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I8250

Sigma-Aldrich

3-Iodo-L-tyrosine

Sinonimo/i:

3-Monoiodo-L-tyrosine

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1 G
CHF 71.40
5 G
CHF 238.00
25 G
CHF 902.00

CHF 71.40


Spedizione prevista il29 maggio 2025


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Cambia visualizzazione
1 G
CHF 71.40
5 G
CHF 238.00
25 G
CHF 902.00

About This Item

Formula condensata:
IC6H3-4-(OH)CH2CH(NH2)CO2H
Numero CAS:
Peso molecolare:
307.09
Beilstein:
2941266
Numero CE:
Numero MDL:
Codice UNSPSC:
12352200
eCl@ss:
32160406
ID PubChem:
NACRES:
NA.32

CHF 71.40


Spedizione prevista il29 maggio 2025


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Impurezze

~5% tyrosine

Punto di fusione

210 °C (dec.) (lit.)

Solubilità

dilute aqueous acid: soluble

Temperatura di conservazione

−20°C

Stringa SMILE

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
UQTZMGFTRHFAAM-ZETCQYMHSA-N

Informazioni sul gene

human ... TH(7054)

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Categorie correlate

Descrizione generale

Iodotyrosine coupled with di-iodotyrosine results in the synthesis of 3,5,3′-tri-iodothyronine (T3) or 3,3′,5′-tri-iodothyronine (rT3).[1]

Applicazioni

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

Azioni biochim/fisiol

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]
Tyrosine hydroxylase inhibitor.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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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
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
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
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
Mutations in the iodotyrosine deiodinase gene and hypothyroidism
Moreno J, et al.
The New England Journal of Medicine, 358(17), 1811-1818 (2008)

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