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70-78-0

70-78-0 Structure

70-78-0 Structure
IdentificationMore
[Name]

3-IODO-L-TYROSINE
[CAS]

70-78-0
[Synonyms]

3-IODO-L-TYROSINE
3-IODO-TYROSINE
3-MONOIODO-L-TYROSINE
H-3-IODO-TYR-OH
H-3-I-PHE(4-OH)-OH
H-3-I-TYR-OH
H-L-TYR(3-I)-OH
H-TYR(3-I)-OH
H-TYR(M-I)-OH
L-TYROSINE, 3-IODO-
M-IODO-L-TYROSINE
S(-)-3-IODO-4-HYDROXY-PHENYLAMINE
3-Monoiodo-L-tyrosine 3-Iodo-L-tyrosine
Iodotyrosine
(2S)-2-amino-3-(4-hydroxy-3-iodophenyl)propanoic acid
3-IODO-L-TYROSINE 97%
[EINECS(EC#)]

200-744-8
[Molecular Formula]

C9H10INO3
[MDL Number]

MFCD00002608
[Molecular Weight]

307.09
[MOL File]

70-78-0.mol
Chemical PropertiesBack Directory
[Appearance]

White Solid
[Melting point ]

210 °C (dec.)(lit.)
[density ]

1.7280 (estimate)
[storage temp. ]

2-8°C
[solubility ]

dilute aqueous acid: soluble
[Boiling point ]

391.0±42.0 °C(Predicted)
[form ]

Solid
[pka]

2.21±0.20(Predicted)
[color ]

White to off-white
[Sensitive ]

Light Sensitive
[Usage]

A tyrosine hydroxylase inhibitor
[Merck ]

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 DataBack Directory
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[F ]

8-10-23
[HS Code ]

29225090
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

A novel flavoprotein responsible for iodide salvage in thyroid glands. 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.]
Spectrum DetailBack Directory
[Spectrum Detail]

3-IODO-L-TYROSINE(70-78-0)MS
3-IODO-L-TYROSINE(70-78-0)1HNMR
3-IODO-L-TYROSINE(70-78-0)IR1
3-IODO-L-TYROSINE(70-78-0)IR2
3-IODO-L-TYROSINE(70-78-0)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

3-Iodo-L-tyrosine, 97%(70-78-0)
[Sigma Aldrich]

70-78-0(sigmaaldrich)
[TCI AMERICA]

3-Iodo-L-tyrosine,>99.0%(T)(70-78-0)
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