Information on EC 3.2.1.168 - hesperidin 6-O-alpha-L-rhamnosyl-beta-D-glucosidase

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The expected taxonomic range for this enzyme is: Acremonium sp.

EC NUMBER
COMMENTARY hide
3.2.1.168
-
RECOMMENDED NAME
GeneOntology No.
hesperidin 6-O-alpha-L-rhamnosyl-beta-D-glucosidase
-
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
hesperidin + H2O = hesperetin + rutinose
show the reaction diagram
SYSTEMATIC NAME
IUBMB Comments
hesperetin 7-(6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranoside) 6-O-alpha-rhamnopyranosyl-beta-glucohydrolase
The enzyme exhibits high specificity towards 7-O-linked flavonoid beta-rutinosides.
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
2-phenethyl rutinoside + H2O
2-phenylethanol + 6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranoside
show the reaction diagram
diosmin + H2O
didymin + 6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranoside
show the reaction diagram
eriocitrin + H2O
eriodictyol + 6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranoside
show the reaction diagram
-
a 7-O-beta-rutinoside, pH 5.0, 60C, 89.7% relative activity compared to hesperidin as substrate
-
-
?
geranyl rutinoside + H2O
geraniol + 6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranoside
show the reaction diagram
hesperidin + H2O
hesperetin + 6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranoside
show the reaction diagram
hesperidin + H2O
hesperetin + rutinose
show the reaction diagram
hesperidin methylchalcone + H2O
hesperetin methylchalcone + 6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranoside
show the reaction diagram
narirutin + H2O
naringenin + 6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranoside
show the reaction diagram
-
a 7-O-beta-rutinoside, pH 5.0, 60C, 61% relative activity compared to hesperidin as substrate
-
-
?
neryl rutinoside + H2O
nerol + 6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranoside
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
hesperidin + H2O
hesperetin + 6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranoside
show the reaction diagram
hesperidin + H2O
hesperetin + rutinose
show the reaction diagram
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ba2+
-
reduces the activity in the range of 10-50%
Ca2+
-
reduces the activity in the range of 10-50%
Cu2+
-
deleterious for enzyme activity
EDTA
-
reduces the activity in the range of 10-50%
Fe2+
-
reduces the activity in the range of 10-50%
Hg2+
-
deleterious for enzyme activity
Mg2+
-
reduces the activity in the range of 10-50%
Ni2+
-
reduces the activity in the range of 10-50%
Zn2+
-
reduces the activity in the range of 10-50%
additional information
-
no influence of manganese on the enzyme activity
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.77 - 8
hesperidin
8.7 - 38.7
hesperidin methylchalcone
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
32.4
hesperidin
Acremonium sp.
-
pH 5.0, 60C
68.2
hesperidin methylchalcone
Acremonium sp.
-
pH 5.0, 60C
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
18.3
hesperidin
Acremonium sp.
-
pH 5.0, 60C
2513
7.8
hesperidin methylchalcone
Acremonium sp.
-
pH 5.0, 60C
19185
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4 - 8
-
pH 4: ca. 70% relative activity, pH 8: ca. 60% relative activity
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30
-
assay at
60
-
assay at
70
-
also active at 5C, Tm of 74.6C and a calculated activation energy Ea of 183.3 kJ/mol
additional information
-
study of the effect of temperature on the leakage of alpha-rhamnosyl-beta-glucosidase immoblized on chitosan-silica-polyethyleneimine beads
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
40 - 80
-
40C: ca. 20% relative activity, 80C: ca. 50% relative activity
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
42220
-
mass spectrometry
46000
-
SDS-PAGE
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
glycoprotein
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
74.6
-
Tm of 74.6C and a calculated activation energy Ea of 183.3 kJ/mol
ORGANIC SOLVENT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ethanol
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
8C, immobilized enzyme, retains 100% activity during a long-term storage
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
to homogeneity, fractionation with ammonium sulfate and two chromatographic steps: butyl-agarose and QAE-Sephadex
-
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
biotechnology
food industry