Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C9H9I2NO3.2H2O |
| Molecular Weight | 469.0122 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O.O.N[C@@H](CC1=CC(I)=C(O)C(I)=C1)C(O)=O
InChI
InChIKey=YWAGQOOMOOUEGY-KLXURFKVSA-N
InChI=1S/C9H9I2NO3.2H2O/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);2*1H2/t7-;;/m0../s1
Diiodotyrosine (DIT) is a regulatory ligand for thyroid peroxidase, enzyme, which is involved in the production of thyroxine (T4) and triiodothyronine (T3), the thyroid hormones. Diiodotyrosine was proposed to be a new marker of leukocyte phagocytic activity in sepsis and severe infections.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Elevated serum diiodotyrosine (DIT) in severe infections and sepsis: DIT, a possible new marker of leukocyte activity. | 1991-04 |
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| Diiodotyrosine (DIT): a new marker of leukocyte phagocytic activity in sepsis and severe infections. | 1989 |
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| Free diiodotyrosine effects on protein iodination and thyroid hormone synthesis catalyzed by thyroid peroxidase. | 1975-02-21 |
|
| Enzymatic deiodination of diiodotyrosine; possible mediation by reduced flavin nucleotide. | 1969-04 |
|
| Inhibition of deiodination of diiodotyrosine in vivo; relation to catecholamine biosynthesis. | 1969-03-15 |
Patents
Sample Use Guides
Inhibition of thyroglobulin iodination catalyzed by thyroid peroxidase was observed when free diiodotyrosine concentration was higher than 5 muM. This inhibition was competitive, suggesting that free diiodotyrosine interacts with the substrate site(s) of thyroid peroxidase. Free diiodotyrosine also competively inhibited iodide peroxidation to I2. 2. Free diiodotyrosine, when incubated with thyroid peroxidase in the absence of iodide was recovered unmodified; in the presence of iodide an exchange reaction was observed between the iodine atoms present in the diiodotyrosine molecule and iodide present in the medium. Using 14C-labelled diiodotyrosine, 14C-labelled non-iodinated products were also observed, showing that deiodination occurred as a minor degradation pathway.
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KRK9BLM8E8
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2724330
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DTXSID501017673
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18835-59-1
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SUBSTANCE RECORD
