Information on EC 3.2.1.B16 - ipecoside beta-D-glucosidase

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The expected taxonomic range for this enzyme is: Carapichea ipecacuanha

EC NUMBER
COMMENTARY hide
3.2.1.B16
preliminary BRENDA-supplied EC number
RECOMMENDED NAME
GeneOntology No.
ipecoside beta-D-glucosidase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
ipecoside + H2O = ipecoside aglycone + D-glucose
show the reaction diagram
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
N-deacetylisoipecoside glucohydrolase
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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
1alpha(S)-6-O-methyl-N-deacetylisoipecoside + H2O
1alpha(S)-6-O-methyl-N-deacetylisoipecoside aglycone + D-glucose
show the reaction diagram
kcat/KM is 16.3% of the value for 1beta(R)-N-deacetylipecoside
-
-
?
1alpha(S)-N-deacetylisoipecoside + H2O
1alpha(S)-N-deacetylisoipecoside aglycone + D-glucose
show the reaction diagram
kcat/KM is 16.9% of the value for 1beta(R)-N-deacetylipecoside
-
-
?
1beta(R)-6-O-methyl-N-deacetylipecoside + H2O
1beta(R)-6-O-methyl-N-deacetylipecoside aglycone + D-glucose
show the reaction diagram
1beta(R)-N-deacetylipecoside + H2O
1beta(R)-N-deacetylipecoside aglycone + D-glucose
show the reaction diagram
ipecoside + H2O
ipecoside aglycone + D-glucose
show the reaction diagram
vincoside + H2O
vincoside aglycone + D-glucose
show the reaction diagram
kcat/KM is 11.1% of the value for 1beta(R)-N-deacetylipecoside
-
-
?
additional information
?
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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
1beta(R)-6-O-methyl-N-deacetylipecoside + H2O
1beta(R)-6-O-methyl-N-deacetylipecoside aglycone + D-glucose
show the reaction diagram
B6ZKM3
the enzyme is involved in alkaloid biosynthesis
-
-
?
1beta(R)-N-deacetylipecoside + H2O
1beta(R)-N-deacetylipecoside aglycone + D-glucose
show the reaction diagram
B6ZKM3
the 1beta(R)-epimer N-deacetylipecoside is the precursor mainly of ipecoside and alangiside, the alkaloidal glucosides having a beta-configuration
-
-
?
ipecoside + H2O
ipecoside aglycone + D-glucose
show the reaction diagram
B6ZKM3
the enzyme is involved in alkaloid biosynthesis
-
-
?
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Ag+
1 mM, 23% inhibition
Co2+
1 mM, 14% inhibition
Cu2+
1 mM, 50% inhibition
Fe2+
1 mM, 54% inhibition
Mg2+
1 mM, 20% inhibition
Mn2+
1 mM, 14% inhibition
Ni2+
1 mM, 19% inhibition
Zn2+
1 mM, 36% inhibition
additional information
EDTA and 2-mercaptoethanol do not affect the activity
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.3
1alpha(S)-6-O-methyl-N-deacetylisoipecoside
pH 5.0, 30C
5.8
1alpha(S)-N-deacetylisoipecoside
pH 5.0, 30C
0.39
1beta(R)-6-O-methyl-N-deacetylipecoside
pH 5.0, 30C
0.32
1beta(R)-N-deacetylipecoside
pH 5.0, 30C
0.1
ipecoside
pH 5.0, 30C
0.29
vincoside
pH 5.0, 30C
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
18.7
1alpha(S)-6-O-methyl-N-deacetylisoipecoside
Carapichea ipecacuanha
B6ZKM3
pH 5.0, 30C
86.3
1alpha(S)-N-deacetylisoipecoside
Carapichea ipecacuanha
B6ZKM3
pH 5.0, 30C
31.1
1beta(R)-6-O-methyl-N-deacetylipecoside
Carapichea ipecacuanha
B6ZKM3
pH 5.0, 30C
28.2
1beta(R)-N-deacetylipecoside
Carapichea ipecacuanha
B6ZKM3
pH 5.0, 30C
51.6
ipecoside
Carapichea ipecacuanha
B6ZKM3
pH 5.0, 30C
6.4
vincoside
Carapichea ipecacuanha
B6ZKM3
pH 5.0, 30C
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
14.4
1alpha(S)-6-O-methyl-N-deacetylisoipecoside
Carapichea ipecacuanha
B6ZKM3
pH 5.0, 30C
41698
14.9
1alpha(S)-N-deacetylisoipecoside
Carapichea ipecacuanha
B6ZKM3
pH 5.0, 30C
41696
79.7
1beta(R)-6-O-methyl-N-deacetylipecoside
Carapichea ipecacuanha
B6ZKM3
pH 5.0, 30C
41697
88.1
1beta(R)-N-deacetylipecoside
Carapichea ipecacuanha
B6ZKM3
pH 5.0, 30C
41695
516
ipecoside
Carapichea ipecacuanha
B6ZKM3
pH 5.0, 30C
11076
22.1
vincoside
Carapichea ipecacuanha
B6ZKM3
pH 5.0, 30C
11073
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5
substrate: 1alpha(S)-N-deacetylisoipecoside or 1beta(R)-N-deacetylipecoside
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.26
calculated from sequence
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
61800
calculated from sequence
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 61800, calculated from sequence
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
N-terminal His-tagged IpeGlu1 enzyme is purified to homogeneity from the soluble protein fraction by metal chelation chromatography
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
recombinant IpeGlu1 is efficiently expressed in a soluble protein fraction in Eschericha coli PlusS strain, more than 50% of the expressed protein is precipitated as an inclusion body