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Information on EC 2.8.2.2 - alcohol sulfotransferase
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2.8.2.2 alcohol sulfotransferaseIUBMB Comments
Primary and secondary alcohols, including aliphatic alcohols, ascorbic acid, chloramphenicol, ephedrine and hydroxysteroids, but not phenolic steroids, can act as acceptors (cf. EC 2.8.2.15 steroid sulfotransferase).
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Word Map
- 2.8.2.2
-
sulfotransferases
- estradiol
- estrone
-
sulfatase
-
hydroxysteroids
- sult1e1
- aromatase
-
sults
- pap
- pregnenolone
-
sulfoconjugation
- 5'-phosphosulfate
- sult2b1b
-
sulfurylation
-
estrogen-dependent
- 3'-phosphoadenosine
-
17beta-hydroxysteroid
- beta-estradiol
- 3'-phosphoadenosine-5'-phosphosulfate
- 17beta-hsds
- 3beta-hydroxysteroids
- 2,6-dichloro-4-nitrophenol
- 3-sulfate
-
intracrinology
-
estrogen-metabolizing
- dhea-st
- phosphosulfate
- diagnostics
- medicine
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Synonyms
3-hydroxysteroid sulfotransferase, 3beta-hydroxy steroid sulfotransferase, 3beta-hydroxysteroid sulfotransferase, 5alpha-androstenol sulfotransferase, alcohol sulfotransferase, alcohol/hydroxysteroid sulfotransferase, AST, AST-RB2, cholesterol sulfotransferase, cytosolic sulfotransferase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
3-hydroxysteroid sulfotransferase
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3beta-hydroxy steroid sulfotransferase
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-
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3beta-hydroxysteroid sulfotransferase
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-
-
-
5alpha-androstenol sulfotransferase
-
-
-
-
alcohol sulfotransferase
alcohol/hydroxysteroid sulfotransferase
-
-
-
-
AST
cholesterol sulfotransferase
dehydroepiandrosterone sulfotransferase
DELTA5-3beta-hydroxysteroid sulfokinase
-
-
-
-
DHEA ST
estrogen sulfokinase
-
-
-
-
estrogen sulfotransferase
HST
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-
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hydroxysteroid sulfotransferase
hydroxysteroid sulfotransferase ST2A3
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also variously named as SULT2A1 or human DHEA-ST
iodothyronine sulfotransferase
steroid alcohol sulfotransferase
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-
-
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steroid sulfokinase
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-
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-
steroid sulfotransferase
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-
-
-
steroid/sterol sulfotransferase
sterol sulfokinase
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-
-
-
sterol sulfotransferase
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-
-
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SULT
SULT1A1
SULT1B1
SULT2A1
SULT2B1
SULT2B1a
SULT2B1b
additional information
cholesterol sulfotransferase
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-
-
-
dehydroepiandrosterone sulfotransferase
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-
-
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estrogen sulfotransferase
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-
-
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hydroxysteroid sulfotransferase
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-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
3'-phosphoadenylyl sulfate + an alcohol = adenosine 3',5'-bisphosphate + an alkyl sulfate
primary and secondary alcohols, including aliphatic alcohols, ascorbic acid, chloramphenicol, ephedrine and hydroxysteroids, but not phenolic steroids, can act as acceptors (cf. EC 2.8.2.15 steroid sulfotransferase).
-
-
-
3'-phosphoadenylyl sulfate + an alcohol = adenosine 3',5'-bisphosphate + an alkyl sulfate
random bi-bi mechanism catalytic mechanism of SULTs, many family members have distinct, but overlapping substrate specificities, the enzymes have a sequential catalytic mechanism that is susceptible to substrate inhibition
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
sulfate group transfer
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-
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PATHWAY SOURCE
PATHWAYS
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SYSTEMATIC NAME
IUBMB Comments
3'-phosphoadenylyl-sulfate:alcohol sulfotransferase
Primary and secondary alcohols, including aliphatic alcohols, ascorbic acid, chloramphenicol, ephedrine and hydroxysteroids, but not phenolic steroids, can act as acceptors (cf. EC 2.8.2.15 steroid sulfotransferase).
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CAS REGISTRY NUMBER
COMMENTARY
9032-76-2
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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'-phosphoadenylyl sulfate + 1-naphthol
adenosine 3',5'-bisphosphate + 1-naphthyl sulfate
-
SULT1B1
-
-
?
3'-phosphoadenylyl sulfate + 17alpha-hydroxypregnenolone
adenosine 3',5'-bisphosphate + 17alpha-hydroxypregnenolone sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + 3,3',5'-triiodothyronine
adenosine 3',5'-bisphosphate + ?
-
best substrate
-
-
?
3'-phosphoadenylyl sulfate + 3,3',5,5'-tetraiodothyroacetic acid
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylyl sulfate + 3,3',5-triiodothyroacetic acid
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylyl sulfate + 3,3',5-triiodothyronine
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylyl sulfate + 3,5-diiodothyronine
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylyl sulfate + 3-iodothyronine
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylyl sulfate + 5alpha,6alpha-epoxycholesterol
adenosine 3',5'-bisphosphate + 5alpha,6alpha-epoxycholesteryl sulfate
-
-
-
?
3'-phosphoadenylyl sulfate + 5beta,6beta-epoxycholesterol
adenosine 3',5'-bisphosphate + 5beta,6beta-epoxycholesteryl sulfate
-
-
-
?
3'-phosphoadenylyl sulfate + 7-oxo-cholesterol
adenosine 3',5'-bisphosphate + 7-oxo-cholesteryl 3-sulfate
-
-
-
?
3'-phosphoadenylyl sulfate + 7-oxocholesterol
adenosine 3',5'-bisphosphate + 7-oxocholesterol 3-sulfate
SULT2B1b, SULT2B1a, and SULT2A1
-
-
?
3'-phosphoadenylyl sulfate + 7alpha-hydroxycholesterol
adenosine 3',5'-bisphosphate + 7alpha-hydroxycholesterol 3-sulfate
SULT2B1b, the 7alpha derivative is highly preferred
-
-
?
3'-phosphoadenylyl sulfate + 7alpha-hydroxycholesterol
adenosine 3',5'-bisphosphate + ?
-
-
-
?
3'-phosphoadenylyl sulfate + 7beta-hydroxycholesterol
adenosine 3',5'-bisphosphate + 7beta-hydroxycholesterol 3-sulfate
SULT2B1b, the 7alpha derivative is highly preferred
-
-
?
3'-phosphoadenylyl sulfate + 7beta-hydroxycholesterol
adenosine 3',5'-bisphosphate + ?
-
-
-
?
3'-phosphoadenylyl sulfate + an alcohol
adenosine 3',5'-bisphosphate + an alkyl sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + androsterone
adenosine 3',5'-bisphosphate + androsterone 3-sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + cholesterol
adenosine 3',5'-bisphosphate + cholesterol 3-sulfate
3'-phosphoadenylyl sulfate + cholesterol
adenosine 3',5'-bisphosphate + cholesteryl 3-sulfate
3'-phosphoadenylyl sulfate + cholesterol 7alpha-hydroperoxide
adenosine 3',5'-bisphosphate + ?
SULT2B1b
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + estradiol
adenosine 3',5'-bisphosphate + estradiol 3-sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + genistein
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylyl sulfate + pregnenolone
adenosine 3',5'-bisphosphate + pregnenolone 3-sulfate
3'-phosphoadenylyl sulfate + pregnenolone
adenosine 3',5'-bisphosphate + pregnenolone sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + raloxifene
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylyl sulfate + tibolone
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylylsulfate + (R)-(-)-2-heptanol
adenosine 3',5'-bisphosphate + (R)-(-)-2-heptyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + (S)-(+)-2-heptanol
adenosine 3',5'-bisphosphate + (S)-(+)-2-heptyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + (S)-(-)-1-phenyl-1-heptanol
adenosine 3',5'-bisphosphate + (S)-(-)-1-phenyl-1-heptyl sulfate
-
-
-
r
3'-phosphoadenylylsulfate + 1'-hydroxysafrole
adenosine 3',5'-bisphosphate + ?
-
isoenzyme DHEA-ST, sulfation and bioactivation to a lesser extent
-
-
?
3'-phosphoadenylylsulfate + 1,10-phenanthroline
adenosine 3',5'-bisphosphate + ?
-
-
-
?
3'-phosphoadenylylsulfate + 1-decanol
adenosine 3',5'-bisphosphate + 1-decyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + 1-dodecanol
adenosine 3',5'-bisphosphate + 1-dodecyl sulfate
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-
-
-
r
3'-phosphoadenylylsulfate + 1-heptanol
adenosine 3',5'-bisphosphate + 1-heptyl sulfate
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-
-
-
r
3'-phosphoadenylylsulfate + 1-hexanol
adenosine 3',5'-bisphosphate + 1-hexyl sulfate
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-
-
-
r
3'-phosphoadenylylsulfate + 1-hydroxymethylpyrene
adenosine 3',5'-bisphosphate + ?
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isoenzyme DHEA-ST, sulfation and bioactivation
-
-
?
