I8250

3-Jod-L-Tyrosin

Tyrosine hydroxylase inhibitor

• Synonym(e): 3-Monoiod-L-tyrosin
• Lineare Formel: IC₆H₃-4-(OH)CH₂CH(NH₂)CO₂H
• CAS-Nummer: 70-78-0
• Molekulargewicht: 307.09
• NACRES: NA.32
• PubChem Substance ID: 24278154
• eCl@ss: 32160406
• UNSPSC Code: 12352200
• EC Number: 200-744-8
• MDL number: MFCD00002608
• Beilstein/REAXYS Number: 2941266

Eigenschaften

• Produktname: 3-Jod-L-Tyrosin,
• InChI key: UQTZMGFTRHFAAM-ZETCQYMHSA-N
• 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
• SMILES string: N[C@@H](Cc1ccc(O)c(I)c1)C(O)=O
• impurities: ~5% tyrosine
• mp: 210 °C (dec.) (lit.)
• solubility: dilute aqueous acid: soluble
• storage temp.: −20°C
• Quality Level: 200
• Gene Information: human ... TH(7054)

Beschreibung

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).[1]

Application

3-Iodo-L-tyrosine has been used as an inhibitor for tyrosine hydroxylase enzyme in Drosophila[2][3] and silkworm pupae.[4]

Biochem/physiol Actions

Tyrosin-Hydroxylase-Inhibitor

3-iodotyrosine (3-IY) inhibits tyrosine hydroxylase that catalyzes levodopa (L-DOPA) formation from tyrosine.[3] Iodotyrosine deiodinase enzyme deficiency leads to elevated levels of 3-IY in serum and urine in severe hypothyroidism and goiter.[5]

TH (tyrosine 3-hydroxylase) is responsible for catalyzing the first step of the noradrenergic biosynthesis pathway.[6][7] 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.[8]

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)