Diiodotyrosine

Diiodotyrosine
Skeletal formula of diiodotyrosine
Ball-and-stick model of the diiodotyrosine molecule as a zwitterion
Names
Preferred IUPAC name
(2S)-2-Amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.539
IUPHAR/BPS
MeSH Diiodotyrosine
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C9H9I2NO3/c10-5-1-4(2-6(11)8(5)13)3-7(12)9(14)15/h1-2,7,13H,3,12H2,(H,14,15)/t7-/m0/s1 ☒N
    Key: NYPYHUZRZVSYKL-ZETCQYMHSA-N ☒N
  • InChI=1/C9H9I2NO3/c10-5-1-4(2-6(11)8(5)13)3-7(12)9(14)15/h1-2,7,13H,3,12H2,(H,14,15)/t7-/m0/s1
    Key: NYPYHUZRZVSYKL-ZETCQYMHBZ
SMILES
  • Ic1cc(cc(I)c1O)C[C@@H](C(=O)O)N
Properties
Chemical formula
 C9H9I2NO3
Molar mass 432.982 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Diiodotyrosine (DIT) is a precursor in the production of thyroid hormone, and results from iodization of monoiodotyrosine at the other meta- position on the phenol ring.

Function

DIT is a modulator of the enzyme thyroid peroxidase (which is involved in the production of thyroid hormones).[1]

Triiodothyronine is formed, when diiodotyrosine is combined with monoiodotyrosine (in the colloid of the thyroid follicle) in a coupling reaction.[2]

Two molecules of DIT combine to make the thyroid hormone thyroxine ('T4' and 'T3').

See also

  • Diiodotyrosine transaminase

References

  1. ^ Dème D, Fimiani E, Pommier J, Nunez J (February 1975). "Free diiodotyrosine effects on protein iodination and thyroid hormone synthesis catalyzed by thyroid peroxidase". Eur. J. Biochem. 51 (2): 329–36. doi:10.1111/j.1432-1033.1975.tb03932.x. PMID 1149735.
  2. ^ Shahid, Muhammad A.; Ashraf, Muhammad A.; Sharma, Sandeep (2025), "Physiology, Thyroid Hormone", StatPearls, Treasure Island (FL): StatPearls Publishing, PMID 29763182, retrieved 2026-01-13


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