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3-Iodo-L-tyrosine (CAS 70-78-0)

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Alternate Names:
3-Iodo-4-hydroxyphenylalanine
Application:
3-Iodo-L-tyrosine is a Tyrosine hydroxylase inhibitor.
CAS Number:
70-78-0
Molecular Weight:
307.09
Molecular Formula:
C9H10INO3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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3-Iodo-L-tyrosine functions as a substrate in enzymatic reactions, particularly in the synthesis of thyroid hormones. It serves as a precursor for the production of thyroxine and triiodothyronine. 3-Iodo-L-tyrosine is a competitive inhibitor of thyroid peroxidase, an enzyme involved in the iodination of tyrosine residues in the synthesis of thyroid hormones. By inhibiting this enzyme, 3-Iodo-L-tyrosine disrupts the production of thyroid hormones, thereby influencing the regulation of metabolic processes. At the molecular level, 3-Iodo-L-tyrosine competes with tyrosine for binding sites on thyroid peroxidase, ultimately interfering with the incorporation of iodine into tyrosine residues and the subsequent formation of thyroid hormones. 3-Iodo-L-Tyrosine′s mechanism of action provides insights into the regulation of thyroid hormone synthesis and its potential impact on metabolic pathways, making it useful for investigating thyroid function and related disorders within experimental applications.


3-Iodo-L-tyrosine (CAS 70-78-0) References

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  2. Use of a boroxazolidone complex of 3-iodo-L-tyrosine for palladium-catalyzed cross-coupling.  |  Walker, WH. and Rokita, SE. 2003. J Org Chem. 68: 1563-6. PMID: 12585904
  3. Structural basis of nonnatural amino acid recognition by an engineered aminoacyl-tRNA synthetase for genetic code expansion.  |  Kobayashi, T., et al. 2005. Proc Natl Acad Sci U S A. 102: 1366-71. PMID: 15671170
  4. Genetic encoding of 3-iodo-L-tyrosine in Escherichia coli for single-wavelength anomalous dispersion phasing in protein crystallography.  |  Sakamoto, K., et al. 2009. Structure. 17: 335-44. PMID: 19278648
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  6. Excess amounts of 3-iodo-l-tyrosine induce Parkinson-like features in experimental approaches of Parkinsonism.  |  Fernández-Espejo, E. and Bis-Humbert, C. 2018. Neurotoxicology. 67: 178-189. PMID: 29885340
  7. An assay for screening xenobiotics for inhibition of rat thyroid gland peroxidase activity.  |  Price, RJ., et al. 2020. Xenobiotica. 50: 318-322. PMID: 31180273
  8. Associative learning in larval and adult Drosophila is impaired by the dopamine-synthesis inhibitor 3-Iodo-L-tyrosine.  |  Thoener, J., et al. 2021. Biol Open. 10: PMID: 34106227
  9. In vitro assays for characterization of distinct multiple catalytic activities of thyroid peroxidase using LC-MS/MS.  |  Tater, A., et al. 2021. Curr Res Toxicol. 2: 19-29. PMID: 34345847
  10. Reserpine and PCPA reduce heat tolerance in Drosophila melanogaster.  |  Bressan, GN., et al. 2023. Life Sci. 318: 121497. PMID: 36780938
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  12. Different acute effects of the tyrosine hydroxylase inhibitors alpha-methyl-p-tyrosine and 3-iodo-L-tyrosine on hypothalamic noradrenaline activity and adrenocorticotrophin release in the rat.  |  Smythe, GA. and Bradshaw, JE. 1983. Aust J Biol Sci. 36: 519-23. PMID: 6144300
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Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

3-Iodo-L-tyrosine, 1 g

sc-216471
1 g
$80.00

3-Iodo-L-tyrosine, 5 g

sc-216471A
5 g
$200.00

3-Iodo-L-tyrosine, 25 g

sc-216471B
25 g
$592.00