3-Iodotyrosine
-2-amino-3-(4-hydroxy-3-iodophenyl)propanoic_acid_200.svg)
Chemical compound
| IUPAC Name: | (2S)-2-Amino-3-(4-hydroxy-3-iodophenyl)propanoic acid |
| Other Names: | 3-Iodotyrosine |
| Identifiers | |
| CAS Number | |
| PubChem | 439377 |
| ChemSpider | 388292 |
| SMILES | C1=CC(=C(C=C1CC(C(=O)O)N)I)O |
| InChI | 1S/C9H10INO3/c10-7-4-6(1-2-8(7)12)3-5(11)9(13)14/h1-2,4-5,12H,3,11H2,(H,13,14) |
| InChIKey | QXWYKJLNLSIPIN-UHFFFAOYSA-N |
| StdInChI | |
| StdInChIKey | |
| Properties | |
| Chemical formula | C9H10N1O3 |
| Appearance | |
| Density | |
| Melting Point | 230 °C (446 °F) |
| Boiling Point | |
| Solubility | |
| Hazards | |
| Main Hazards | |
| Flash Point | |
| Autoignition Temperature | |
3-Iodotyrosine is an iodinated derivative of the amino acid tyrosine. It is an important intermediate in the synthesis of thyroid hormones such as triiodothyronine (T3) and thyroxine (T4).
Synthesis and Function[edit | edit source]
3-Iodotyrosine is synthesized in the thyroid gland through the iodination of tyrosine residues in the protein thyroglobulin. This process is catalyzed by the enzyme thyroid peroxidase. The iodination of tyrosine can result in the formation of either 3-iodotyrosine or 3,5-diiodotyrosine, both of which are precursors to the thyroid hormones.
Role in Thyroid Hormone Production[edit | edit source]
In the thyroid gland, 3-iodotyrosine combines with 3,5-diiodotyrosine to form triiodothyronine (T3), or with another molecule of 3-iodotyrosine to form thyroxine (T4). These hormones are critical for regulating metabolism, growth, and development.
Clinical Significance[edit | edit source]
Abnormalities in the production or metabolism of 3-iodotyrosine can lead to various thyroid disorders, including hypothyroidism and hyperthyroidism. Understanding the role of 3-iodotyrosine in thyroid hormone synthesis is essential for diagnosing and treating these conditions.
See Also[edit | edit source]
References[edit | edit source]
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