3'-phosphoadenylylsulfate + 1-hydroxypyrene
adenosine 3',5'-bisphosphate + 1-hydroxypyrene sulfate
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-
-
?
3'-phosphoadenylylsulfate + 1-methylcyclohexanol
adenosine 3',5'-bisphosphate + 1-methylcyclohexyl sulfate
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-
-
-
r
3'-phosphoadenylylsulfate + 1-naphthol
adenosine 3',5'-bisphosphate + 1-naphthyl sulfate
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-
-
?
3'-phosphoadenylylsulfate + 1-nonanol
adenosine 3',5'-bisphosphate + 1-nonyl sulfate
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-
-
-
r
3'-phosphoadenylylsulfate + 1-octanol
adenosine 3',5'-bisphosphate + 1-octyl sulfate
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-
-
-
r
3'-phosphoadenylylsulfate + 1-pentanol
adenosine 3',5'-bisphosphate + 1-pentyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + 1-propanol
adenosine 3',5'-bisphosphate + 1-propyl sulfate
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-
-
-
r
3'-phosphoadenylylsulfate + 1-pyrenemethanol
adenosine 3',5'-bisphosphate + 1-pyrenemethylsulfate
-
-
-
?
3'-phosphoadenylylsulfate + 1-tetradecanol
adenosine 3',5'-bisphosphate + 1-tetradecyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + 1-undecanol
adenosine 3',5'-bisphosphate + 1-undecyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + 11-deoxycorticosterone
adenosine 3',5'-bisphosphate + 11-deoxycorticosterone sulfate
3'-phosphoadenylylsulfate + 17-hydroxypregnenolone
adenosine 3',5'-bisphosphate + (3beta)-17-hydroxy-20-oxopregn-5-en-3-yl sulfate
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3beta,17alpha-dihydroxypregn-4-en-3,20-dione, isoenzyme 3beta-HST
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-
r
3'-phosphoadenylylsulfate + 17alpha-ethinylestradiol
adenosine 3',5'-bisphosphate + 17alpha-ethinylestradiol sulfate
-
-
-
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r
3'-phosphoadenylylsulfate + 2'-fluoro-4-hydroxy-3,5-dichlorobiphenyl
adenosine 3',5'-bisphosphate + 2'-fluoro-4-hydroxy-3,5-dichlorobiphenyl sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + 2-aminofluorene
adenosine 3',5'-bisphosphate + 2-aminofluorene sulfate
-
-
-
?
3'-phosphoadenylylsulfate + 2-aminophenol
adenosine 3',5'-bisphosphate + 2-aminophenyl sulfate
-
-
-
?
3'-phosphoadenylylsulfate + 2-ethylphenol
adenosine 3',5'-bisphosphate + 2-ethylphenyl sulfate
-
-
-
?
3'-phosphoadenylylsulfate + 2-fluoro-4-hydroxy-3,5-dichlorobiphenyl
adenosine 3',5'-bisphosphate + 2-fluoro-4-hydroxy-3,5-dichlorobiphenyl sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + 2-hydroxy-catecholestrogen
adenosine 3',5'-bisphosphate + ?
-
best substrate for this enzyme, also catalyzes the transformation of 4-hydroxy-estrogens and 16-hydroxy-estrogens, but with a lower affinity
-
-
r
3'-phosphoadenylylsulfate + 2-hydroxyestradiol
adenosine 3',5'-bisphosphate + 2-hydroxyestradiol sulfate
-
-
-
?
3'-phosphoadenylylsulfate + 2-methyl-2-hexanol
adenosine 3',5'-bisphosphate + 1,1-dimethylpentyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + 2-naphthol
adenosine 3',5'-bisphosphate + 2-naphthyl sulfate
-
-
-
?
3'-phosphoadenylylsulfate + 2-nitrophenol
adenosine 3',5'-bisphosphate + 2-nitrophenyl sulfate
-
-
-
?
3'-phosphoadenylylsulfate + 2-propanol
adenosine 3',5'-bisphosphate + 2-propyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + 22-hydroxycholesterol
adenosine 3',5'-bisphosphate + 22-hydroxycholesterol sulfate
-
-
-
?
3'-phosphoadenylylsulfate + 24,25-epoxycholesterol
adenosine 3',5'-bisphosphate + 24,25-epoxycholesterol sulfate
-
-
-
?
3'-phosphoadenylylsulfate + 25-hydroxycholesterol
adenosine 3',5'-bisphosphate + 25-hydroxycholesterol sulfate
-
-
-
?
3'-phosphoadenylylsulfate + 3'-fluoro-4-hydroxy-3,5-dichlorobiphenyl
adenosine 3',5'-bisphosphate + 3'-fluoro-4-hydroxy-3,5-dichlorobiphenyl sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + 3,3'-diiodothyronine
adenosine 3',5'-bisphosphate + ?
-
sulfation inactivates the substrate by addition of a sulfuryl moiety to the 4'-hydroxyl group
-
-
?
3'-phosphoadenylylsulfate + 3,5-diiodothyronine
adenosine 3',5'-bisphosphate + ?
-
sulfation inactivates the substrate by addition of a sulfuryl moiety to the 4'-hydroxyl group
-
-
?
3'-phosphoadenylylsulfate + 3-aminophenol
adenosine 3',5'-bisphosphate + 3-aminophenyl sulfate
-
-
-
?
3'-phosphoadenylylsulfate + 3-ethyl-3-pentanol
adenosine 3',5'-bisphosphate + 3-ethyl-3-pentyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + 3-ethylphenol
adenosine 3',5'-bisphosphate + 3-ethylphenyl sulfate
-
-
-
?
3'-phosphoadenylylsulfate + 3-keto-5alpha-petromyzonol
adenosine 3',5'-bisphosphate + 7alpha,12alpha,24-trihydroxy-5alpha-cholan-3-one 24 sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + 3-methyl-1-butanol
adenosine 3',5'-bisphosphate + 3-methyl-1-butyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + 3-nitrophenol
adenosine 3',5'-bisphosphate + 3-nitrophenyl sulfate
-
-
-
?
3'-phosphoadenylylsulfate + 3-O-phenyl-17beta-estradiol
adenosine 3',5'-bisphosphate + 3-phenolic hydroxyl beta-estradiol sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + 3alpha-hydroxy-5beta-androstan-17-one
adenosine 3',5'-bisphosphate + 5beta-androstan-17-one 3-sulfate
-
relative activity 5%
-
-
?
3'-phosphoadenylylsulfate + 3beta,17alpha-dihydroxy-pregn-5-ene-20-one
adenosine 3',5'-bisphosphate + ?
-
relative activity 4%
-
-
r
3'-phosphoadenylylsulfate + 3beta-hydroxy-5beta-androstan-17-one
adenosine 3',5'-bisphosphate + 5beta-androstan-17-one 3-sulfate
-
relative activity 45%
-
-
r
3'-phosphoadenylylsulfate + 4'-fluoro-4-hydroxy-3,5-dichlorobiphenyl
adenosine 3',5'-bisphosphate + 4'-fluoro-4-hydroxy-3,5-dichlorobiphenyl sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + 4,4'-isopropylidenediphenol
adenosine 3',5'-bisphosphate + ?
-
-
-
?
3'-phosphoadenylylsulfate + 4-(1,1,3,3-tetramethylbutyl)phenol
adenosine 3',5'-bisphosphate + 4-(1,1,3,3-tetramethylbutyl)phenyl sulfate
-
-
-
?
3'-phosphoadenylylsulfate + 4-aminophenol
adenosine 3',5'-bisphosphate + 4-aminophenyl sulfate
-
-
-
?
3'-phosphoadenylylsulfate + 4-butylbenzyl alcohol
adenosine 3',5'-bisphosphate + 4-butylbenzyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + 4-ethylbenzyl alcohol
adenosine 3',5'-bisphosphate + 4-ethylbenzyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + 4-ethylphenol
adenosine 3',5'-bisphosphate + 4-ethylphenyl sulfate
best substrate
-
-
?
3'-phosphoadenylylsulfate + 4-heptanol
adenosine 3',5'-bisphosphate + 4-heptyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + 4-heptylbenzyl alcohol
adenosine 3',5'-bisphosphate + 4-heptylbenzyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + 4-hexylbenzyl alcohol
adenosine 3',5'-bisphosphate + 4-hexylbenzyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + 4-hydroxy-3,5-dichlorobiphenyl
adenosine 3',5'-bisphosphate + 4-hydroxy-3,5-dichlorobiphenyl sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + 4-methylbenzyl alcohol
adenosine 3',5'-bisphosphate + 4-methylbenzyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + 4-methylumbelliferone
adenosine 3',5'-bisphosphate + 4-methylumbelliferone sulfate
-
-
-
r
3'-phosphoadenylylsulfate + 4-n-nonylphenol
adenosine 3',5'-bisphosphate + 4-n-nonylphenyl sulfate
-
-
-
?
3'-phosphoadenylylsulfate + 4-nitrophenol
adenosine 3',5'-bisphosphate + 4-nitrophenyl sulfate
-
-
-
?
