyranoside as substrate
5.5
-
with (R)-vicianin as substrate
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
moderately present
Manually annotated by BRENDA team
slightly present
Manually annotated by BRENDA team
slightly present
Manually annotated by BRENDA team
abundantly present
Manually annotated by BRENDA team
slightly present
Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
73000
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
1 * 56000, SDS-PAGE, 1 * 55616, sequence analysis
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
-
no glycoprotein
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
by gel filtration, 9.39fold
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli as a GST fusion protein, full-length cDNA subcloned into the pFastBac1 plasmid for expression in insect cells using a baculovirus expression system