Synonym: 3,3′,5,5″-Tetraiodo-L-thyronine; 3-[4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]-L-alanine; T4
CAS Number: 51-48-9
Empirical Formula (Hill Notation): C15H11I4NO4
Molecular Weight: 776.87
EC Number: 200-101-1
MDL Number: MFCD00002595
Linear Formula: HOC6H2(I)2OC6H2(I)2CH2CH(NH2)CO2H
Product Type: Chemical
| assay |
≥98% (HPLC) |
| biological source |
synthetic |
| form |
powder |
| InChI |
1S/C15H11I4NO4/c16-8-4-7(5-9(17)13(8)21)24-14-10(18)1-6(2-11(14)19)3-12(20)15(22)23/h1-2,4-5,12,21H,3,20H2,(H,22,23)/t12-/m0/s1 |
| InChI key |
XUIIKFGFIJCVMT-LBPRGKRZSA-N |
| mp |
223 °C (dec.) (lit.) |
| potency |
5-50 ng/mL |
| product line |
BioReagent |
| Quality Level |
200  |
| shipped in |
ambient |
| SMILES string |
N[C@@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(O)=O |
| solubility |
4 M NH4OH in methanol: 50 mg/mL, clear to hazy, yellow |
| storage temp. |
room temp |
| technique(s) |
cell culture | mammalian: suitable |
| Application: |
L-Thyroxine has been used to investigate its role in colorectal cancer cell lines HCT 116 (APC wild type) and HT-29 (APC mutant). It has also been used to evaluate its effects on pro-inflammatory tumor necrosis factor-α (TNF-α), interleukin-6 (IL-6), angiogenic vascular endothelial growth factor (VEGF), leukocyte adhesion, intercellular adhesion molecule 1 (ICAM-1) and E-selectin in human umbilical vein endothelial cells (HUVECs). |
| Biochem/physiol Actions: |
L-Thyroxine (T4) and triiodo-L-thyronine (T3) are iodine-containing hormones produced from thyroglobulin in the thyroid follicular cells. The stimulation of metabolic rate and regulation of growth and development by these hormones appear to be due to their effects on DNA transcription and, thus, protein synthesis. |
| General description: |
Thyroxine (T4) is a tetraiodo derivative of the p-hydroxyphenyl ether of tyrosine, which functions as growth factors or cell growth inhibitors. T4 is used to treat hypothyroidism and thyroid carcinoma. It regulates energy metabolism. |
| Preparation Note: |
For long term storage, keep stock solutions at -20° in working aliquots and avoid repeated freeze/thaw cycles. Solutions stored at 2-8 °C are stable for up to 30 days. |
| Preparation Note: |
To prepare 20 μg/ml stock solution, dissolve in 50 ml sterile culture medium per mg thyroxine. |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥98% (HPLC) |
| mp |
223 °C (dec.) (lit.) |
| Storage Temp. |
room temp |
| UNSPSC |
12352209 |