3'-phosphoadenylylsulfate + 4-nitrophenol
adenosine 3',5'-bisphosphate + ?
-
isoform SULT1A1
-
-
?
3'-phosphoadenylylsulfate + 4-octylbenzyl alcohol
adenosine 3',5'-bisphosphate + 4-octylbenzyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + 4-pentylbenzyl alcohol
adenosine 3',5'-bisphosphate + 4-pentylbenzyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + 4-propylbenzyl alcohol
adenosine 3',5'-bisphosphate + 4-propylbenzyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + 5-sulfosalicylic acid
adenosine 3',5'-bisphosphate + 5-sulfo-2-(sulfooxy)benzoic acid
-
-
-
?
3'-phosphoadenylylsulfate + 5alpha-androstane-3alpha,17beta-diol
adenosine 3',5'-bisphosphate + ?
-
relative activity 20%
-
-
r
3'-phosphoadenylylsulfate + 5alpha-androstane-3beta,17beta-diol
adenosine 3',5'-bisphosphate + ?
-
relative activity 83%
-
-
r
3'-phosphoadenylylsulfate + 5alpha-petromyzonol
adenosine 3',5'-bisphosphate + ?
-
formation of 24-sulfate
-
-
?
3'-phosphoadenylylsulfate + 5alpha-pregnane-3beta,20alpha-diol
adenosine 3',5'-bisphosphate + ?
-
relative activity 86%
-
-
r
3'-phosphoadenylylsulfate + 5beta-androstane-3alpha,17beta-diol
adenosine 3',5'-bisphosphate + ?
-
relative activity 7%
-
-
r
3'-phosphoadenylylsulfate + 6-hydroxymethylbenzo[a]pyrene
adenosine 3',5'-bisphosphate + ?
-
isoenzyme DHEA-ST, sulfation and bioactivation
-
-
?
3'-phosphoadenylylsulfate + 7-hydroxymethyl-12-methylbenz[a]anthracene
adenosine 3',5'-bisphosphate + 7-hydroxymethyl-12-methylbenz[a]anthracene sulfate
-
-
-
?
3'-phosphoadenylylsulfate + 7-hydroxymethyl-12-methylbenz[a]anthracene
adenosine 3',5'-bisphosphate + ?
3'-phosphoadenylylsulfate + aldosterone
adenosine 3',5'-bisphosphate + aldosterone sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + allo-pregnanolone
adenosine 3',5'-bisphosphate + allo-pregnanolone sulfate
-
isoenzyme 3alpha-HST
-
-
r
3'-phosphoadenylylsulfate + alpha-hydroxytamoxifen
adenosine 3',5'-bisphosphate + ?
-
isoenzyme DHEA-ST, sulfation and bioactivation to a lesser extent
-
-
?
3'-phosphoadenylylsulfate + alpha-hydroxytamoxifen
adenosine 3',5'-bisphosphate + sulfuric acid mono-[(E)-4-[4-(2-dimethylaminoethoxy)-phenyl]-3,4-diphenylbut-3-enyl] ester
-
all enantiomers are substrates: E-(+)-alpha-hydroxytamoxifen, E-(-)-alpha-hydroxytamoxifen, Z-(+)-alpha-hydroxytamoxifen and Z-(-)-alpha-hydroxytamoxifen. The ratio of turnover-number to KM-value is higher with the Z enantiomers than with the E enantiomers
-
-
?
3'-phosphoadenylylsulfate + alpha-naphthol
adenosine 3',5'-bisphosphate + alpha-naphthyl sulfate
-
relative activity 4%
-
-
r
3'-phosphoadenylylsulfate + amyl alcohol
adenosine 3',5'-bisphosphate + amyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + androst-5-en-3beta,17alpha-diol
adenosine 3',5'-bisphosphate + ?
-
-
-
-
r
3'-phosphoadenylylsulfate + androst-5-en-3beta,17beta-diol
adenosine 3',5'-bisphosphate + androst-5-en-3beta,17beta-diol sulfate
-
-
-
-
-
3'-phosphoadenylylsulfate + androstenediol
adenosine 3',5'-bisphosphate + androstenediol sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + androsterone
adenosine 3',5'-bisphosphate + 5alpha-androstan-17-one 3-sulfate
3'-phosphoadenylylsulfate + ascorbic acid
adenosine 3',5'-bisphosphate + ?
-
-
-
-
r
3'-phosphoadenylylsulfate + beta-estradiol
adenosine 3',5'-bisphosphate + beta-estradiol 3-O-sulfate
3'-phosphoadenylylsulfate + budesonide-22R
adenosine 3',5'-bisphosphate + budesonide-22R,11 sulfate + budesonide-22R,21 sulfate
synthetic glucocorticosteroid, used in treatment of asthma and allergic reactions, rhinitis, and inflammatory bowel disease
-
-
r
3'-phosphoadenylylsulfate + budesonide-22S
adenosine 3',5'-bisphosphate + budesonide-22S,11 sulfate + budesonide-22S,21 sulfate
synthetic glucocorticosteroid, used in treatment of asthma and allergic reactions, rhinitis, and inflammatory bowel disease
-
-
r
3'-phosphoadenylylsulfate + chloramphenicol
adenosine 3',5'-bisphosphate + ?
-
-
-
-
r
3'-phosphoadenylylsulfate + cholesterol
adenosine 3',5'-bisphosphate + cholesterol sulfate
3'-phosphoadenylylsulfate + cis-4-methylcyclohexanol
adenosine 3',5'-bisphosphate + cis-4-methylcyclohexyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + corticosterone
adenosine 3',5'-bisphosphate + corticosterone sulfate
3'-phosphoadenylylsulfate + cortisone
adenosine 3',5'-bisphosphate + cortisone sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + cycloheximide
adenosine 3',5'-bisphosphate + cycloheximide sulfate
-
-
-
?
3'-phosphoadenylylsulfate + cyclohexylmethanol
adenosine 3',5'-bisphosphate + cyclohexylmethyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + D-propranolol
adenosine 3',5'-bisphosphate + ?
-
-
-
-
r
3'-phosphoadenylylsulfate + daidzein
adenosine 3',5'-bisphosphate + ?
-
-
-
?
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + androst-5-en-17-one 3-sulfate
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
3'-phosphoadenylylsulfate + diiodothyronine
adenosine 3',5'-bisphosphate + ?
-
sulfation inactivates the substrate by addition of a sulfuryl moiety to the 4'-hydroxyl group
-
-
?
3'-phosphoadenylylsulfate + dopamine
adenosine 3',5'-bisphosphate + ?
-
isoform SULT1A3
-
-
?
3'-phosphoadenylylsulfate + E-(+)-alpha-hydroxytamoxifen
adenosine 3',5'-bisphosphate + sulfuric acid mono-[(E)-4-[4-(2-dimethylaminoethoxy)-phenyl]-3,4-diphenylbut-3-enyl] ester
-
E-(+)-alpha-hydroxytamoxifen is the only substrate, E-(-)-alpha-hydroxytamoxifen, Z-(+)-alpha-hydroxytamoxifen and Z-(-)-alpha-hydroxytamoxifen inhibit sulfation of E-(+)-alpha-hydroxytamoxifen
-
-
?
3'-phosphoadenylylsulfate + ephedrine
adenosine 3',5'-bisphosphate + ephedrine sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + epiandrosterone
adenosine 3',5'-bisphosphate + 5alpha-androstan-17-one 3-sulfate
-
3beta-hydroxy-5alpha-androstan-17-one
-
-
r
3'-phosphoadenylylsulfate + ethynylestradiol
adenosine 3',5'-bisphosphate + ethynylestradiol sulfate
-
-
-
r
3'-phosphoadenylylsulfate + genistein
adenosine 3',5'-bisphosphate + ?
-
-
-
?
3'-phosphoadenylylsulfate + hycanthone
adenosine 3',5'-bisphosphate + ?
-
isoenzyme DHEA-ST, sulfation and bioactivation
-
-
?
3'-phosphoadenylylsulfate + hycanthone
adenosine 3',5'-bisphosphate + hycanthone sulfate
-
-
-
?
3'-phosphoadenylylsulfate + hydrocortisone
adenosine 3',5'-bisphosphate + hydrocortisone sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + hydroquinone
adenosine 3',5'-bisphosphate + hydroquinone sulfate
-
-
-
?
3'-phosphoadenylylsulfate + isoamyl alcohol
adenosine 3',5'-bisphosphate + isoamyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + L-propranolol
adenosine 3',5'-bisphosphate + ?
-
-
-
-
r
3'-phosphoadenylylsulfate + L-tyrosinemethyl ester
adenosine 3',5'-bisphosphate + ?
-
relative activity 9%
-
-
r
3'-phosphoadenylylsulfate + m-cresol
adenosine 3',5'-bisphosphate + m-cresol sulfate
-
-
-
?
3'-phosphoadenylylsulfate + methanol
adenosine 3',5'-bisphosphate + methyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + methyl 4-hydroxybenzoate
adenosine 3',5'-bisphosphate + methyl 4-(sulfooxy)benzoate
-
-
-
r
3'-phosphoadenylylsulfate + minoxidil
adenosine 3',5'-bisphosphate + ?
