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ChemicalBook >  Product Catalog >  Biochemical Engineering >  Amino Acids and Derivatives >  Other amino acid derivatives >  O-(4-hydroxy-3-iodophenyl)-3-iodo-L-tyrosine

O-(4-hydroxy-3-iodophenyl)-3-iodo-L-tyrosine

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O-(4-hydroxy-3-iodophenyl)-3-iodo-L-tyrosine Basic information

Product Name:
O-(4-hydroxy-3-iodophenyl)-3-iodo-L-tyrosine
Synonyms:
  • O-(4-hydroxy-3-iodophenyl)-3-iodo-L-tyrosine
  • 3,5-Diiodo-L-tyrosinedihydrae
  • (S)-α-Amino-4-[(4-hydroxy-3-iodophenyl)oxy]-3-iodobenzenepropanoic acid
  • 3-Iodo-O-(4-hydroxy-3-iodophenyl)-L-tyrosine
  • O-(3-Iodo-4-hydroxyphenyl)-3-iodo-L-tyrosine
  • 3,3'-Diiodo-L-thyronine
  • (2S)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3-iodophenyl]propanoic acid
  • (2S)-2-amino-3-[4-(4-hydroxy-3-iodo-phenoxy)-3-iodo-phenyl]propionic acid
CAS:
4604-41-5
MF:
C15H13I2NO4
MW:
525.08
EINECS:
225-005-7
Product Categories:
  • Amino Acids & Derivatives
  • Labeling and Diagnostics Reagents
Mol File:
4604-41-5.mol
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O-(4-hydroxy-3-iodophenyl)-3-iodo-L-tyrosine Chemical Properties

Melting point:
178-180°C
Boiling point:
520.7±50.0 °C(Predicted)
Density 
2.095±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility 
Aqueous Base (Slightly)
form 
Solid
pka
2.17±0.20(Predicted)
color 
Off-White to Beige
Stability:
Light Sensitive
InChI
InChI=1S/C15H13I2NO4/c16-10-7-9(2-3-13(10)19)22-14-4-1-8(5-11(14)17)6-12(18)15(20)21/h1-5,7,12,19H,6,18H2,(H,20,21)/t12-/m0/s1
InChIKey
CPCJBZABTUOGNM-LBPRGKRZSA-N
SMILES
C(O)(=O)[C@H](CC1=CC=C(OC2=CC=C(O)C(I)=C2)C(I)=C1)N
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Safety Information

WGK Germany 
3
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O-(4-hydroxy-3-iodophenyl)-3-iodo-L-tyrosine Usage And Synthesis

Description

3,3''-Diiodo-L-thyronine is a metabolite of thyroid hormone that is also known as T2 or 3,3’-T2. It is derived enzymatically from triiodothyronine isoforms T3 and reverse T3. T2 and its analog 3,5-T2 stimulate the activity of cytochrome c oxidase by blocking inhibition by ATP.

Chemical Properties

Off-White Powder

Uses

Of interest for the early detection and treatment of congenital or drug-induced hypothyroidism in the developing human fetus.

Definition

ChEBI: 3,3'-diiodo-L-thyronine is a 3,3'-diiodothyronine. It has a role as a human metabolite.

IC 50

Human Endogenous Metabolite; COX

References

[1] G PINNA. 3,3’-Diiodothyronine concentrations in the sera of patients with nonthyroidal illnesses and brain tumors and of healthy subjects during acute stress.[J]. Journal of Clinical Endocrinology & Metabolism, 1998, 83 9: 3071-3077. DOI: 10.1210/jcem.83.9.5080
[2] F. GOGLIA . Interaction of diiodothyronines with isolated cytochromec oxidase[J]. FEBS Letters, 1994, 346 2: Pages 295-298. DOI: 10.1016/0014-5793(94)00476-5
[3] S ARNOLD  B K  F Goglia. 3,5-Diiodothyronine binds to subunit Va of cytochrome-c oxidase and abolishes the allosteric inhibition of respiration by ATP.[J]. European journal of biochemistry, 1998, 252 2: 325-330. DOI: 10.1046/j.1432-1327.1998.2520325.x

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