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Information on EC 2.8.2.25 - flavonol 3-sulfotransferase
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EC Tree
2.8.2.25 flavonol 3-sulfotransferaseIUBMB Comments
Also acts on some other flavonol aglycones.
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Word Map
- 2.8.2.25
- flavonols
- 3'-phosphoadenosine
- 5'-phosphosulfate
- flaveria
- chloraefolia
- 5'-phosphate
-
sulfotransferases
- paps
-
aglycones
-
cosubstrate
- nucleoside
- bidentis
-
unconservative
- 3-sulfate
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Synonyms
flavonol 3-sulfotransferase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
sulfotransferase, flavonol 3-
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
3'-phosphoadenylyl sulfate + quercetin = adenosine 3',5'-bisphosphate + quercetin 3-sulfate
3'-phosphoadenylyl sulfate + quercetin = adenosine 3',5'-bisphosphate + quercetin 3-sulfate
overview on mechanism, substrates and binding sites
-
3'-phosphoadenylyl sulfate + quercetin = adenosine 3',5'-bisphosphate + quercetin 3-sulfate
overview on mechanism, substrates and binding sites
-
3'-phosphoadenylyl sulfate + quercetin = adenosine 3',5'-bisphosphate + quercetin 3-sulfate
also acts on some other flavonol aglycones
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
sulfate group transfer
-
-
-
-
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SYSTEMATIC NAME
IUBMB Comments
3'-phosphoadenylyl-sulfate:quercetin 3-sulfotransferase
Also acts on some other flavonol aglycones.
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CAS REGISTRY NUMBER
COMMENTARY
121855-10-5
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
3'-phosphoadenylylsulfate + eupatin
adenosine 3',5'-bisphosphate + eupatin 3-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + isorhamnetin
adenosine 3',5'-bisphosphate + isorhamnetin 3-sulfate
3'-phosphoadenylylsulfate + kaempferol
adenosine 3',5'-bisphosphate + kaempferol 3-sulfate
3'-phosphoadenylylsulfate + ombuin
adenosine 3',5'-bisphosphate + ?
-
37% of activity compared to rhamnetin
-
-
?
3'-phosphoadenylylsulfate + tamarixetin
adenosine 3',5'-bisphosphate + ?
-
31% of activity compared to rhamnetin
-
-
?
3'-phosphoadenylylsulfate + isorhamnetin
adenosine 3',5'-bisphosphate + isorhamnetin 3-sulfate
-
10% of activity compared to quercetin
-
?
3'-phosphoadenylylsulfate + isorhamnetin
adenosine 3',5'-bisphosphate + isorhamnetin 3-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + isorhamnetin
adenosine 3',5'-bisphosphate + isorhamnetin 3-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + isorhamnetin
adenosine 3',5'-bisphosphate + isorhamnetin 3-sulfate
-
94% of activity compared to rhamnetin
-
?
3'-phosphoadenylylsulfate + isorhamnetin
adenosine 3',5'-bisphosphate + isorhamnetin 3-sulfate
-
94% of activity compared to rhamnetin
-
?
3'-phosphoadenylylsulfate + kaempferol
adenosine 3',5'-bisphosphate + kaempferol 3-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + kaempferol
adenosine 3',5'-bisphosphate + kaempferol 3-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + kaempferol
adenosine 3',5'-bisphosphate + kaempferol 3-sulfate
-
48% of activity compared to rhamnetin
-
?
3'-phosphoadenylylsulfate + kaempferol
adenosine 3',5'-bisphosphate + kaempferol 3-sulfate
-
48% of activity compared to rhamnetin
-
?
3'-phosphoadenylylsulfate + patuletin
adenosine 3',5'-bisphosphate + patuletin 3-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + patuletin
adenosine 3',5'-bisphosphate + patuletin 3-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + patuletin
adenosine 3',5'-bisphosphate + patuletin 3-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + patuletin
adenosine 3',5'-bisphosphate + patuletin 3-sulfate
-
52% of activity compared to rhamnetin
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
-
best substrate
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
-
58% of activity compared to rhamnetin
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
-
58% of activity compared to rhamnetin
-
?
3'-phosphoadenylylsulfate + rhamnetin
adenosine 3',5'-bisphosphate + rhamnetin 3-sulfate
-
75% of activity compared to quercetin
-
?
3'-phosphoadenylylsulfate + rhamnetin
adenosine 3',5'-bisphosphate + rhamnetin 3-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + rhamnetin
adenosine 3',5'-bisphosphate + rhamnetin 3-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + rhamnetin
adenosine 3',5'-bisphosphate + rhamnetin 3-sulfate
-
best substrate
-
?
3'-phosphoadenylylsulfate + rhamnetin
adenosine 3',5'-bisphosphate + rhamnetin 3-sulfate
-
best substrate
-
?
additional information
?
