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3-Iodo-L-tyrosine

SIGMA/I8250

Synonym: 3-Monoiodo-L-tyrosine

CAS Number: 70-78-0
Empirical Formula (Hill Notation): C9H10INO3
Molecular Weight: 307.09
EC Number: 200-744-8
MDL Number: MFCD00002608
Linear Formula: IC6H3-4-(OH)CH2CH(NH2)CO2H
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-I8250-1G 1 g
$75.40
1/EA
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45-I8250-5G 5 g
$274.00
1/EA
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45-I8250-25G 25 g
$1040.00
1/EA
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impurities ~5% tyrosine
InChI 1S/C9H10INO3/c10-6-3-5(1-2-8(6)12)4-7(11)9(13)14/h1-3,7,12H,4,11H2,(H,13,14)/t7-/m0/s1
InChI key UQTZMGFTRHFAAM-ZETCQYMHSA-N
mp 210 °C (dec.) (lit.)
Quality Level 200 
SMILES string N[C@@H](Cc1ccc(O)c(I)c1)C(O)=O
solubility dilute aqueous acid: soluble
storage temp. −20°C
Application: 3-Iodo-L-tyrosine has been used as an inhibitor for tyrosine hydroxylase enzyme in Drosophila and silkworm pupae.
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.
Biochem/physiol Actions: TH (tyrosine 3-hydroxylase) is responsible for catalyzing the first step of the noradrenergic biosynthesis pathway. Mutations in TH are associated with tyrosine hydroxylase deficiency, leading to conditions such as infantile parkinsonism and DOPA (dopamine)-responsive dystonia as well as encephalopathy with perinatal onset.
Biochem/physiol Actions: Tyrosine hydroxylase inhibitor.
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).
Packaging: 1, 5, 25 g in poly bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
mp 210 °C (dec.) (lit.)
Storage Temp. −20°C
UNSPSC 12352200

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