58120

Sigma-Aldrich

3-Iodo-L-tyrosine

≥99.0% (HPLC)

Synonym(s):
3-Monoiodo-L-tyrosine
Linear Formula:
IC6H3-4-(OH)CH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
307.09
Beilstein/REAXYS Number:
2941266
EC Number:
MDL number:
PubChem Substance ID:

assay

≥99.0% (HPLC)

optical activity

[α]20/D −3.1±0.3°, c = 2% in 0.1 M HCl

mp

204-208 °C (dec.)
210 °C (dec.) (lit.)

storage temp.

2-8°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

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Biochem/physiol Actions

Tyrosine hydroxylase inhibitor.

Other Notes

Inhibitor (Ki ~ 500 nM) of tyrosine hydroxylase

Certificate of Analysis

Certificate of Origin

R. Shiman et al.
Methods in Enzymology, 17A, 609-609 (1970)
M.K. Jain
Handbook of Enzyme Inhibitors, 362-362 (1982)
E E Müller et al.
Drugs, 25(4), 399-432 (1983-04-01)
Drugs whose systemic and/or central administration induce suppression or stimulation of prolactin secretion are reviewed. The most commonly used prolactin-lowering drugs include: (a) direct-acting dopamine receptor agonists (e.g. dopamine, apomorphine and the ergot derivatives); (b) indirect-acting dopamine agonists (e.g. amphetamine...
F Ismail-Beigi et al.
The Journal of clinical endocrinology and metabolism, 44(3), 499-506 (1977-03-01)
Three siblings (products of consanguineous marriage) affected with iodotyrosine-dehalogenase deficiency (presumed homozygotes) were found to have low thyroxine and large multinodular goiters, but none was mentally retarded. Iodide therapy corrected the serum T4 and thyroidal iodide uptake and discharge curve....
S A Tan et al.
Clinical physiology and biochemistry, 8(3), 109-115 (1990-01-01)
Normal serum monoiodotyrosine (MIT) levels (n = 152) were 0.69 +/- 0.20 nmol/l. There was wide variation of MIT levels in a 24-hour period without diurnal pattern, and there was no change throughout the menstrual cycle. MIT levels declined upon...

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