Information on EC 2.4.1.300 - cyanidin 3-O-glucoside 7-O-glucosyltransferase (acyl-glucose)

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
2.4.1.300
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RECOMMENDED NAME
GeneOntology No.
cyanidin 3-O-glucoside 7-O-glucosyltransferase (acyl-glucose)
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
1-O-vanilloyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside = vanillate + cyanidin 3,7-di-O-beta-D-glucoside
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
cyanidin diglucoside biosynthesis (acyl-glucose dependent)
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delphinidin diglucoside biosynthesis (acyl-glucose dependent)
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pelargonidin diglucoside biosynthesis (acyl-glucose dependent)
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Anthocyanin biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
1-O-vanilloyl-beta-D-glucose:cyanidin-3-O-beta-D-glucoside 7-O-beta-D-glucosyltransferase
Isolated from the plant Delphinium grandiflorum (delphinium). Also acts on other anthocyanidins and with other acyl-glucose derivatives.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
glycoside hydrolase family 1
UniProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
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the enzyme belongs to the glycoside hydrolase family 1, molecular phylogenetic tree based on amino acid sequences, overview
physiological function
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1-O-4-coumaroyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside
4-coumarate + cyanidin 3,7-di-O-beta-D-glucoside
show the reaction diagram
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?
1-O-4-hydroxybenzoyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside
4-hydroxybenzoate + cyanidin 3,7-di-O-beta-D-glucoside
show the reaction diagram
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1-O-4-hydroxybenzoyl-beta-D-glucose is the best donor substrate
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?
1-O-caffeoyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside
caffeate + cyanidin 3,7-di-O-beta-D-glucoside
show the reaction diagram
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?
1-O-feruloyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside
ferulate + cyanidin 3,7-di-O-beta-D-glucoside
show the reaction diagram
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-
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?
1-O-isovanilloyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside
isovanillate + cyanidin 3,7-di-O-beta-D-glucoside
show the reaction diagram
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?
1-O-vanilloyl-beta-D-glucose + cyanidin 3-O-beta-D-(6-O-malylglucoside)
vanillate + cyanidin 3-O-beta-((6-O-malyl)-D-glucosyl)-7-O-beta-D-glucoside
show the reaction diagram
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?
1-O-vanilloyl-beta-D-glucose + cyanidin 3-O-beta-D-galactoside
vanillate + cyanidin 3,7-di-O-beta-D-galactoside
show the reaction diagram
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?
1-O-vanilloyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside
vanillate + cyanidin 3,7-di-O-beta-D-glucoside
show the reaction diagram
1-O-vanilloyl-beta-D-glucose + delphinidin 3-O-beta-D-glucoside
vanillate + delphinidin 3,7-di-O-beta-D-glucoside
show the reaction diagram
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?
1-O-vanilloyl-beta-D-glucose + pelargonidin 3-O-(6-O-malyl)-beta-D-glucoside
vanillate + pelargonidin 3-O-(6-O-malyl)-beta-D-glucosyl-7-O-beta-D-glucoside
show the reaction diagram
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?
1-O-vanilloyl-beta-D-glucose + pelargonidin 3-O-beta-D-glucoside
vanillate + pelargonidin 3,7-di-O-beta-D-glucoside
show the reaction diagram
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?
4-hydroxybenzoyl-beta-D-glucose + cyanidin 3-O-galactoside
4-hydroxybenzoic acid + cyanidin 3-O-galactoside-7-O-beta-D-glucoside
show the reaction diagram
3.6% of the activity with cyanidin 3-O-rutinoside
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?
4-hydroxybenzoyl-beta-D-glucose + cyanidin 3-O-glucoside
4-hydroxybenzoic acid + cyanidin 3,7-di-O-beta-D-glucoside
show the reaction diagram
10.3% of the activity with cyanidin 3-O-rutinoside
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?
4-hydroxybenzoyl-beta-D-glucose + cyanidin 3-O-rutinoside
4-hydroxybenzoic acid + cyanidin 3-O-rutinoside-7-O-beta-D-glucoside
show the reaction diagram
72.7% of the activity with caffeoyl-beta-D-glucose
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?
4-hydroxybenzoyl-beta-D-glucose + delphinidin 3-O-glucoside
4-hydroxybenzoic acid + delphinidin 3,7-di-O-beta-D-glucoside
show the reaction diagram
7.8% of the activity with cyanidin 3-O-rutinoside
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?
4-hydroxybenzoyl-beta-D-glucose + delphinidin 3-O-rutinoside
4-hydroxybenzoic acid + delphinidin 3-O-rutinoside-7-O-beta-D-glucoside
show the reaction diagram
95% of the activity with cyanidin 3-O-rutinoside
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?
4-hydroxybenzoyl-beta-D-glucose + pelargonidin 3-O-glucoside
4-hydroxybenzoic acid + pelargonidin 3,7-di-O-beta-D-glucoside
show the reaction diagram
26.2% of the activity with cyanidin 3-O-rutinoside
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?
caffeoyl-beta-D-glucose + cyanidin 3-O-rutinoside |
caffeate + cyanidin 3-O-rutinoside-7-O-glucoside
show the reaction diagram
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?
delphinidin 3-O-rutinoside + 4-hydroxybenzoylglucose
4-hydroxybenzoic acid + delphinidin 3-O-rutinoside-7-O-glucoside
show the reaction diagram
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?
feruloyl-beta-D-glucose + cyanidin 3-O-rutinoside
ferulate + cyanidin 3-O-rutinoside-7-O-beta-D-glucoside
show the reaction diagram
98.5% of the activity with caffeoyl-beta-D-glucose
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?
isovanillyl-glucose + cyanidin 3-O-rutinoside
isovanillate + cyanidin 3-O-rutinoside-7-O-beta-D-glucoside
show the reaction diagram
12.3% of the activity with caffeoyl-beta-D-glucose
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?
p-coumaroyl-beta-D-glucose + cyanidin 3-O-rutinoside
p-coumarate + anthocyanidin 3-O-rutinoside-7-O-beta-D-glucoside
show the reaction diagram
96.2% of the activity with caffeoyl-beta-D-glucose
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?
sinapoyl-beta-D-glucose + cyanidin 3-O-rutinoside |
sinapoate + cyanidin 3-O-rutinoside-7-O-beta-D-glucoside
show the reaction diagram
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?
vanillyl-glucose + cyanidin 3-O-rutinoside
vanillate + cyanidin 3-O-rutinoside-7-O-beta-D-glucoside
show the reaction diagram
59.1% of the activity with caffeoyl-beta-D-glucose
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?
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
1-O-vanilloyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside
vanillate + cyanidin 3,7-di-O-beta-D-glucoside
show the reaction diagram
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-
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-
?
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.2608
1-O-vanilloyl-beta-D-glucose
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pH 5.0, 30C, recombinant enzyme
0.0229
cyanidin 3-O-beta-D-glucoside
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pH 5.0, 30C, recombinant enzyme
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.1
1-O-vanilloyl-beta-D-glucose
Delphinium grandiflorum
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pH 5.0, 30C, recombinant enzyme
0.17
cyanidin 3-O-beta-D-glucoside
Delphinium grandiflorum
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pH 5.0, 30C, recombinant enzyme
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
sole source, peak level of expression at the middle stage of floral development
Manually annotated by BRENDA team
additional information
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the enzyme expression is restricted to petals, no activity in leaves and stems, overview
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
transient expression as GFP-tagged protein in onion epidermal cells using the CaMV 35S promoter
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