Information on EC 2.8.2.25 - flavonol 3-sulfotransferase

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The expected taxonomic range for this enzyme is: Flaveria

EC NUMBER
COMMENTARY
2.8.2.25
-
RECOMMENDED NAME
GeneOntology No.
flavonol 3-sulfotransferase
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
3'-phosphoadenylyl sulfate + quercetin = adenosine 3',5'-bisphosphate + quercetin 3-sulfate
show the reaction diagram
overview on mechanism, substrates and binding sites
-
3'-phosphoadenylyl sulfate + quercetin = adenosine 3',5'-bisphosphate + quercetin 3-sulfate
show the reaction diagram
also acts on some other flavonol aglycones
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
sulfate group transfer
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Flavone and flavonol biosynthesis
-
-
quercetin sulfate biosynthesis
-
-
SYSTEMATIC NAME
IUBMB Comments
3'-phosphoadenylyl-sulfate:quercetin 3-sulfotransferase
Also acts on some other flavonol aglycones.
SYNONYMS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
sulfotransferase, flavonol 3-
-
-
-
-
CAS REGISTRY NUMBER
COMMENTARY
121855-10-5
-
ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
3'-phosphoadenylylsulfate + eupatin
adenosine 3',5'-bisphosphate + eupatin 3-sulfate
show the reaction diagram
-
-
-
?
3'-phosphoadenylylsulfate + isorhamnetin
adenosine 3',5'-bisphosphate + isorhamnetin 3-sulfate
show the reaction diagram
-
-
-
?
3'-phosphoadenylylsulfate + isorhamnetin
adenosine 3',5'-bisphosphate + isorhamnetin 3-sulfate
show the reaction diagram
-
-
-
?
3'-phosphoadenylylsulfate + isorhamnetin
adenosine 3',5'-bisphosphate + isorhamnetin 3-sulfate
show the reaction diagram
-
94% of activity compared to rhamnetin
-
?
3'-phosphoadenylylsulfate + isorhamnetin
adenosine 3',5'-bisphosphate + isorhamnetin 3-sulfate
show the reaction diagram
-
94% of activity compared to rhamnetin
-
?
3'-phosphoadenylylsulfate + isorhamnetin
adenosine 3',5'-bisphosphate + isorhamnetin 3-sulfate
show the reaction diagram
-
10% of activity compared to quercetin
-
?
3'-phosphoadenylylsulfate + kaempferol
adenosine 3',5'-bisphosphate + kaempferol 3-sulfate
show the reaction diagram
-
-
-
?
3'-phosphoadenylylsulfate + kaempferol
adenosine 3',5'-bisphosphate + kaempferol 3-sulfate
show the reaction diagram
-
-
-
?
3'-phosphoadenylylsulfate + kaempferol
adenosine 3',5'-bisphosphate + kaempferol 3-sulfate
show the reaction diagram
-
48% of activity compared to rhamnetin
-
?
3'-phosphoadenylylsulfate + kaempferol
adenosine 3',5'-bisphosphate + kaempferol 3-sulfate
show the reaction diagram
-
48% of activity compared to rhamnetin
-
?
3'-phosphoadenylylsulfate + ombuin
adenosine 3',5'-bisphosphate + ?
show the reaction diagram
-
37% of activity compared to rhamnetin
-
-
?
3'-phosphoadenylylsulfate + patuletin
adenosine 3',5'-bisphosphate + patuletin 3-sulfate
show the reaction diagram
-
-
-
?
3'-phosphoadenylylsulfate + patuletin
adenosine 3',5'-bisphosphate + patuletin 3-sulfate
show the reaction diagram
-
-
-
?
3'-phosphoadenylylsulfate + patuletin
adenosine 3',5'-bisphosphate + patuletin 3-sulfate
show the reaction diagram
-
-
-
?
3'-phosphoadenylylsulfate + patuletin
adenosine 3',5'-bisphosphate + patuletin 3-sulfate
show the reaction diagram
-
52% of activity compared to rhamnetin
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
show the reaction diagram
-
-
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
show the reaction diagram
-
-
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
show the reaction diagram
-
-
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
show the reaction diagram
-
-
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
show the reaction diagram
-
-
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
show the reaction diagram
-
best substrate
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
show the reaction diagram
-
58% of activity compared to rhamnetin
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
show the reaction diagram
-
58% of activity compared to rhamnetin
-
?
3'-phosphoadenylylsulfate + rhamnetin
adenosine 3',5'-bisphosphate + rhamnetin 3-sulfate
show the reaction diagram
-
-
-
?