-
-
involved in biosynthesis of polysulfated flavonols
-
-
?
additional information
?
-
-
first step in biosynthesis of flavonol polysulfates
-
-
?
additional information
?
-
-
quercetagetin, gossypetin, myricetin or galangin are no substrates
-
-
?
additional information
?
-
-
quercetagetin, gossypetin, myricetin or galangin are no 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
-
-
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + quercetin
adenosine 3',5'-bisphosphate + quercetin 3-sulfate
-
-
-
?
additional information
?
-
-
involved in biosynthesis of polysulfated flavonols
-
-
?
additional information
?
-
-
first step in biosynthesis of flavonol polysulfates
-
-
?
additional information
?
-
-
involved in biosynthesis of polysulfated flavonols
-
-
?
additional information
?
-
-
involved in biosynthesis of polysulfated flavonols
-
-
?
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
3',5'-diphosphoadenosine
-
competitive with respect to 3'-phosphoadenylylsulfate, noncompetitive with respect to quercetin
quercetin 3-sulfate
-
noncompetitive with respect to quercetin or 3'-phosphoadenylylsulfate
additional information
-
EDTA, SH-reagents at 1 and 10 mM, e.g. p-chloromercuribenzoate, iodoacetate or iodoacetamide, are not inhibitory
-
additional information
-
EDTA, SH-reagents at 1 and 10 mM, e.g. p-chloromercuribenzoate, iodoacetate or iodoacetamide, are not inhibitory
-
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.0004
3'-phosphoadenylylsulfate
-
cosubstrate quercetin, recombinant enzyme
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
6.5
8.5
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
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UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). F3ST_FLACH
312
0
36484
Swiss-Prot
other Location (Reliability: 3)
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
K59A
-
300fold decrease in specific activity, K59 is not required for cosubstrate binding
K59R
R140K
-
no effect on protein stability, strong reduction of specific activity
R140S
-
no effect on protein stability, strong reduction of specific activity
R276A/T73A
-
marked decrease in specific activity, involved in binding of cosubstrate
R276E
-
marked decrease in specific activity, involved in binding of cosubstrate
additional information
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
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
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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
partial
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Varin, L.
Enzymatic synthesis of sulphated flavonois in Flaveria spp.
Bull. Liaison-Groupe Polyphenols
14
248-257
1988
Flaveria chlorifolia
-
brenda
Varin, L.; Ibrahim, R.K.
Novel flavonol 3-sulfotransferase. Purification, kinetic properties, and partial amino acid sequence
J. Biol. Chem.
267
1858-1863
1992
Flaveria chlorifolia
brenda
Anavoranich, S.; Varin, L.; Gulick, P.; Ibrahim, R.
Cloning and regulation of flavonol 3-sulfotransferase in cell-suspension cultures of Flaveria bidentis
Plant Physiol.
106
485-491
1994
Flaveria bidentis
brenda
Varin, L.; Ibrahim, R.K.
Partial purification and characterization of three flavonol-specific sulfotransferases from Flaveria chloraefolia
Plant Physiol.
90
977-981
1989
Flaveria chlorifolia
brenda
Varin, L.; DeLuca, V.; Ibrahim, R.K.; Brisson, N.
Molecular characterization of two plant flavonol sulfotransferases
Proc. Natl. Acad. Sci. USA
89
1286-1290
1992
Flaveria chlorifolia
brenda
Marsolais, F.; Varin, L.
Mutational analysis of domain II of flavonol 3-sulfotransferase
Eur. J. Biochem.
247
1056-1062
1997
Flaveria chlorifolia
brenda
Marsolais, F.; Laviolette, M.; Kakuta, Y.; Negishi, M.; Pedersen, L.C.; Auger, M.; Varin, L.
3'-Phosphoadenosine 5'-phosphosulfate binding site of flavonol 3-sulfotransferase studied by affinity chromatography and 31P NMR
Biochemistry
38
4066-4071
1999
Flaveria chlorifolia
brenda
Marsolais, F.; Varin, L.
Recent developments in the study of the structure-function relationship of flavonol sulfotransferases
Chem. Biol. Interact.
109
117-122
1998
Flaveria bidentis, Flaveria chlorifolia
brenda
Marsolais, F.; Varin, L.
Identification of amino acid residues critical for catalysis and cosubstrate binding in the flavonol 3-sulfotransferase
J. Biol. Chem.
270
30458-30463
1995
Flaveria chlorifolia
brenda
Varin, L.; Marsolais, F.; Brisson, N.
Chimeric flavonol sulfotransferases define a domain responsible for substrate and position specificities
J. Biol. Chem.
270
12498-12502
1995
Flaveria chlorifolia
brenda
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