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Literature summary extracted from

  • Hashiguchi, T.; Kurogi, K.; Shimohira, T.; Teramoto, T.; Liu, M.C.; Suiko, M.; Sakakibara, Y.
    DELTA4-3-ketosteroids as a new class of substrates for the cytosolic sulfotransferases (2017), Biochim. Biophys. Acta, 1861, 2883-2890 .
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.8.2.15 gene SULT2A1, recombinant expression of wild-type and mutant enzymes in Escherichia coli strain BL21 Homo sapiens

Protein Variants

EC Number Protein Variants Comment Organism
2.8.2.15 H99A site-directed mutagenesis, 50% reduced sulfating activity toward 4-androstene-3,17-dione compared to wild-type Homo sapiens
2.8.2.15 H99S site-directed mutagenesis, mutant H99S shows complete loss of the sulfating activity toward 4-androstene-3,17-dione Homo sapiens
2.8.2.15 W77A site-directed mutagenesis, 50% reduced sulfating activity toward 4-androstene-3,17-dione compared to wild-type Homo sapiens
2.8.2.15 Y160F site-directed mutagenesis, unaltered sulfating activity toward 4-androstene-3,17-dione compared to wild-type Homo sapiens
2.8.2.15 Y231F site-directed mutagenesis, unaltered sulfating activity toward 4-androstene-3,17-dione compared to wild-type Homo sapiens

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
2.8.2.15 cytosol
-
 Homo sapiens 5829
-

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.8.2.15 3'-phosphoadenylyl sulfate + 4-androstene-3,17-dione Homo sapiens
-
 adenosine 3',5'-bisphosphate + 3-O-sulfo-3,5-androstadien-3-ol-17-one
-
 ?
2.8.2.15 3'-phosphoadenylyl sulfate + dehydroepiandrosterone Homo sapiens
-
 adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-O-sulfate
-
 ?
2.8.2.15 additional information Homo sapiens enzyme SULT2A1 sulfates the 3alpha- or 3beta-hydroxyl group of hydroxysteroids, as well as the 17-hydroxyl group of testosterone. SULT2A1 can also sulfate 24-hydroxyl group of hydroxycholesterol, and mediate the N-sulfoconjugation of quinolones and other amine drugs in human liver ?
-
-

Organism

EC Number Organism UniProt Comment Textmining
2.8.2.15 Homo sapiens Q06520
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
2.8.2.15 liver
-
 Homo sapiens
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.8.2.15 3'-phosphoadenylyl sulfate + 4-androstene-3,17-dione
-
 Homo sapiens adenosine 3',5'-bisphosphate + 3-O-sulfo-3,5-androstadien-3-ol-17-one
-
 ?
2.8.2.15 3'-phosphoadenylyl sulfate + 6beta-hydroxytestosterone
-
 Homo sapiens adenosine 3',5'-bisphosphate + ?
-
 ?
2.8.2.15 3'-phosphoadenylyl sulfate + aldosterone
-
 Homo sapiens adenosine 3',5'-bisphosphate + ?
-
 ?
2.8.2.15 3'-phosphoadenylyl sulfate + cortisol
-
 Homo sapiens adenosine 3',5'-bisphosphate + ?
-
 ?
2.8.2.15 3'-phosphoadenylyl sulfate + cortisone
-
 Homo sapiens adenosine 3',5'-bisphosphate + ?
-
 ?
2.8.2.15 3'-phosphoadenylyl sulfate + dehydroepiandrosterone
-
 Homo sapiens adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-O-sulfate
-
 ?
2.8.2.15 3'-phosphoadenylyl sulfate + dehydroepiandrosterone preferred substrate Homo sapiens adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-O-sulfate
-
 ?
2.8.2.15 3'-phosphoadenylyl sulfate + progesterone
-
 Homo sapiens adenosine 3',5'-bisphosphate + progesterone sulfate
-
 ?
2.8.2.15 3'-phosphoadenylyl sulfate + testosterone
-
 Homo sapiens adenosine 3',5'-bisphosphate + ?
-
 ?
2.8.2.15 additional information enzyme SULT2A1 sulfates the 3alpha- or 3beta-hydroxyl group of hydroxysteroids, as well as the 17-hydroxyl group of testosterone. SULT2A1 can also sulfate 24-hydroxyl group of hydroxycholesterol, and mediate the N-sulfoconjugation of quinolones and other amine drugs in human liver Homo sapiens ?
-
-
2.8.2.15 additional information product identification by mass spectrometry analysis. No activity with 1,4-androstadiene-3,17-dione, which contains an additional 1,2-double bond in the A ring in contrast to 4-androstene-3,17-dione. Substrate specificity with DELTA4-3-keto steroids , overview. Cortisone, cortisol, aldosterone, testosterone, and 6beta-hydroxytestosterone contain both a hydroxyl group as well as a 3-carbonyl group. Whether the 3-carbonyl group in these compounds, in addition to the 3beta-hydroxyl group, can also be sulfated by SULT2A1 remains to be clarified Homo sapiens ?
-
-

Synonyms

EC Number Synonyms Comment Organism
2.8.2.15 cytosolic sulfotransferase
-
 Homo sapiens
2.8.2.15 hSULT2A1
-
 Homo sapiens
2.8.2.15 SULT2A1
-
 Homo sapiens

General Information

EC Number General Information Comment Organism
2.8.2.15 metabolism enzyme SULT1E1 cannot catalyze the sulfation of either of these two DELTA4-3-ketosteroids, whereas SULT2B1b exhibits weak activity toward only 4-androstene-3,17-dione (7.1 pmol/min/mg enzyme), but not progesterone. Thus, SULT2A1 may be the only major human SULT that is capable of sulfating DELTA4-3-ketosteroids, particularly 4-androstene-3,17-dione Homo sapiens
2.8.2.15 additional information modeling of the binding of hSULT2A1 with substrate 4-androstene-3,17-dione using the crystal structure of 3-ketosteroid-DELTA4-(5alpha)-dehydrogenase from Rhodococcus jostii RHA1 in complex with 4-androstene-3,17-dione (PDB ID 4AT2) and two crystal structures of human SULT2A1 in complex with DHEA and lithocholic acid (PDB IDs 1J99 and 3F3Y) as templates. The intact steroid nucleus is important for the binding of DELTA4-3-keto steroids by SULT2A1. Proposed mechanism of DELTA4-3-ketosteroid sulfation by SULT2A1, overview. Enzyme residues W77 and H99 are likely involved in the catalysis, possibly in the deprotonation of C-6. The sulfation of 4-androstene-3,17-dione might progress through the formation of a hydroxyl group which is a typical target for sulfation, it would require the isomerization of 4-androstene-3,17-dione from a keto form to an enol form Homo sapiens