Diiodotyrosine

Not to be confused with diiodothyronine.
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
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.539 Edit this at Wikidata
MeSH Diiodotyrosine
UNII
  • 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
  • Ic1cc(cc(I)c1O)C[C@@H](C(=O)O)N
Properties
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).
☒N verify (what is checkY☒N ?)

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).

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

See also

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.


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