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Merck

I8250

Sigma-Aldrich

3-Jod-L-Tyrosin

Synonym(e):

3-Monoiod-L-tyrosin

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About This Item

Lineare Formel:
IC6H3-4-(OH)CH2CH(NH2)CO2H
CAS-Nummer:
Molekulargewicht:
307.09
Beilstein:
2941266
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352200
eCl@ss:
32160406
PubChem Substanz-ID:
NACRES:
NA.32

Verunreinigungen

~5% tyrosine

mp (Schmelzpunkt)

210 °C (dec.) (lit.)

Löslichkeit

dilute aqueous acid: soluble

Lagertemp.

−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

InChIKey

UQTZMGFTRHFAAM-ZETCQYMHSA-N

Angaben zum Gen

human ... TH(7054)

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Allgemeine Beschreibung

Iodotyrosine coupled with di-iodotyrosine results in the synthesis of 3,5,3′-tri-iodothyronine (T3) or 3,3′,5′-tri-iodothyronine (rT3).

Anwendung

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

Biochem./physiol. Wirkung

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.
Tyrosin-Hydroxylase-Inhibitor

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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L G Harsing et al.
Neuroscience, 77(2), 419-429 (1997-03-01)
Striatal slices from the rat were preincubated with [3H]GABA and superfused in the presence of nipecotic acid and aminooxyacetic acid, inhibitors of high-affinity GABA transport and GABA aminotransferase, respectively. GABA efflux was estimated by monitoring tritium efflux, 98% of which
D K Ness et al.
Fundamental and applied toxicology : official journal of the Society of Toxicology, 30(2), 153-161 (1996-04-01)
Planarians (Dugesia dorotocephala) were evaluated as bioassay organisms to detect inhibition of tyrosine hydroxylase, the rate-limiting enzyme in the synthesis of catecholamines. Thirty planaria per dose were exposed to 0 (control), 0.001, 0.01, 0.1, or 1 mM 3-iodo-L-tyrosine (monoiodotyrosine or
Differential regulation of tyrosine hydroxylase in cuticular melanization and innate immunity in the silkworm Bombyx mori
Lee KS, et al.
Journal of Asia-Pacific Entomology, 18(4), 765-770 (2015)
P F Fitzpatrick
Biochemistry, 30(15), 3658-3662 (1991-04-16)
The steady-state kinetic mechanism for rat tyrosine hydroxylase has been determined by using recombinant enzyme expressed in insect tissue culture cells. Variation of any two of the three substrates, tyrosine, 6-methyltetrahydropterin, and oxygen, together at nonsaturating concentrations of the third
Dopamine and serotonin are both required for mate-copying in Drosophila melanogaster
Monier M, et al.
Frontiers in Behavioral Neuroscience, 12(3), 334-334 (2018)

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