-
antihypertensive agent and hair growth stimulator, activation by sulfation
-
-
?
3'-phosphoadenylylsulfate + N-hydroxy-2-acetylaminofluorene
adenosine 3',5'-bisphosphate + ?
-
isoenzyme DHEA-ST, sulfation and bioactivation to a lesser extent
-
-
?
3'-phosphoadenylylsulfate + o-cresol
adenosine 3',5'-bisphosphate + o-cresol sulfate
-
-
-
?
3'-phosphoadenylylsulfate + ouabain
adenosine 3',5'-bisphosphate + ?
-
-
-
-
r
3'-phosphoadenylylsulfate + p-cresol
adenosine 3',5'-bisphosphate + p-cresol sulfate
-
-
-
?
3'-phosphoadenylylsulfate + p-nitrocatechol
adenosine 3',5'-bisphosphate + p-nitrocatechol sulfate
-
-
-
r
3'-phosphoadenylylsulfate + p-nitrophenol
adenosine 3',5'-bisphosphate + p-nitrophenyl sulfate
-
-
-
r
3'-phosphoadenylylsulfate + pregn-5-ene-3beta,20beta-diol
adenosine 3',5'-bisphosphate + (3alpha,20S)-20-hydroxypregn-5-en-3-yl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + pregnenolone
adenosine 3',5'-bisphosphate + 5-pregnen-20-one 3-sulfate
3'-phosphoadenylylsulfate + R-(+)-2-naphthyl-1-ethanol
adenosine 3',5'-bisphosphate + ?
-
both enantiomers are substrates for the enzyme
-
-
?
3'-phosphoadenylylsulfate + retinol
adenosine 3',5'-bisphosphate + retinol sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + S-(-)-2-naphthyl-1-ethanol
adenosine 3',5'-bisphosphate + ?
-
both enantiomers are substrates for the enzyme
-
-
?
3'-phosphoadenylylsulfate + sodium 4-amino-salicylate
adenosine 3',5'-bisphosphate + sodium 4-amino-salicylate sulfate
-
-
-
?
3'-phosphoadenylylsulfate + testosterone
adenosine 3',5'-bisphosphate + testosterone 3-sulfate
3'-phosphoadenylylsulfate + tetraiodothyronine
adenosine 3',5'-bisphosphate + ?
-
sulfation inactivates the substrate by addition of a sulfuryl moiety to the 4'-hydroxyl group
-
-
?
3'-phosphoadenylylsulfate + trans-4-methylcyclohexanol
adenosine 3',5'-bisphosphate + trans-4-methylcyclohexyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + tridecan-1-ol
adenosine 3',5'-bisphosphate + tridecyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + triiodothyronine
adenosine 3',5'-bisphosphate + ?
-
sulfation inactivates the substrate by addition of a sulfuryl moiety to the 4'-hydroxyl group
-
-
?
3'-phosphoadenylyl sulfate + aristolochic acid
adenosine 3',5'-bisphosphate + ?
herbal preparations containing Aristolochia species lead to progressive nephropathy and urothelial cancer in humans, metabolic activation of aristolichic acid, mutagenic effect, overview
-
-
?
3'-phosphoadenylyl sulfate + aristolochic acid
adenosine 3',5'-bisphosphate + ?
in renal target tissue, substrate of SULT1B1
-
-
?
3'-phosphoadenylyl sulfate + cholesterol
adenosine 3',5'-bisphosphate + cholesterol 3-sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + cholesterol
adenosine 3',5'-bisphosphate + cholesterol 3-sulfate
-
preferred substrate of SULT2B1b
-
-
?
3'-phosphoadenylyl sulfate + cholesterol
adenosine 3',5'-bisphosphate + cholesterol 3-sulfate
SULT2B1b, SULT2B1a, and SULT2A1
-
-
?
3'-phosphoadenylyl sulfate + cholesterol
adenosine 3',5'-bisphosphate + cholesteryl 3-sulfate
-
-
-
?
3'-phosphoadenylyl sulfate + cholesterol
adenosine 3',5'-bisphosphate + cholesteryl 3-sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + cholesterol
adenosine 3',5'-bisphosphate + cholesteryl 3-sulfate
-
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
preferred substrate of SULT2B1b
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
SULT2A1, low activity with SULT2B1b and SULT2B1a
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
the sulfation, catalyzed by SULT, is important in the regulation of biological activities of hormones and neurotransmitters, the metabolism of drugs, and the detoxification of xenobiotic toxicants. Sulfation also leads to the bioactivation of procarcinogens. Human SULT2A1 is a major sulfotransferase catalyzing the sulfation of hydroxysteroids and xenobiotic alcohols, mechanisms controlling the regulation of hSULT2A1, overview
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
i.e. PAPS and DHEA
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
i.e. PAPS and DHEA
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
?
3'-phosphoadenylyl sulfate + estradiol
adenosine 3',5'-bisphosphate + estradiol sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + estradiol
adenosine 3',5'-bisphosphate + estradiol sulfate
-
estrogen sulfotransferase expression in adipose tissue is regulated by testosterone, overview
-
-
?
3'-phosphoadenylyl sulfate + pregnenolone
adenosine 3',5'-bisphosphate + pregnenolone 3-sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + pregnenolone
adenosine 3',5'-bisphosphate + pregnenolone 3-sulfate
-
preferred substrate of SULT2B1a
-
-
?
3'-phosphoadenylyl sulfate + pregnenolone
adenosine 3',5'-bisphosphate + pregnenolone 3-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + 1-butanol
adenosine 3',5'-bisphosphate + 1-butanoyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + 1-butanol
adenosine 3',5'-bisphosphate + 1-butanoyl sulfate
-
relative activity 7%
-
-
r
3'-phosphoadenylylsulfate + 11-deoxycorticosterone
adenosine 3',5'-bisphosphate + 11-deoxycorticosterone sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + 11-deoxycorticosterone
adenosine 3',5'-bisphosphate + 11-deoxycorticosterone sulfate
-
relative activity 10%
-
-
r
3'-phosphoadenylylsulfate + 7-hydroxymethyl-12-methylbenz[a]anthracene
adenosine 3',5'-bisphosphate + ?
-
-
-
?
3'-phosphoadenylylsulfate + 7-hydroxymethyl-12-methylbenz[a]anthracene
adenosine 3',5'-bisphosphate + ?
-
carcinogen
-
-
?
3'-phosphoadenylylsulfate + androsterone
adenosine 3',5'-bisphosphate + 5alpha-androstan-17-one 3-sulfate
-
3alpha-hydroxy-5alpha-androstan-17-one
-
-
r
3'-phosphoadenylylsulfate + androsterone
adenosine 3',5'-bisphosphate + 5alpha-androstan-17-one 3-sulfate
-
isozyme 3alpha-HST
-
-
r
3'-phosphoadenylylsulfate + androsterone
adenosine 3',5'-bisphosphate + 5alpha-androstan-17-one 3-sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + androsterone
adenosine 3',5'-bisphosphate + 5alpha-androstan-17-one 3-sulfate
-
3alpha-hydroxy-5alpha-androstan-17-one
-
-
r
3'-phosphoadenylylsulfate + androsterone
adenosine 3',5'-bisphosphate + 5alpha-androstan-17-one 3-sulfate
-
relative activity 53%
-
-
r
3'-phosphoadenylylsulfate + benzyl alcohol
adenosine 3',5'-bisphosphate + benzyl sulfate
-
-
-
?
3'-phosphoadenylylsulfate + benzyl alcohol
adenosine 3',5'-bisphosphate + benzyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + beta-estradiol
adenosine 3',5'-bisphosphate + beta-estradiol 3-O-sulfate
-
-
-
?
3'-phosphoadenylylsulfate + beta-estradiol
adenosine 3',5'-bisphosphate + beta-estradiol 3-O-sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + beta-estradiol
adenosine 3',5'-bisphosphate + beta-estradiol 3-O-sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + beta-estradiol
adenosine 3',5'-bisphosphate + beta-estradiol 3-O-sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + cholesterol
adenosine 3',5'-bisphosphate + ?
activity is higher than with pregnenolone, isoform SULT2B1b
-
-
?
3'-phosphoadenylylsulfate + cholesterol
adenosine 3',5'-bisphosphate + ?
poor activity, isoform SULT2B1a
-
-
?
