3,5-Diiodo-L-tyrosine

• CAS: 300-39-0
• Catalog Number: ACM300390
• Category: Main Products
• Molecular Weight: 432.99
• Molecular Formula: C9H9I2NO3
• Synonyms: H-Tyr(3,5-DI-I)-OH; H-L-TYR(3,5-I2)-OH; diiodotyrosine; L-Diiodotyrosine; 3,5-Diiodo-L-tyrosine dihydrate; IODOGORGOIC ACID; 3,5-Diiodo-L-tyrosine; L-4-hydroxy-3,5-diiodo-phenylalanine; 3,5-Diiodotyrocine; AGONTAN; (S)-2-amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid; DITYRIN; L-3,5-Diiodotyrosine; 3,5-diiodo-L-tyrosine; 3,5-Diiodo-L-tyrosine Dihydrate; 3,5-diiodotyrozine; 3,5-Iodo-L-tyrosine; H-Tyr(3,5-Di-I)-OH; (S)-2-Amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid; H-TYR(3,5-I2)-OH
• IUPAC Name: 3,5-diiodo-L-tyrosine
• Boiling Point: 410.5ºC at 760 mmHg
• Melting Point: 200ºC
• Flash Point: 202.1ºC
• Density: 2.405g/cm³
• Appearance: crystalline
• Exact Mass: 468.88800
• Hazard Statements: Xi:Irritant
• Safety Description: S26-S37/39
• WGK Germany: 3

Case Study

3,5-Diiodo-L-tyrosine as a Bifunctional Coating Ligand for Ultrasmall Gd2O3 Nanoparticles as MRI Contrast Agents

Ahmad, Md Wasi, et al. Bionanoscience 9.1 (2019): 179-185.

Gadolinium-based contrast agents are widely used in magnetic resonance imaging (MRI), but conventional molecular chelates suffer from relatively low relaxivity and potential toxicity concerns. In this study, 3,5-diiodo-L-tyrosine (DLT) was employed as a bifunctional coating ligand for ultrasmall Gd2O3 nanoparticles to develop a potential MRI contrast agent with improved relaxivity and biocompatibility.
DLT-coated Gd2O3 nanoparticles (DLT-NPs) were synthesized via a one-pot polyol method in triethylene glycol, followed by surface modification with DLT. DLT serves as an effective bifunctional coating ligand for ultrasmall Gd2O3 nanoparticles, providing colloidal stability, high r1 relaxivity, and biocompatibility for potential MRI contrast agent applications.
Key Results:
· HR-TEM revealed ultrasmall, spherical DLT-NPs with an average diameter of 2 nm, suitable for potential renal clearance (<3 nm hydrodynamic diameter). FT-IR confirmed successful surface coating.
· DLT-NPs exhibited superior longitudinal relaxivity: r1= 9.24 /s/mM at 1.5 T, significantly higher than commercial Gd-DTPA (r1 ≈ 3.5-4.0 /s/mM). Concentration-dependent brightening in T1-weighted MR images confirmed positive contrast enhancement.
· The nanoparticles remained paramagnetic down to 5 K, with saturation magnetization of 177.78 emu/g at 5 K and 6.63 emu/g at 300 K.
· Cytotoxicity assays showed >60% cell viability for both DU145 and NCTC1469 cell lines at Gd concentrations up to 50 μM, with negligible toxicity below 10 μM, indicating good biocompatibility.

Custom Q&A

What is the molecular formula of 3,5-Diiodo-L-tyrosine?

The molecular formula of 3,5-Diiodo-L-tyrosine is C9H9I2NO3.

What are the synonyms for 3,5-Diiodo-L-tyrosine?

The synonyms for 3,5-Diiodo-L-tyrosine are Diiodotyrosine, L-3,5-Diiodotyrosine, and L-Diiodotyrosine.

What is the molecular weight of 3,5-Diiodo-L-tyrosine?

The molecular weight of 3,5-Diiodo-L-tyrosine is 432.98 g/mol.

What is the role of 3,5-Diiodo-L-tyrosine in thyroid hormone synthesis?

3,5-Diiodo-L-tyrosine is an intermediate in the thyroid hormone synthesis.

Is 3,5-Diiodo-L-tyrosine a human metabolite?

Yes, 3,5-Diiodo-L-tyrosine is a human metabolite.

Is 3,5-Diiodo-L-tyrosine found in or produced by Escherichia coli?

Yes, 3,5-Diiodo-L-tyrosine is found in or produced by Escherichia coli (strain K12, MG1655).

What are the IUPAC names of 3,5-Diiodo-L-tyrosine?

The IUPAC name of 3,5-Diiodo-L-tyrosine is (2S)-2-amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid.

What is the InChI of 3,5-Diiodo-L-tyrosine?

The InChI of 3,5-Diiodo-L-tyrosine is 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.

What is the CAS number of 3,5-Diiodo-L-tyrosine?

The CAS number of 3,5-Diiodo-L-tyrosine is 300-39-0.

What are some other identifiers for 3,5-Diiodo-L-tyrosine?

Other identifiers for 3,5-Diiodo-L-tyrosine include UNII: 6L57Q44ZWW, DSSTox Substance ID: DTXSID0048680, and ChEMBL ID: CHEMBL1236469.