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| 3-IODO-L-TYROSINE Basic information |
| 3-IODO-L-TYROSINE Chemical Properties |
| Melting point | 210 °C (dec.)(lit.) | | density | 1.7280 (estimate) | | storage temp. | -20°C | | solubility | dilute aqueous acid: soluble | | form | Solid | | Boiling point | 391.0±42.0 °C(Predicted) | | pKa | 2.21±0.20(Predicted) | | color | White to off-white | | Sensitive | Light Sensitive | | Merck | 14,5047 | | BRN | 2941266 | | Stability: | Hygroscopic | | InChIKey | UQTZMGFTRHFAAM-ZETCQYMHSA-N | | CAS DataBase Reference | 70-78-0(CAS DataBase Reference) | | EPA Substance Registry System | L-Tyrosine, 3-iodo- (70-78-0) |
| Safety Statements | 24/25 | | WGK Germany | 3 | | F | 8-10-23 | | HS Code | 29225090 |
| 3-IODO-L-TYROSINE Usage And Synthesis |
| Chemical Properties | White Solid | | Uses | A novel flavoprotein responsible for iodide salvage in thyroid glands. A tyrosine hydroxylase inhibitor. | | Uses | 3-iodo-l-tyrosine is used in the inhibition of tyrosine hydroxylase. 3-iodo-L-tyrosine is used in the rapid induction of prolactin secretion. | | Uses | 3-Iodo-L-tyrosine has been used as an inhibitor for tyrosine hydroxylase enzyme in Drosophila and silkworm pupae. | | Definition | ChEBI: The monoiodotyrosine that is L-tyrosine carrying an iodo-substituent at position C-3 of the benzyl group. | | General Description | Iodotyrosine coupled with di-iodotyrosine results in the synthesis of 3,5,3′-tri-iodothyronine (T3) or 3,3′,5′-tri-iodothyronine (rT3). | | Biochem/physiol Actions | 3-iodotyrosine (3-IY) inhibits tyrosine hydroxylase that catalyzes levodopa (L-DOPA) formation from tyrosine. Iodotyrosine deiodinase enzyme deficiency leads to elevated levels of 3-IY in serum and urine in severe hypothyroidism and goiter. | | Purification Methods | Likely impurities are tyrosine, diiodotyrosine and iodide. Crystallise it by dissolving it in concentrated ammonia (~200mg in ~20mL), evaporate to ~5mL and NH4Cl is added to pH4.5—5.0. After a few hours at 0o, the amino acid crystallises in needles. It is filtered off, washed with a little ice-cold H2O and dried in a vacuum. Alternatively dissolve it in dilute ammonia at room temperature, then add dilute acetic acid to pH 6. Store it at 0o. Recrystallisation of ~250mg from H2O (~5mL) removes any diiodotyrosine. It is an inhibitor of tyrosine hydroxylase with a Ki of ~500nM. [Harrington & Rivers Biochem J 38 320 1944, Rivers Chem & Ind (London) 21 1956, Beilstein 14 III 1562, 14 IV 1562.] |
| 3-IODO-L-TYROSINE Preparation Products And Raw materials |
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