T1775

L-Thyroxine

powder, BioReagent, suitable for cell culture

• Synonym(s): 3,3′,5,5″-Tetraiodo-L-thyronine, 3-[4-(4-Hydroxy-3,5-diiodophenoxy)-3,5-diiodophenyl]-L-alanine, T₄
• Linear Formula: HOC₆H₂(I)₂OC₆H₂(I)₂CH₂CH(NH₂)CO₂H
• CAS Number: 51-48-9
• Molecular Weight: 776.87
• Beilstein: 2228515
• EC Number: 200-101-1
• MDL number: MFCD00002595
• eCl@ss: 32190102
• PubChem Substance ID: 24899990
• NACRES: NA.77

Properties

• biological source: synthetic
• Quality Level: 200
• product line: BioReagent
• Assay: ≥98% (HPLC)
• form: powder
• potency: 5-50 ng/mL
• technique(s): cell culture | mammalian: suitable
• mp: 223 °C (dec.) (lit.)
• solubility: 4 M NH₄OH in methanol: 50 mg/mL, clear to hazy, yellow
• shipped in: ambient
• storage temp.: room temp
• SMILES string: N[C@@H](Cc1cc(I)c(Oc2cc(I)c(O)c(I)c2)c(I)c1)C(O)=O
• 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
• Gene Information: human ... THRA(7067) , THRB(7068) , TTR(7276) ; mouse ... Cnr2(12802) ; rat ... Cnr1(25248)

Description

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.

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.

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.

Reconstitution

To prepare 20 μg/ml stock solution, dissolve in 50 ml sterile culture medium per mg thyroxine.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves