General Information of MET (ID: META00753)
Name O-Sulfotyrosine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(2S)-2-Amino-3-[4-(sulfooxy)phenyl]propanoate; (2S)-2-Amino-3-[4-(sulfooxy)phenyl]propanoic acid; (2S)-2-Amino-3-[4-(sulphooxy)phenyl]propanoate; (2S)-2-Amino-3-[4-(sulphooxy)phenyl]propanoic acid; (2S)-2-Azanyl-3-(4-sulfooxyphenyl)propanoate; (2S)-2-Azanyl-3-(4-sulfooxyphenyl)propanoic acid; (2S)-2-Azanyl-3-(4-sulphooxyphenyl)propanoate; (2S)-2-Azanyl-3-(4-sulphooxyphenyl)propanoic acid; L-Tyrosine O-sulfate; L-Tyrosine O-sulfuric acid; L-Tyrosine O-sulphate; L-Tyrosine O-sulphuric acid; O-SulfO-L-tyrosine; O-Sulfotyrosine; O-SulphO-L-tyrosine; O-Sulphotyrosine; Sulfotyrosine; Sulphotyrosine; Tyrosine O-sulfate; Tyrosine O-sulfuric acid; Tyrosine O-sulphate; Tyrosine O-sulphuric acid; Tyrosine sulfate; Tyrosine sulfuric acid; Tyrosine sulphate; Tyrosine sulphuric acid', O(4')-SulphO-L-tyrosine, 'O-Decasulfate
Source Aromatic homomonocyclic compounds
Structure Type   Amino acids, peptides, and analogues  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic acids and derivatives
Carboxylic acids and derivatives
Amino acids, peptides, and analogues
PubChem CID
514186
HMDB ID
HMDB0155722
Formula
C9H11NO6S
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
ChEBI ID
46215
ChemSpider ID
448617
Physicochemical Properties Molecular Weight 261.25 Topological Polar Surface Area 135
XlogP -2.1 Complexity 354
Heavy Atom Count 17 Rotatable Bond Count 5
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 7
Function
O-Sulfotyrosine belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from a reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. O-Sulfotyrosine has been identified as a potential plasma biomarker of reduced kidney function in early chronic kidney disease (CKD), end stage renal disease (ESRD), and hemodialytic clearance. Human plasma levels of O-sulfotyrosine were reported to be influenced by genetic variants in the gene ARSA which codes for the enzyme arylsulfatase A.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Apolipoprotein (Apo)
            Apolipoprotein A-II (APOA2) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Mutation (-265T >C(rs5082)) of APOA2
                      Induced Change O-Sulfotyrosine concentration: decrease (FC = 0.77)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Obesity [ICD-11: 5B81]
                      Details It is reported that mutation (-265T >C(rs5082)) of APOA2 leads to the decrease of o-sulfotyrosine levels compared with control group.
References
1 Epigenomics and metabolomics reveal the mechanism of the APOA2-saturated fat intake interaction affecting obesity. Am J Clin Nutr. 2018 Jul 1;108(1):188-200.

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