Monoiodotyrosine

Monoiodotyrosine
Names


IUPAC name N-Iodo-L-tyrosine
Identifiers
CAS Number	29592-76-5^Y
ChemSpider	388804^N
Jmol interactive 3D	Image
MeSH	Monoiodotyrosine
PubChem	439744
InChI 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^N Key: UQTZMGFTRHFAAM-ZETCQYMHSA-N^N InChI=1/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 Key: UQTZMGFTRHFAAM-ZETCQYMHBY
SMILES c1cc(c(cc1C[C@@H](C(=O)O)N)I)O
Properties
Chemical formula	C₉H₁₀INO₃
Molar mass	307.085 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 ^YN ?)
Infobox references

Monoiodotyrosine is a precursor of thyroid hormone and results from iodization of tyrosine at the meta- position of the phenol ring.

Two units can combine to form 3,3'-diiodothyronine. One unit can combine with diiodotyrosine to form triiodothyronine, as occurs in the colloid of the thyroid follicle.

It is abbreviated "MIT".^[1]

References

↑ Tietze F, Kohn LD, Kohn AD, et al. (March 1989). "Carrier-mediated transport of monoiodotyrosine out of thyroid cell lysosomes". J. Biol. Chem. 264 (9): 4762–5. PMID 2925666.

Thyroid hormone metabolic intermediates

Tyrosine / iodotyrosine	Monoiodotyrosine Diiodotyrosine

Thyronine / iodothyronine	3'-Monoiodothyronine 3,3'-Diiodothyronine 3,5-Diiodothyronine 3,3',5-Triiodothyronine (T₃) 3,3',5'-Triiodothyronine (Reverse T₃) 3,5,3',5'-Tetraiodothyronine (Thyroxine, T₄)

Thyronamine / iodothyronamine	3-Iodothyronamine 3,3',5-Triiodothyronamine

Iodothyroacetate / iodothyroacetic acid	Triiodothyroacetate (TRIAC)

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