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I8250 Sigma-Aldrich

3-Iodo-L-tyrosine

Synonym: 3-Monoiodo-L-tyrosine

  • CAS Number 70-78-0

  • Linear Formula IC6H3-4-(OH)CH2CH(NH2)CO2H

  • Molecular Weight 307.09

  •  Beilstein/REAXYS Number 2941266

  •  EC Number 200-744-8

  •  MDL number MFCD00002608

  •  eCl@ss 32160406

  •  PubChem Substance ID 24278154

  •  NACRES NA.32

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Properties

Related Categories Cell Biology, Cell Signaling and Neuroscience, Enzyme Inhibitors, Neuroscience, Neurotransmission,
Quality Level   200
impurities   ~5% tyrosine
mp   210 °C (dec.) (lit.)
solubility   dilute aqueous acid: soluble
storage temp.   −20°C
SMILES string   N[C@@H](Cc1ccc(O)c(I)c1)C(O)=O
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
Gene Information   human ... TH(7054)

Description

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).

Application

3-Iodo-L-tyrosine has been used as an inhibitor for tyrosine hydroxylase enzyme in Drosophila and silkworm pupae.

Packaging

1, 5, 25 g in poly bottle

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.

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.

Tyrosine hydroxylase inhibitor.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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92210 Timestrip Plus 0 °C
06693 Timestrip Plus -20 °C

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