3'-phosphoadenylylsulfate + cholesterol
adenosine 3',5'-bisphosphate + cholesterol sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + cholesterol
adenosine 3',5'-bisphosphate + cholesterol sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + cholesterol
adenosine 3',5'-bisphosphate + cholesterol sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + cholesterol
adenosine 3',5'-bisphosphate + cholesterol sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + corticosterone
adenosine 3',5'-bisphosphate + corticosterone sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + corticosterone
adenosine 3',5'-bisphosphate + corticosterone sulfate
-
relative activity 6%
-
-
r
3'-phosphoadenylylsulfate + cortisol
adenosine 3',5'-bisphosphate + cortisol sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + cortisol
adenosine 3',5'-bisphosphate + cortisol sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + androst-5-en-17-one 3-sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + androst-5-en-17-one 3-sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
isoenzyme 3beta-HST
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
-
-
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
steroid and bile-acid metabolism
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
sulfation is an important pathway in the metabolism of thyroid hormones, sulfated iodothyronines are elevated in nonthyroidal illnesses and in the normal fetal circulation
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
critical step in the provision of substrates for estrogen biosynthesis by the placenta during pregnancy, sulfation represents a major enzymatic reaction in the metabolism, excretion and homeostasis of steroid hormones and bile acids in addition to numerous other endogenous compounds and xenobiotics, regulating steroid hormone bioactivity
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
biotransformation of xenobiotics and hormones through sulfate conjugation, important metabolic pathway
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
biosynthesis of proteoglycans
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
catalyzes sulfonation of exogenous products like drugs and xenobiotics as well as endogenous compounds such as steroids and bile acids by transferring a sulfonate moiety from the cofactor 3'-phosphoadenosine-5'-phosphosulfate to a hydroxyl group of the substrate, this leads to detoxification or elimination because sulfation increases the hydrophilicity of chemical compounds and therefore their excretion, hEST1 also involved in the production of stable precursors for local steroid biosynthesis or in activation of promutagenic estrogen metabolites into carcinogens
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
activation and detoxification of hormones, neurotransmitters, drugs, and carcinogens
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
-
-
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
3beta-hydroxyandrost-5-en-17-one
-
-
r
3'-phosphoadenylylsulfate + estriol
adenosine 3',5'-bisphosphate + estriol sulfate
-
-
-
r
3'-phosphoadenylylsulfate + estriol
adenosine 3',5'-bisphosphate + estriol sulfate
-
poor substrate, relative activity 8% with beta-estradiol as 100%
-
-
r
3'-phosphoadenylylsulfate + estrone
adenosine 3',5'-bisphosphate + estrone sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + estrone
adenosine 3',5'-bisphosphate + estrone sulfate
-
-
-
r
3'-phosphoadenylylsulfate + ethanol
adenosine 3',5'-bisphosphate + ethyl sulfate
-
high activity with SULT1A2, SULT1B1, SULT2A1 and SULT1A3. SULT1A3 might be the predominant form for the sulphonation of ethanol
-
-
?
3'-phosphoadenylylsulfate + ethanol
adenosine 3',5'-bisphosphate + ethyl sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + pregnenolone
adenosine 3',5'-bisphosphate + 5-pregnen-20-one 3-sulfate
-
isoenzyme 3beta-HST
-
-
r
3'-phosphoadenylylsulfate + pregnenolone
adenosine 3',5'-bisphosphate + 5-pregnen-20-one 3-sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + pregnenolone
adenosine 3',5'-bisphosphate + 5-pregnen-20-one 3-sulfate
-
relative activity 61%
-
-
r
3'-phosphoadenylylsulfate + pregnenolone
adenosine 3',5'-bisphosphate + 5-pregnen-20-one 3-sulfate
-
3beta-hydroxy-5-pregnen-20-one
-
-
r
3'-phosphoadenylylsulfate + pregnenolone
adenosine 3',5'-bisphosphate + ?
isoform SULT2B1a
-
-
?
3'-phosphoadenylylsulfate + pregnenolone
adenosine 3',5'-bisphosphate + ?
isoform SULT2B1b
-
-
?
3'-phosphoadenylylsulfate + R-(+)-1-naphthyl-1-ethanol
adenosine 3',5'-bisphosphate + ?
-
S-(-)-enantiomer is not a substrate for the enzyme
-
-
?
3'-phosphoadenylylsulfate + R-(+)-1-naphthyl-1-ethanol
adenosine 3',5'-bisphosphate + ?
-
-
-
?
3'-phosphoadenylylsulfate + testosterone
adenosine 3',5'-bisphosphate + testosterone 3-sulfate
-
17-hydroxyl of testosterone
-
-
r
3'-phosphoadenylylsulfate + testosterone
adenosine 3',5'-bisphosphate + testosterone 3-sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + testosterone
adenosine 3',5'-bisphosphate + testosterone 3-sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + testosterone
adenosine 3',5'-bisphosphate + testosterone 3-sulfate
-
relative activity 2%
-
-
r
3'-phosphoadenylylsulfate + testosterone
adenosine 3',5'-bisphosphate + testosterone 3-sulfate
-
17beta-hydroxyandrost-4-en-3-one
-
-
r
additional information
?
-
no activity with pentachlorophenol
-
-
-
additional information
?
-
the enzyme displays relatively low activities to steroid compounds, and although the enzyme sulfonates a variety of phenolic compounds, it has selectivity towards side chains and their locations at the phenolic ring
-
-
-
additional information
?
-
-
2 isoenzymes of 3-hydroxysteroid sulfotransferase
-
-
-
additional information
?
-
-
sulfotransferase-catalyzed sulfation plays an important role in various neuronal functions such as homeostasis of catecholamine neurotransmitters and hormones
-
-
-
additional information
?
-
-
estrone and phenolic steroids are no substrates
-
-
-
additional information
?
-
-
cortisol, corticosterone, betamathasone and dexamethasone are no substrates
-
-
-
additional information
?
-
-
hepatic clearance and metabolism of sex steroids
-
-
-
additional information
?
-
-
isoform DHEA-ST, sulfate conjugation involved in bioactivation of compounds to reactive electrophilic forms, the hydroxymethyl group is sulfated and undergoes subsequent sponaneous rearrangement to release the sulfate moiety and generate an electrophilic benzylic carbocation that can react with cellular nucleophiles such as DNA, RNA, and protein
-
-
-
additional information
?
-
-
regulation of human hepatic hydroxysteroid sulfotransferase gene expression by the peroxisome proliferator-activated receptor alpha transcription factor
-
-
-
additional information
?
-
-
SULT2B1 isoforms show selectivity for the sulfation of 3beta-hydroxysteroids including dehydroepiandrosterone and pregnenolone, and demonstrate little activity with 3alpha-hydroxysteroids and estrogens, SULT2B1a possesses a higher pregnenolone sulfation activity than SULT2B1b whereas SULT2B1b has a higher cholesterol sulfation activity, SULT2B1b is also capable of conjugating several drugs and xenobiotics including genistein, tibolone, and raloxifene
-
-
-
additional information
?
-
-
SULTs play a role in the metabolism of regulatory hormones, drugs, and carcinogens, they catalyze the sulfonation of simple phenols, estradiol, and thyroid hormones, as well as environmental xenobiotics and drugs, overview
-
-
-
additional information
?
-
-
role for 3'-phosphoadenylyl sulfate in priming the conformation of substrate binding loops, overview, substrate specificity and binding structure of SULT1B1, overview
-
-
-
additional information
?
-
-
SULT2B1b catalyzes the sulfonation of 3beta-hydroxysteroid hormones and cholesterol, whereas SULT2B1a preferentially catalyzes pregnenolone sulfonation
-
-
-
additional information
?
-
SULT2B1b is selective for the sulfation of 3beta-hydroxysteroids, such as DHEA, pregnenolone, androstenediol, and 5alpha-androstane-3beta,17beta-diol, no sulfation is detectable with 3alpha-hydroxysteroids or estrogens as substrates
-
-
-
additional information
?
-
-
EST is an enzyme that seems to play an important role in the growth of hormone-dependent tumors of the breast, prostate, and endometrium, EST expression is downregulated in endometrial stromal sarcomas, ESS. If the enzyme EST is missing in ESS, it is possible that the intratumoral levels of bio-active estrogen are high, and ESS tumor growth and progression are to be expected, overview
-
-
-
additional information
?
-
-
pentachlorophenols, tetrachlorophenols, and trichlorophenols are substrates of isozyme SULT2A1, while mono- and dichlorophenol are poor substrates, cf. EC 2.8.2.15
-
-
-
additional information
?
-
-
preferentially catalyzes the sulfurylation of the 3beta-OH group of DELTA5-steroids
-
-
-
additional information
?
-
exhibits sulfotransferase activity with phenolic hydroxy groups of steroids and artificial substrates, best acceptor substrate is estrogen
-
-
-
additional information
?
-
-
is a target for transcriptional induction by the vitamin D receptor
-
-
-
additional information
?
-
-
hydroxysteroid sulfotransferase SULT2A enzymes play important roles in hepatic steroid and xenobiotic metabolism
-
-
-
additional information
?
-
-
activation and detoxification of both endogenous and exogenous chemicals, isozyme AST-RB2 high activity to both hydroxysteroids and amines, no activity to lithocholate
-
-
-
additional information
?
-
-
major form of sulfotransferase, catalyzes the formation of genotoxic and carcinogenic sulfuric acid esters from hydroxymethyl polycyclic aromatic hydrocarbons
-
-
-
additional information
?
-
-
cholesterol, phenol, 4-aminophenol, 2-aminophenol, 3-aminophenol, hydroquinone, 1-naphthol, 2-naphthol, 4-acetamidophenol. pentachlorophenol, m-cresol, p-cresol, 4-ethylphenol, 4-propylphenol, 4-sec-butylphenol, 4-octylphenol, 4-dodecylphenol, 9-phenanthrol, and estrone are no substrates
-
-
-
additional information
?