3'-phosphoadenylylsulfate + rhamnetin
adenosine 3',5'-bisphosphate + rhamnetin 3-sulfate
show the reaction diagram
-
-
-
?
3'-phosphoadenylylsulfate + rhamnetin
adenosine 3',5'-bisphosphate + rhamnetin 3-sulfate
show the reaction diagram
-
best substrate
-
?
3'-phosphoadenylylsulfate + rhamnetin
adenosine 3',5'-bisphosphate + rhamnetin 3-sulfate
show the reaction diagram
-
best substrate
-
?
3'-phosphoadenylylsulfate + rhamnetin
adenosine 3',5'-bisphosphate + rhamnetin 3-sulfate
show the reaction diagram
-
75% of activity compared to quercetin
-
?
3'-phosphoadenylylsulfate + tamarixetin
adenosine 3',5'-bisphosphate + ?
show the reaction diagram
-
31% of activity compared to rhamnetin
-
-
?
additional information
?
-
-
overview on substrates
-
-
-
additional information
?
-
-
quercetagetin, gossypetin, myricetin or galangin are no substrates
-
-
-
additional information
?
-
-
involved in biosynthesis of polysulfated flavonols
-
-
-
additional information
?
-
-
involved in biosynthesis of polysulfated flavonols
-
-
-
additional information
?
-
-
first step in biosynthesis of flavonol polysulfates
-
-
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
show the reaction diagram
-
-
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
show the reaction diagram
-
-
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
show the reaction diagram
-
-
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
show the reaction diagram
-
-
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
show the reaction diagram
-
-
-
?
additional information
?
-
-
involved in biosynthesis of polysulfated flavonols
-
-
-
additional information
?
-
-
involved in biosynthesis of polysulfated flavonols
-
-
-
additional information
?
-
-
first step in biosynthesis of flavonol polysulfates
-
-
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
-
no divalent cation required
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
quercetin 3-sulfate
-
noncompetitive with respect to quercetin or 3'-phosphoadenylylsulfate
quercetin 3-sulfate
-
in cultures, up to 50% decrease in enzymic activity
3',5'-diphosphoadenosine
-
competitive with respect to 3'-phosphoadenylylsulfate, noncompetitive with respect to quercetin
additional information
-
EDTA, SH-reagents at 1 and 10 mM, e.g. p-chloromercuribenzoate, iodoacetate or iodoacetamide, are not inhibitory
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.00018
3'-phosphoadenylylsulfate
-
cosubstrate quercetin, pH 6.0
0.0002
3'-phosphoadenylylsulfate
-
cosubstrate rhamnetin
0.0002
3'-phosphoadenylylsulfate
-
cosubstrate quercetin, pH 7.5, 30C
0.0004
3'-phosphoadenylylsulfate
-
cosubstrate quercetin, recombinant enzyme
0.0002
quercetin
-
pH 6.0
0.0002
quercetin
-
30C, pH 7.5
0.0003
quercetin
-
recombinant enzyme
0.0002
Rhamnetin
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
6
-
and pH 8.5, two maxima
6.5
-
and pH 8.5, two maxima
6.5
-
and pH 8.5, two maxima
8.5
-
and pH 6, two maxima
8.5
-
and pH 6.5, two maxima
8.5
-
and pH 6.5, two maxima
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
35000
-
gel filtration
644307, 644308, 644310
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
monomer
-
1 * 34500, SDS-PAGE
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
H118A
-
strong reduction of catalytic activity
H118E
-
strong reduction of catalytic activity
K59A
-
300fold decrease in specific activity, K59 is not required for cosubstrate binding
K59R
-
K59 interacts with 5-portion of the nucleotide, involved in proper orientation of the phosphosulfate group
K59R
-
15-fold decrease in specific activity, K59 is not required for cosubstrate binding
R140K
-
no effect on protein stability, strong reduction of specific activity
R140S
-
no effect on protein stability, strong reduction of specific activity
R141K
-
R141 interacts with 5-portion of the nucleotide
R276A/T73A
-
marked decrease in specific activity, involved in binding of cosubstrate
R276E
-
marked decrease in specific activity, involved in binding of cosubstrate
L95Y
-
different effects on kinetic konstants
additional information
-
kinetic data of several mutant enzymes, unconservative mutations in K134, Y137 or Y150 lead to protein instability in solution
additional information
-
construction of chimeric enzymes with EC2.8.2.27, to find domains defining substrate and position specificity