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
  • 66-02-4 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 8946 ☒N
ECHA InfoCard 100.005.539 Edit this at Wikidata
IUPHAR/BPS
  • 6651
MeSH Diiodotyrosine
PubChem CID
  • 6181
  • 7058163
UNII
  • ST90Q60YF3 checkY
CompTox Dashboard (EPA)
  • DTXSID0048680 Edit this at Wikidata
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
  • 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
Chemical compound

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.

External links

  • v
  • t
  • e
Tyrosine / iodotyrosine
Thyronine / iodothyronine
Thyronamine / iodothyronamine
Iodothyroacetate / iodothyroacetic acid


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