-
-
3beta-hydroxysteroids with a DELTA5 double bond serve as substrates while androgens, estrogens, corticosteroids, p-nitrophenol and 3,4-dihydroxyphenylalanine do not serve as substrates
-
-
-
additional information
?
-
(S)-(-)-1-naphthyl-1-ethanol is not a substrate for STa
-
-
-
additional information
?
-
-
specificity of the enzyme is not limited to hydroxysteroids, a wide range of alcohols serve as sulfate acceptors
-
-
-
additional information
?
-
-
does not utilize cholesterol, 2-naphthylamine, 2-naphthol, taurolithocholic acid, estrone, progesterone and N-hydroxy-2-acetylaminofluorene as sulfate acceptors
-
-
-
additional information
?
-
-
inactive towards estrogens, cholesterol and ergocalciferol, maximum activity is observed when the steroid is of the allo-series and possesses a 3beta-hydroxyl and 17-oxo function, estrone, estradiol, cortisol, 11beta-hydroxy-pregn-4-ene-3-20-dione, beta-naphthol, alpha-naphthylamine, bilirubin and diethylstilbestrol are no substrates for the purified enzyme
-
-
-
additional information
?
-
no activity with dehydroepiandrosterone, isoform SULT2b1a
-
-
-
additional information
?
-
no activity with dehydroepiandrosterone, isoform SULT2b1b
-
-
-
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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'-phosphoadenylyl sulfate + 17alpha-hydroxypregnenolone
adenosine 3',5'-bisphosphate + 17alpha-hydroxypregnenolone sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + 3,3',5'-triiodothyronine
adenosine 3',5'-bisphosphate + ?
-
best substrate
-
-
?
3'-phosphoadenylyl sulfate + 3,3',5,5'-tetraiodothyroacetic acid
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylyl sulfate + 3,3',5-triiodothyroacetic acid
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylyl sulfate + 3,3',5-triiodothyronine
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylyl sulfate + 3,5-diiodothyronine
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylyl sulfate + 3-iodothyronine
adenosine 3',5'-bisphosphate + ?
-
-
-
-
?
3'-phosphoadenylyl sulfate + 7-oxocholesterol
adenosine 3',5'-bisphosphate + 7-oxocholesterol 3-sulfate
O00204
SULT2B1b, SULT2B1a, and SULT2A1
-
-
?
3'-phosphoadenylyl sulfate + an alcohol
adenosine 3',5'-bisphosphate + an alkyl sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + androsterone
adenosine 3',5'-bisphosphate + androsterone 3-sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + aristolochic acid
adenosine 3',5'-bisphosphate + ?
O00204
herbal preparations containing Aristolochia species lead to progressive nephropathy and urothelial cancer in humans, metabolic activation of aristolichic acid, mutagenic effect, overview
-
-
?
3'-phosphoadenylyl sulfate + cholesterol
adenosine 3',5'-bisphosphate + cholesterol 3-sulfate
O00204
SULT2B1b, SULT2B1a, and SULT2A1
-
-
?
3'-phosphoadenylyl sulfate + cholesterol
adenosine 3',5'-bisphosphate + cholesteryl 3-sulfate
Q29YR5
-
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + estradiol
adenosine 3',5'-bisphosphate + estradiol 3-sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + estradiol
adenosine 3',5'-bisphosphate + estradiol sulfate
-
estrogen sulfotransferase expression in adipose tissue is regulated by testosterone, overview
-
-
?
3'-phosphoadenylyl sulfate + pregnenolone
adenosine 3',5'-bisphosphate + pregnenolone 3-sulfate
Q29YR5
-
-
-
?
3'-phosphoadenylyl sulfate + pregnenolone
adenosine 3',5'-bisphosphate + pregnenolone sulfate
-
-
-
-
?
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
O00204
-
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
O00204
SULT2A1, low activity with SULT2B1b and SULT2B1a
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
Q06520
the sulfation, catalyzed by SULT, is important in the regulation of biological activities of hormones and neurotransmitters, the metabolism of drugs, and the detoxification of xenobiotic toxicants. Sulfation also leads to the bioactivation of procarcinogens. Human SULT2A1 is a major sulfotransferase catalyzing the sulfation of hydroxysteroids and xenobiotic alcohols, mechanisms controlling the regulation of hSULT2A1, overview
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
O35400
-
-
-
?
3'-phosphoadenylyl sulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
Q29YR5
-
-
-
?
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
O00204
-
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
steroid and bile-acid metabolism
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
sulfation is an important pathway in the metabolism of thyroid hormones, sulfated iodothyronines are elevated in nonthyroidal illnesses and in the normal fetal circulation
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
critical step in the provision of substrates for estrogen biosynthesis by the placenta during pregnancy, sulfation represents a major enzymatic reaction in the metabolism, excretion and homeostasis of steroid hormones and bile acids in addition to numerous other endogenous compounds and xenobiotics, regulating steroid hormone bioactivity
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
biotransformation of xenobiotics and hormones through sulfate conjugation, important metabolic pathway
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
biosynthesis of proteoglycans
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
catalyzes sulfonation of exogenous products like drugs and xenobiotics as well as endogenous compounds such as steroids and bile acids by transferring a sulfonate moiety from the cofactor 3'-phosphoadenosine-5'-phosphosulfate to a hydroxyl group of the substrate, this leads to detoxification or elimination because sulfation increases the hydrophilicity of chemical compounds and therefore their excretion, hEST1 also involved in the production of stable precursors for local steroid biosynthesis or in activation of promutagenic estrogen metabolites into carcinogens
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
activation and detoxification of hormones, neurotransmitters, drugs, and carcinogens
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
-
-
-
-
r
3'-phosphoadenylylsulfate + dehydroepiandrosterone
adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate
P22789
-
-
-
r
additional information
?
-
-
sulfotransferase-catalyzed sulfation plays an important role in various neuronal functions such as homeostasis of catecholamine neurotransmitters and hormones
-
-
-
additional information
?
-
-
regulation of human hepatic hydroxysteroid sulfotransferase gene expression by the peroxisome proliferator-activated receptor alpha transcription factor
-
-
-
additional information
?
-
-
SULT2B1 isoforms show selectivity for the sulfation of 3beta-hydroxysteroids including dehydroepiandrosterone and pregnenolone, and demonstrate little activity with 3alpha-hydroxysteroids and estrogens, SULT2B1a possesses a higher pregnenolone sulfation activity than SULT2B1b whereas SULT2B1b has a higher cholesterol sulfation activity, SULT2B1b is also capable of conjugating several drugs and xenobiotics including genistein, tibolone, and raloxifene
-
-
-
additional information
?
-
-
SULTs play a role in the metabolism of regulatory hormones, drugs, and carcinogens, they catalyze the sulfonation of simple phenols, estradiol, and thyroid hormones, as well as environmental xenobiotics and drugs, overview
-
-
-
additional information
?
-
-
EST is an enzyme that seems to play an important role in the growth of hormone-dependent tumors of the breast, prostate, and endometrium, EST expression is downregulated in endometrial stromal sarcomas, ESS. If the enzyme EST is missing in ESS, it is possible that the intratumoral levels of bio-active estrogen are high, and ESS tumor growth and progression are to be expected, overview
-
-
-
additional information
?
-
-
is a target for transcriptional induction by the vitamin D receptor
-
-
-
additional information
?
