An inhibitor of tyrosine hydroxylase
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3-Iodotyrosine

Item No. 27798

Technical Information
Formal Name
3-iodo-L-tyrosine
CAS Number
70-78-0
Synonyms
  • 3-iodo-4-Hydroxyphenylalanine
  • Monoiodotyrosine
  • NSC 210787
Molecular Formula
C9H10INO3
Formula Weight
Purity
≥95%
A crystalline solid
PBS (pH 7.2): 0.15 mg/mL
λmax
283 nm
SMILES
IC1=C(O)C=CC(C[C@H](N)C(O)=O)=C1
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    3-Iodotyrosine is an inhibitor of tyrosine hydroxylase (Ki = 0.39 µM) and an intermediate in the synthesis of thyroid hormones.1,2 It has been incorporated into proteins as a non-natural amino acid for use as a label to detect protein-protein interactions.3 3-Iodotyrosine induces the formation of α-synuclein aggregates and tyrosine hydroxylase-positive inclusions in primary substantia nigra neurons when used at concentrations of 5 and 10 nM.4 It induces parkinsonism in mice, reducing locomotor activity and inducing bradykinesia in the open field test when administered at an intrastriatal dose of 10 µM.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Scott-Moncrieff, J.C. Hypothyroidism. Canine and feline endocrinology 78-135 (2015).

    2. Udenfriend, S., Zaltzman-Nirenberg, P., and Nagatsu, T. Inhibitors of purified beef adrenal tyrosine hydroxylase. Biochem. Pharmacol. 14(4), 837-845 (1965).

    3. Hino, N., Hayashi, A., Sakamoto, K., et alSite-specific incorporation of non-natural amino acids into proteins in mammalian cells with an expanded genetic code. Nat. Protoc. 1(6), 2957-2962 (2006).

    4. Fernández-Espejo, E., and Bis-Humbert, C. Excess amounts of 3-iodo-l-tyrosine induce Parkinson-like features in experimental approaches of Parkinsonism. Neurotoxicology 67, 178-189 (2018).