3-IODO-L-TYROSINE
Synonym(s):3-Monoiodo-L -tyrosine
- CAS NO.:70-78-0
- Empirical Formula: C9H10INO3
- Molecular Weight: 307.09
- MDL number: MFCD00002608
- EINECS: 200-744-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-10-29 18:21:28
What is 3-IODO-L-TYROSINE?
Chemical properties
White Solid
The Uses of 3-IODO-L-TYROSINE
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.
The Uses of 3-IODO-L-TYROSINE
A novel flavoprotein responsible for iodide salvage in thyroid glands. A tyrosine hydroxylase inhibitor.
The Uses of 3-IODO-L-TYROSINE
3-Iodo-L-tyrosine has been used as an inhibitor for tyrosine hydroxylase enzyme in Drosophila and silkworm pupae.
What are the applications of Application
3-Iodo-L-tyrosine is a Tyrosine hydroxylase inhibitor.
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.]
Properties of 3-IODO-L-TYROSINE
Melting point: | 210 °C (dec.)(lit.) |
Density | 1.7280 (estimate) |
storage temp. | -20°C |
solubility | dilute aqueous acid: soluble |
Boiling point: | 391.0±42.0 °C(Predicted) |
pka | 2.21±0.20(Predicted) |
form | Solid |
color | White to off-white |
Sensitive | Light Sensitive |
Merck | 14,5047 |
BRN | 2941266 |
Stability: | Hygroscopic |
CAS DataBase Reference | 70-78-0(CAS DataBase Reference) |
EPA Substance Registry System | L-Tyrosine, 3-iodo- (70-78-0) |
Safety information for 3-IODO-L-TYROSINE
Signal word | Danger |
Pictogram(s) |
Corrosion Corrosives GHS05 |
GHS Hazard Statements |
H314:Skin corrosion/irritation |
Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. P310:Immediately call a POISON CENTER or doctor/physician. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 3-IODO-L-TYROSINE
InChIKey | UQTZMGFTRHFAAM-ZETCQYMHSA-N |
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