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I8250

3-Iodo-L-tyrosine

Tyrosine hydroxylase inhibitor

Synonyme(s) :

3-Monoiodo-L-tyrosine

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A propos de cet article

Formule linéaire :
IC6H3-4-(OH)CH2CH(NH2)CO2H
Numéro CAS:
Poids moléculaire :
307.09
NACRES:
NA.32
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352200
EC Number:
200-744-8
MDL number:
Beilstein/REAXYS Number:
2941266
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Nom du produit

3-Iodo-L-tyrosine,

Quality Level

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)

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.

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.[1][2] 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.[3]
Tyrosine hydroxylase inhibitor.

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Cet article
T5516T6397489859
Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

impurities

~5% tyrosine

impurities

-

impurities

-

impurities

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

Gene Information

human ... TH(7054)

Gene Information

human ... THRA(7067), THRB(7068)
rat ... Thra(81812), Thrb(24831)

Gene Information

human ... THRA(7067), THRB(7068)
rat ... Thra(81812), Thrb(24831)

Gene Information

-

solubility

dilute aqueous acid: soluble

solubility

-

solubility

ethanol/1 M HCl (4:1): 10 mg/mL, clear, colorless to yellow

solubility

-

mp

210 °C (dec.) (lit.)

mp

-

mp

-

mp

>300 °C (dec.) (lit.)


Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Consulter la Bibliothèque de documents



Jacqueline Studer et al.
Journal of forensic sciences, 59(6), 1650-1653 (2014-07-01)
Catecholamines, especially noradrenalin, are essential in the control of respiration and arousal. Thus, an impaired production of these neurotransmitters may contribute to the occurrence of sudden infant death syndrome (SIDS). The first step of the noradrenergic synthesis pathway is catalyzed
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



Numéro d'article de commerce international

RéférenceGTIN
I8250-1G04061833858493
I8250-25G04061833858509
I8250-5G04061833621110

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