Information on EC 2.4.1.249 - delphinidin 3',5'-O-glucosyltransferase

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The expected taxonomic range for this enzyme is: Clitoria ternatea

EC NUMBER
COMMENTARY hide
2.4.1.249
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RECOMMENDED NAME
GeneOntology No.
delphinidin 3',5'-O-glucosyltransferase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
UDP-glucose + delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside = UDP + delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside-3'-O-beta-D-glucoside
show the reaction diagram
UDP-glucose + delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside-3'-O-beta-D-glucoside = UDP + delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside-3',5'-di-O-beta-D-glucoside
show the reaction diagram
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Anthocyanin biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
UDP-glucose:delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside 3'-O-glucosyltransferase
Ternatins are a group of polyacetylated delphinidin glucosides that confer blue color to the petals of Clitoria ternatea (butterfly pea). This enzyme catalyses two reactions in the biosynthesis of ternatin C5: the conversion of delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside to delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside-3'-O-beta-D-glucoside, followed by the conversion of the later to ternatin C5, by transferring two glucosyl groups in a stepwise manner [1].
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
gene An3'5'GT; butterfly pea
UniProt
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
UDP-D-glucose + cyanidin 3-O-(6-O-malonyl)-beta-D-glucoside
UDP + cyanidin 3-O-(6-O-malonyl)-beta-D-glucoside 3'-O-beta-D-glucoside
show the reaction diagram
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24.3% relative activity compared to delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside as substrate
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UDP-D-glucose + delphinidin 3,3'-di-O-beta-D-glucoside
UDP + delphinidin 3,3',5'-tri-O-beta-D-glucoside
show the reaction diagram
3.3% relative activity compared to delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside as substrate
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-
?
UDP-D-glucose + delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside
UDP + delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside-3'-O-beta-glucoside
show the reaction diagram
UDP-D-glucose + delphinidin 3-O-(6''-O-malonyl)-beta-glucoside-3'-O-beta-D-glucoside
UDP + delphinidin 3-O-(6''-O-malonyl)-beta-glucoside-3',5'-di-O-beta-D-glucoside
show the reaction diagram
UDP-D-glucose + delphinidin 3-O-beta-D-glucoside
UDP + delphinidin 3,3'-di-O-beta-D-glucoside
show the reaction diagram
3.9% relative activity compared to delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside as substrate
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-
?
UDP-D-glucose + petunidin 3-O-(6''-O-malonyl)-beta-D-glucoside
UDP + petunidin 3-O-(6''-O-malonyl)-beta-D-glucoside 5'-O-beta-D-glucoside
show the reaction diagram
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123% relative activity compared to delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside as substrate
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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
UDP-D-glucose + delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside
UDP + delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside-3'-O-beta-glucoside
show the reaction diagram
A4F1Q6
3'-O-glucosyltransferase activity, first reaction of UA3'5'GT in the biosynthesis of ternatins, transferring two glucosyl groups in a stepwise manner
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-
?
UDP-D-glucose + delphinidin 3-O-(6''-O-malonyl)-beta-glucoside-3'-O-beta-D-glucoside
UDP + delphinidin 3-O-(6''-O-malonyl)-beta-glucoside-3',5'-di-O-beta-D-glucoside
show the reaction diagram
A4F1Q6
5'-O-glucosyltransferase activity, second reaction of UA3'5'GT in the biosynthesis of ternatins, transferring two glucosyl groups in a stepwise manner
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-
?
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
CaCl2
10 mM, 82% activity retains
EDTA
10 mM, 75% activity retains
FeCl2
10 mM, 73% activity retains
MgCl2
10 mM, 88% activity retains
ZnCl2
10 mM, 62% activity retains
additional information
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
diethyldicarbonate
10 mM, 16% activity retains
dithioerythritol
10 mM, 83% activity retains
iodoacetate
10 mM, 84% activity retains
N-ethylmaleimide
10 mM, 16% activity retains
p-chloromercuribenzoic acid
10 mM, completely inhibited
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0389
delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside
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0.138
delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside-3'-O-beta-glucoside
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1.49 - 6.18
UDP-D-glucose
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
4.4
delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside
Clitoria ternatea
A4F1Q6
UDP-glucose as sugar donor
5.4
delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside-3'-O-beta-glucoside
Clitoria ternatea
A4F1Q6
UDP-glucose as sugar donor
4.9 - 5.1
UDP-D-glucose
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.000276
UA5'GT activity, substrate: delphinidin 3,3'-di-O-beta-D-glucoside
0.000324
UA3'GT activity, substrate: delphinidin 3-O-beta-D-glucoside
0.002
UA3'GT activity, substrate: cyanidin 3-O-(6''-O-malonyl)-beta-D-glucoside
0.01
UA5'GT activity, substrate: petunidin 3-O-(6''-O-malonyl)-beta-D-glucoside
0.98
UA3'GT activity, substrate: delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside
2.29
UA5'GT activity, substrate: delphinidin 3-O-(6''-O-malonyl)-beta-D-glucoside-3'-O-beta-glucoside
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.5 - 8
pH 7.5 and pH 8.0 in potassium phosphate buffer and Tris-HCl buffer, respectively
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
48000
gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
1 * 58000, SDS-PAGE
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
from petals, which accumulate polyacylated anthocyanins and ternatins, using ammonium sulfate precipitation, DEAE Toyopearl, Reactive yellow 86, Cellufine HAP, and Mono Q chromatography, UA5'GT: 1007fold purified, UA3'GT: 346 fold purified