Information on EC 2.4.1.238 - delphinidin 3,5-di-O-glucoside 3'-O-glucosyltransferase

for references in articles please use BRENDA:EC2.4.1.238
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The expected taxonomic range for this enzyme is: Gentiana triflora

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EC NUMBER
COMMENTARY hide
2.4.1.238
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RECOMMENDED NAME
GeneOntology No.
delphinidin 3,5-di-O-glucoside 3'-O-glucosyltransferase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
UDP-alpha-D-glucose + delphinidin 3,5-di-O-beta-D-glucoside = UDP + delphinidin 3,3',5-tri-O-beta-D-glucoside
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
transfer of glycosyl group
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
gentiodelphin biosynthesis
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Anthocyanin biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
UDP-alpha-D-glucose:delphinidin-3,5-di-O-beta-D-glucoside 3'-O-glucosyltransferase
Isolated from the plant Gentiana triflora (clustered gentian).
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CAS REGISTRY NUMBER
COMMENTARY hide
380231-41-4
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
var. japonica
SwissProt
Manually annotated by BRENDA team
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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
UDP-alpha-D-glucose + delphinidin 3-O-glucosyl-5-O-(6-O-caffeoylglucoside)
UDP + delphinidin 3-O,3'-O-di-beta-D-glucosyl-5-O-(6-O-caffeoyl-beta-D-glucoside)
show the reaction diagram
in vitro, 50.9% of the activity with delphinidin 3,5-diglucoside
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-
?
UDP-glucose + an anthocyanidin
UDP + an anthocyanidin 3'-O-beta-D-glucoside
show the reaction diagram
strict substrate specificity, 3'GT specifically glucosylates the 3'-hydroxy group of delphinidin-type anthocyanins containing glucose groups at the 3 and 5 positions and specifically uses UDP-glucose as the sugar donor, 3’GT strictly requires three hydroxy groups on the B-ring for its substrates
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-
?
UDP-glucose + delphinidin
UDP + delphinidin 3'-glucoside
show the reaction diagram
poor substrate, 3.3% of the activity with delphinidin 3,5-diglucoside
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-
?
UDP-glucose + delphinidin 3,5-di-O-beta-D-glucoside
UDP + delphinidin 3,5,7-tri-O-beta-D-glucoside
show the reaction diagram
3'GT glucosylates the 3'-hydroxy group of delphinidin 3,5-diglucoside, 2fold higher activity than with delphinidin 3-O-glucosyl-5-O-(6-O-caffeoylglucoside) as substrate
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?
UDP-glucose + delphinidin 3-glucoside
UDP + delphinidin 3,3'-diglucoside
show the reaction diagram
poor substrate, 2.9% of the activity with delphinidin 3,5-diglucoside
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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
additional information
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Q8H0F2
key enzyme for blue anthocyanin biosynthesis, biosynthesis of gentiodelphin
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Al3+
80% inhibition
Co2+
69% inhibition
UDP
competitive inhibition
Zn2+
26% inhibition
additional information
not inhibited by Mg2+, Ca2+, Mn2+, EDTA or EGTA
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.12
delphinidin 3,5-diglucoside
pH 8.5, 30°C, recombinant 3'GT
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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.76
UDP
pH 8.5, 30°C, recombinant 3'GT
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
blue, from flowers at a pre-anthesis stage, 3'GT mRNA is abundant in petals at the first three developmental stages, but dramatically decreased in fully opened flowers
Manually annotated by BRENDA team
additional information
3'GT mRNA is barely detectable in leaves
Manually annotated by BRENDA team
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
recombinant 3'GT expressed in Escherichia coli JM105
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Manually annotated by BRENDA team
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
54037
x * 55000, SDS-PAGE, x * 54037, sequence calculation
55000
x * 55000, SDS-PAGE, x * 54037, sequence calculation
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SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 55000, SDS-PAGE, x * 54037, sequence calculation
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
native 3'GT from petals, recombinant 3'GT expressed in Escherichia coli JM105
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in transgenic Petunia hybrida and in Escherichia coli JM105, sequencing
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
agriculture
3'GT cDNA is a useful molecular tool for modification of flower color using genetic engineering, production of blue anthocyanins
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LINKS TO OTHER DATABASES (specific for EC-Number 2.4.1.238)
ExplorEnz
ExPASy
KEGG
MetaCyc
SABIO-RK
NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM
IUBMB Enzyme Nomenclature
PROSITE Database of protein families and domains
InterPro (database of protein families, domains and functional sites)