Details of Metabolite

General Information of MET (ID: META00126)
Name Iodotyrosine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(2S)-2-Amino-3-(4-hydroxy-3-iodophenyl)propanoate; (2S)-2-Amino-3-(4-hydroxy-3-iodophenyl)propanoic acid; 3-IODO-tyrosine; 3-Iodo-4-hydroxyphenylalanine; 3-Iodo-L-tyrosine; 3-Iodotyrosine; 3-Monoiodo-L-tyrosine; 4-Hydroxy-3-iodophenylalanine; IYR; L-Tyrosine-3-iodo; MIT; Monoiodotyrosine
Source Endogenous;Escherichia Coli Metabolite;Food;Drug
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
439744
HMDB ID
HMDB0000021
Formula
C9H10INO3
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C02515
DrugBank ID
DB01758
ChEBI ID
27847
FooDB ID
FDB021875
ChemSpider ID
388804
Physicochemical Properties Molecular Weight 307.08 Topological Polar Surface Area 83.6
XlogP -1.1 Complexity 212
Heavy Atom Count 14 Rotatable Bond Count 3
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 4
Function
Iodotyrosine is an iodated derivative of L-tyrosine. This is an early precursor to L-thyroxine, one of the primary thyroid hormones. In the thyroid gland, iodide is trapped, transported, and concentrated in the follicular lumen for thyroid hormone synthesis. Before trapped iodide can react with tyrosine residues, it must be oxidized by thyroid peroxidase. Iodotyrosine is made from tyrosine via thyroid peroxidase and then further iodinated by this enzyme to make the di-iodo and tri-iodo variants. Two molecules of di-iodotyrosine combine to form T4, and one molecule of mono-iodotyrosine combines with one molecule of di-iodotyrosine to form T3.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Amino acid/polyamine transporter (AAPT)
            L-type amino acid transporter 2 (LAT2) 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 Overexpression of SLC7A8
                      Induced Change Iodotyrosine concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that overexpression of SLC7A8 leads to the increase of iodotyrosine levels compared with control group.
            L-type amino acid transporter 3 (LAT3) 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 Overexpression of SLC43A1
                      Induced Change Iodotyrosine concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that overexpression of SLC43A1 leads to the decrease of iodotyrosine levels compared with control group.
            L-type amino acid transporter 4 (LAT4) 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 Overexpression of SLC43A2
                      Induced Change Iodotyrosine concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that overexpression of SLC43A2 leads to the decrease of iodotyrosine levels compared with control group.
References
1 Transport of Iodothyronines by Human L-Type Amino Acid Transporters. Endocrinology. 2015 Nov;156(11):4345-55.

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