-
-
hydroxysteroid sulfotransferase SULT2A enzymes play important roles in hepatic steroid and xenobiotic metabolism
-
-
-
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Mg2+
additional information
-
crude enzyme activity is markedly stimulated by divalent cations like Fe2+, Co2+ and Mn2+, this effect is not observed with purified enzyme
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
3'-phosphoadenylyl sulfate
-
substrate inhibition of SULT2A1, structure analysis of SULT2A1/DHEA and SULT2A1/PAP or SULT2A1/ADT, overview
3,5-dibromo-4-hydroxy-benzoic acid (6-chloro-4-oxo-4H-chromen-3-ylmethylene)-hydrazide
-
DBHM
3,5-dibromo-4-hydroxybenzoic acid (6,8-dichloro-4-oxo-4H-chromen-3-ylmethylene) hydrazide
-
DBHD
adenosine 5'-(beta,gamma-imido) triphosphate
-
i.e. AMP-PNP, a non-hydrolysable ATP analogue
E-(-)-alpha-hydroxytamoxifen
-
inhibits sulfation of E-(+)-alpha-hydroxytamoxifen
Z-(+)-alpha-hydroxytamoxifen
-
inhibits sulfation of E-(+)-alpha-hydroxytamoxifen
Z-(-)-alpha-hydroxytamoxifen
-
inhibits sulfation of E-(+)-alpha-hydroxytamoxifen
adenosine 3',5'-bisphosphate
-
enzyme appears to be highly suspectible to product inhibition
dehydroepiandrosterone
-
substrate inhibition of SULT2A1, structure analysis of SULT2A1/DHEA and SULT2A1/PAP or SULT2A1/ADT, overview
S-(-)-1-naphthyl-1-ethanol
-
inhibitor of the sulfation of dehydroepiandrosterone
additional information
-
environmental contaminants may exert effects on neuronal function both by direct inhibition of sulfotransferase enzymes and by interrupting the supply of PAPS
-
additional information
-
rifampicin-liganded PXR suppresses SULT2A1 expression by interfering with HNF4alpha activity, overview
-
additional information
-
2-mercaptoethanol and DL-dithiothreitol do not affect the enzyme activity
-
additional information
-
nonylphenol and bisphenol A (non-halogenated phenol and phenolic compounds) have little effect on T3 sulfation (inhibition at 0.001 mM = 4% and 9%, respectively)
-
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
NaCl
-
leads to a greater activation of the cDNA-expressed DHEA ST when assayed with dehydroepiandrosterone
additional information
-
methotrexate and 6-(4-chlorophenyl)imidazo [2,1-b][1,3] thiazole-5-carbaldehyde O-(3,4-dichlorobenzyl)oxime induction of hSULT2A1 through interacting with androstane receptor and retinoid X receptor alpha mediated by the IR2 element, mechanism, overview
-
additional information
-
rifampicin induces SULT2A1 expression about 12fold in a manner dependent on 5'-flanking regions containing rifampicin-responsive information as a hepatocyte nuclear factor 4, HNF4, binding site. Upregulation of SULT2A1 does not occur in cells, that do not contain the binding site. Binding of HNF4 to the HNF4-54 region of the endogenous SULT2A1 gene leads to increased SULT2A1 mRNA production and enzyme activity, overview
-
additional information
-
liver X receptor antagonist TO-901317 induces estrogen sulfotransferase expression in female liver, but not in the adipose tissue
-
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DISEASE
TITLE OF PUBLICATION
LINK TO PUBMED
Abortion, Spontaneous
Triclosan causes spontaneous abortion accompanied by decline of estrogen sulfotransferase activity in humans and mice.
Adenocarcinoma
Cloning and expression of cDNA encoding human placental estrogen sulfotransferase.
Adenocarcinoma
Regulation of estrogen sulfotransferase in human endometrial adenocarcinoma cells by progesterone.
Breast Neoplasms
A correlation between estrogen sulfotransferase levels and estrogen receptor status in human primary breast carcinoma.
Breast Neoplasms
A library approach to the generation of bisubstrate analogue sulfotransferase inhibitors.
Breast Neoplasms
A relationship between estrogen sulfurylation and estrogen and progesterone receptor status in human mammary carcinoma.
Breast Neoplasms
Effect of nomegestrol acetate on human estrogen sulfotransferase activity in the hormone-dependent MCF-7 and T-47D breast cancer cell lines.
Breast Neoplasms
Estrogen sulfatase and estrogen sulfotransferase in human primary mammary carcinoma.
Breast Neoplasms
Estrogen sulfotransferase and steroid sulfatase in human breast carcinoma.
Breast Neoplasms
Expression of 17beta-hydroxysteroid dehydrogenases and other estrogen-metabolizing enzymes in different cancer cell lines.
Breast Neoplasms
Expression of aromatase and estrogen sulfotransferase in preinvasive and invasive breast cancer.
Breast Neoplasms
Expression of Estrogen Sulfotransferase 1E1 and Steroid Sulfatase in Breast Cancer: A Immunohistochemical Study.
Breast Neoplasms
Human estrogen sulfotransferase (hEST1) activities and its mRNA in various breast cancer cell lines. Effect of the progestin, promegestone (R-5020).
Breast Neoplasms
In vitro inhibition of estrogen sulfoconjugation by some 2- and 4-substituted estra-1,3,5(10)-trien-17 beta-ols1a.
Breast Neoplasms
Intracrinology of breast microenvironment: hormonal status in nipple aspirate fluid and its relationship to breast cancer.
Breast Neoplasms
Intratumoral estrogen sulfotransferase induction contributes to the anti-breast cancer effects of the dithiocarbamate derivative TM208.
Breast Neoplasms
Metabolic fate of estradiol in human mammary cancer cells in culture: estrogen sulfate formation and cooperativity exhibited by estrogen sulfotransferase.
Breast Neoplasms
Recent data on estrogen sulfatases and sulfotransferases activities in human breast cancer.
Breast Neoplasms
Regulation of estrogen sulfotransferase by estrogen in MCF-7 human mammary cancer cells.
Breast Neoplasms
Steroid sulfatase and estrogen sulfotransferase in normal human tissue and breast carcinoma.
Carcinogenesis
[Expression of estrogen sulfotransferase in breast tissues and the regulation of ESTmRNA by estrogen]
Carcinoma
Estrogen sulfatase and estrogen sulfotransferase in human primary mammary carcinoma.
Carcinoma
Steroid sulfatase and estrogen sulfotransferase in colon carcinoma: regulators of intratumoral estrogen concentrations and potent prognostic factors.
Carcinoma, Hepatocellular
Liganded pregnane X receptor represses the human sulfotransferase SULT1E1 promoter through disrupting its chromatin structure.
Carcinoma, Intraductal, Noninfiltrating
Immunolocalization of estrogen-producing and metabolizing enzymes in benign breast disease: comparison with normal breast and breast carcinoma.
Carcinoma, Non-Small-Cell Lung
Dexamethasone suppresses the growth of human non-small cell lung cancer via inducing estrogen sulfotransferase and inactivating estrogen.
Carcinoma, Ovarian Epithelial
Clinical significance of the estrogen-modifying enzymes steroid sulfatase and estrogen sulfotransferase in epithelial ovarian cancer.
Cholangitis, Sclerosing
Reduced hepatic content of dehydroepiandrosterone sulphotransferase in chronic liver diseases.
Choriocarcinoma
Disruption of thyroid hormone sulfotransferase activity by brominated flame retardant chemicals in the human choriocarcinoma placenta cell line, BeWo.
Choriocarcinoma
Expression of 17beta-hydroxysteroid dehydrogenases and other estrogen-metabolizing enzymes in different cancer cell lines.
Diabetes Mellitus, Type 2
Sex-specific effect of estrogen sulfotransferase on mouse models of type 2 diabetes.
Endometrial Hyperplasia
In situ estrogen metabolism in proliferative endometria from untreated women with polycystic ovarian syndrome with and without endometrial hyperplasia.
Endometrial Neoplasms
Characterization of cytosolic estrogen sulfotransferase from RL95-2 endometrial cancer cells.
Endometrial Neoplasms
Estrogen sulfotransferase and sulfatase: Roles in the regulation of estrogen activity in human uterine endometrial carcinomas.
Endometrial Neoplasms
Estrogen sulfotransferase expression in endometrial stromal sarcomas: an immunohistochemical study.
Endometrial Neoplasms
Expression of 17beta-hydroxysteroid dehydrogenases and other estrogen-metabolizing enzymes in different cancer cell lines.
Endometrial Neoplasms
Steroid sulfatase and estrogen sulfotransferase in human endometrial carcinoma.
Endometriosis
Effects of steroid hormone on estrogen sulfotransferase and on steroid sulfatase expression in endometriosis tissue and stromal cells.
Endometriosis
Expression of aromatase and estrogen sulfotransferase in eutopic and ectopic endometrium: evidence for unbalanced estradiol production in endometriosis.
Endometriosis
Seven Hormonal Biomarkers for Diagnosing Endometriosis: Meta-Analysis and Adjusted Indirect Comparison of Diagnostic Test Accuracy.
Glioma
Regulation of SULT2B1a (pregnenolone sulfotransferase) expression in rat C6 glioma cells: relevance of AMPA receptor-mediated NO signaling.
Hepatitis
Reduced hepatic content of dehydroepiandrosterone sulphotransferase in chronic liver diseases.
Hepatitis, Chronic
Reduced hepatic content of dehydroepiandrosterone sulphotransferase in chronic liver diseases.
Hyperglycemia
Dexamethasone-induced hyperglycemia in obese Avy/a (viable yellow) female mice entails preferential induction of a hepatic estrogen sulfotransferase.
Insulin Resistance
Sex- and Tissue-Specific Role of Estrogen Sulfotransferase in Energy Homeostasis and Insulin Sensitivity.
Liver Cirrhosis, Alcoholic
Reduced hepatic content of dehydroepiandrosterone sulphotransferase in chronic liver diseases.
Liver Cirrhosis, Biliary
Reduced hepatic content of dehydroepiandrosterone sulphotransferase in chronic liver diseases.
Liver Diseases
Reduced hepatic content of dehydroepiandrosterone sulphotransferase in chronic liver diseases.
Liver Neoplasms
16alpha-hydroxyestrone inhibits estrogen sulfotransferase activity in human liver cancer cells.
Liver Neoplasms
Expression of 17beta-hydroxysteroid dehydrogenases and other estrogen-metabolizing enzymes in different cancer cell lines.
Lung Neoplasms
Dexamethasone suppresses the growth of human non-small cell lung cancer via inducing estrogen sulfotransferase and inactivating estrogen.
Neoplasms
A correlation between estrogen sulfotransferase levels and estrogen receptor status in human primary breast carcinoma.
Neoplasms
A relationship between estrogen sulfurylation and estrogen and progesterone receptor status in human mammary carcinoma.
