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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
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MetaCyc Reaction: 2.8.2.22

Superclasses: Reactions Classified By Conversion Type Simple Reactions Chemical Reactions
Reactions Classified By Substrate Small-Molecule Reactions

EC Number: 2.8.2.22

Enzymes and Genes:
aryl-sulfate sulfotransferase Inferred from experiment : astA ( Eubacterium sp. A-44 )

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the Enzyme Commission system.

Mass balance status: Balanced.

Enzyme Commission Primary Name: aryl-sulfate sulfotransferase

Enzyme Commission Synonyms: arylsulfate-phenol sulfotransferase, arylsulfotransferase, ASST, arylsulfate sulfotransferase, arylsulfate:phenol sulfotransferase, astA (gene name)

Standard Gibbs Free Energy (ΔrG in kcal/mol): 0.0 Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary:
The enzyme, characterized from bacteria that colonize the human and mouse intestine, catalyses the transfer of a sulfate group from a phenol sulfate ester to other phenolic compounds. Activity is enhanced by Mg2+ and Mn2+ [Kim86]. Unlike EC 2.8.2.9, tyrosine-ester sulfotransferase and EC 2.8.2.1, aryl sulfotransferase, the enzyme does not act on 3'-phosphoadenylyl-sulfate or adenosine 3',5'-bisphosphate [Kim86]. The level of sulfation of polyphenols depends on the positions of the hydroxyl groups [Koizumi90, Koizumi91, KonishiImamura94]. Hydroxy groups of tyrosine residues in peptides such as angiotensin can also act as acceptors. The reaction proceeds according to a ping pong bi bi mechanism [Lee95a].

Citations: [Kim07a]

Gene-Reaction Schematic: ?

Relationship Links: BRENDA:EC:2.8.2.22 , ENZYME:EC:2.8.2.22 , IUBMB-ExplorEnz:EC:2.8.2.22

Credits:
Revised 14-May-2012 by Caspi R , SRI International


References

Kim07a: Kim B, Hyun YJ, Lee KS, Kobashi K, Kim DH (2007). "Cloning, expression and purification of arylsulfate sulfotransferase from Eubacterium A-44." Biol Pharm Bull 30(1);11-4. PMID: 17202651

Kim86: Kim DH, Konishi L, Kobashi K (1986). "Purification, characterization and reaction mechanism of novel arylsulfotransferase obtained from an anaerobic bacterium of human intestine." Biochim Biophys Acta 872(1-2);33-41. PMID: 3460636

Koizumi90: Koizumi M, Shimizu M, Kobashi K (1990). "Enzymatic sulfation of quercetin by arylsulfotransferase from a human intestinal bacterium." Chem Pharm Bull (Tokyo) 38(3);794-6. PMID: 2347024

Koizumi91: Koizumi M, Akao T, Kadota S, Kikuchi T, Okuda T, Kobashi K (1991). "Enzymatic sulfation of polyphenols related to tannins by arylsulfotransferase." Chem Pharm Bull (Tokyo) 39(10);2638-43. PMID: 1806284

KonishiImamura94: Konishi-Imamura L, Sato M, Dohi K, Kadota S, Namba T, Kobashi K (1994). "Enzymatic sulfation of glycosides and their corresponding aglycones by arylsulfate sulfotransferase from a human intestinal bacterium." Biol Pharm Bull 17(8);1018-22. PMID: 7820100

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Lee95a: Lee NS, Kim BT, Kim DH, Kobashi K (1995). "Purification and reaction mechanism of arylsulfate sulfotransferase from Haemophilus K-12, a mouse intestinal bacterium." J Biochem 118(4);796-801. PMID: 8576095


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Mon Dec 22, 2014, biocyc13.