Neoplasms
Dehydroepiandrosterone sulfotransferase as a possible shunt for the control of steroid metabolism in human mammary carcinoma.
Neoplasms
Dexamethasone suppresses the growth of human non-small cell lung cancer via inducing estrogen sulfotransferase and inactivating estrogen.
Neoplasms
Estrogen inhibits cell proliferation through in situ production in human thymoma.
Neoplasms
Estrogen sulfotransferase (SULT1E1) expression in benign and malignant human bone tumors.
Neoplasms
Estrogen sulfurylation as an alternative indicator of hormone dependence in human breast cancer.
Neoplasms
Expression level of enzymes related to in situ estrogen synthesis and clinicopathological parameters in breast cancer patients.
Neoplasms
Genomic and non-genomic effects of glucocorticoids: implications for breast cancer.
Neoplasms
Human type 1 estrogen sulfotransferase: catecholestrogen metabolism and potential involvement in cancer promotion.
Neoplasms
Increased estrogen sulfation of estradiol 17beta-D-glucuronide in metastatic tumor rat livers.
Neoplasms
Intratumoral estrogen sulfotransferase induction contributes to the anti-breast cancer effects of the dithiocarbamate derivative TM208.
Neoplasms
The steroid alcohol and estrogen sulfotransferases in rodent and human mammary tumors.
Neoplasms
The sulfatase pathway for estrogen formation: targets for the treatment and diagnosis of hormone-associated tumors.
Prostatic Neoplasms
Steroid sulfatase and estrogen sulfotransferase in human prostate cancer.
Sarcoma
Estrogen sulfotransferase expression in endometrial stromal sarcomas: an immunohistochemical study.
Sarcoma, Endometrial Stromal
Estrogen sulfotransferase expression in endometrial stromal sarcomas: an immunohistochemical study.
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.00109
3'-phosphoadenylyl sulfate
-
in 0.1 M sodium phosphate, pH 7.2, and 2 mM EDTA for 30 min at 16°C
0.00477
3,3',5-Triiodothyroacetic acid
-
in 0.1 M sodium phosphate, pH 7.2, and 2 mM EDTA for 30 min at 16°C
0.00022
3,3',5-triiodothyronine
-
in 0.1 M sodium phosphate, pH 7.2, and 2 mM EDTA for 30 min at 16°C
0.0007
androsterone
-
pH 7.0, 25°C, recombinant mutant M137V; pH 7.0, 25°C, recombinant mutant Y238W
0.0014
androsterone
-
pH 7.0, 25°C, recombinant mutant M137I/Y238A; pH 7.0, 25°C, recombinant mutant Y238A; pH 7.0, 25°C, recombinant wild-type enzyme
0.0006
dehydroepiandrosterone
-
pH 7.5, 37°C, recombinant truncated mutant SULT2B1
0.0013
dehydroepiandrosterone
-
pH 7.0, 25°C, recombinant mutant M137I; pH 7.0, 25°C, recombinant mutant M137W
0.0023
dehydroepiandrosterone
-
isoform SULT2B1a, pH and temperature not specified in the publication
0.0025
dehydroepiandrosterone
-
isoform SULT2A1, pH and temperature not specified in the publication
0.0038
dehydroepiandrosterone
-
pH 7.5, 37°C, recombinant wild-type, full-length SULT2B1
0.0044
dehydroepiandrosterone
-
isoform SULT2B1b, pH and temperature not specified in the publication
0.0179
dehydroepiandrosterone
pH 7.5, 37°C, recombinant isozyme SULT2B1a
additional information
additional information
steady-state kinetic analysis of recombinant isozymes SULT2B1a and SULT2B1b
-
additional information
additional information
-
the proline- and serine-rich carboxyl extension of SULT2B1b is an important site in the kinetic activity of this SULT isoform, overview
-
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.013
benzyl alcohol
isoform SULT1A1, at pH 7.0 and 37°C; isoform SULT1A1, at pH 7.0 and 37°C
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.00055
2,6-dibromophenol
Rana catesbeiana
-
in 0.1 M sodium phosphate, pH 7.2, and 2 mM EDTA for 30 min at 16°C
0.00049
2,6-Dichloro-4-nitrophenol
Rana catesbeiana
-
in 0.1 M sodium phosphate, pH 7.2, and 2 mM EDTA for 30 min at 16°C
0.00036
2,6-dichlorophenol
Rana catesbeiana
-
in 0.1 M sodium phosphate, pH 7.2, and 2 mM EDTA for 30 min at 16°C
0.00097
ioxynil
Rana catesbeiana
-
in 0.1 M sodium phosphate, pH 7.2, and 2 mM EDTA for 30 min at 16°C
0.00016
pentabromophenol
Rana catesbeiana
-
in 0.1 M sodium phosphate, pH 7.2, and 2 mM EDTA for 30 min at 16°C
0.00015
Pentachlorophenol
Rana catesbeiana
-
in 0.1 M sodium phosphate, pH 7.2, and 2 mM EDTA for 30 min at 16°C
0.00097
tetrabromobisphenol A
Rana catesbeiana
-
in 0.1 M sodium phosphate, pH 7.2, and 2 mM EDTA for 30 min at 16°C
0.0008
tribromophenol
Rana catesbeiana
-
in 0.1 M sodium phosphate, pH 7.2, and 2 mM EDTA for 30 min at 16°C
0.00037
trichlorophenol
Rana catesbeiana
-
in 0.1 M sodium phosphate, pH 7.2, and 2 mM EDTA for 30 min at 16°C
0.00021
triiodophenol
Rana catesbeiana
-
in 0.1 M sodium phosphate, pH 7.2, and 2 mM EDTA for 30 min at 16°C
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
0.00018
-
activity with 3-keto-5alpha-petromyzonol, crude larval liver extract
0.15
additional information
additional information
-
continuous fluorimetric assay for alcohol sulfotransferase whose sensitivity is comparable to that of the end-point radioactive assay. Assay procedure can be adapted for high-throughput assay using a microplate reader
additional information
-
continuous fluorimetric assay for alcohol sulfotransferase whoses sensitivity is comparable to that of the end-point radioactive assay. Assay procedure can be adapted for high-throughput assay using a microplate reader
additional information
-
continuous fluorimetric assay for alcohol sulfotransferase whose sensitivity is comparable to that of the end-point radioactive assay. Assay procedure can be adapted for high-throughput assay using a microplate reader
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
7.5
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
5 - 9
5 - 9
-
enzyme activity at pH 5.0 is 6% of the maximum in the optimum range, 50% of activity maximum at pH 6.0, no activity is detected at either pH 4.0 or 10.0
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
37
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TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
25 - 50
-
enzyme activity at 25°C and 30°C drops to 35% and 56%, repective to the maximum activity at 45°C, residual activity is determined to be 62% of the maximum at 50°C
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pI VALUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
5
-
preparative isoelectric focusing in sucrose gradients with ampholites in the range pH 3.0-8.0
5
-
isoelectric focusing, sucrose gradient in presence of 2.5% ampholines pH 5.0-7.0
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
human
645741, 645778, 645779, 645780, 645782, 645783, 645785, 645786, 645789, 645790, 645791, 645795, 645797, 645798, 645799
-
-
brenda
isoform SULT2B1a; isoform SULT2B1b; SULT2B1; Sprague-Dawley rats, gene SULT2B1, isozymes SULT2B1a and SULT2B1b as a result of an alternative exon I
SwissProt
brenda
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
-
male white epididymal fat pad, no expression in brown fat
brenda
-
endometrial stromal, from 29 patients, reduced or no expression of EST
brenda
-
of male, but not of female mice. Testosterone-dependent, gender-specific expression of estrogen sulfotransferase in adipose tissue
brenda
additional information
-
enzyme localization in neural fibers, posterior region, and dorsal part of the brain, overview
brenda
isoform SULT2B1a; SULT2B1a is only expressed in brain and testis
brenda
-
present in proximal and distal tubules, loops of Henle and collecting ducts, but at no time expressed in the vascular glomerulus
brenda
-
-
645741, 645778, 645779, 645780, 645782, 645783, 645785, 645786, 645789, 645790, 645797, 674044, 692098, 693816, 738296, 738909
brenda
-
expression of three of the SULT2A isoforms is abundant in pre-pubertal male and female mouse liver but is essentially silenced in the livers of adult male mice, overview
brenda
-
-
brenda
-
prostate epithelial cells, prostate benign prostatic hyperplasia, prostate adenocarcinoma and LNCaP prostate adenocarcinoma cells
brenda
isoform SULT2B1a; SULT2B1a is only expressed in brain and testis
brenda
additional information
-
no expression of SULT2B1b in alveolar tissue and in liver cytosol
brenda
additional information
no expression of SULT2B1b in placental, prostate and breast tissues in rodents
brenda
additional information
-
no estrogen sulfotransferase expression in brown adipose tissue, differential expression of estrogen sulfotransferase in fat and liver, overview
brenda
additional information
tissue distribution of isozymes SULT2B1a and SULT2B1b expression, overview
brenda
additional information
no expression of SULT2B1b in placental, prostate and breast tissues in rodents
brenda
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
additional information