T2877

3,3′,5-Triiodo-L-thyronine

≥95% (HPLC), powder

• Synonym(s): O-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine, Liothyronine, T₃
• Empirical Formula (Hill Notation): C₁₅H₁₂I₃NO₄
• CAS Number: 6893-02-3
• Molecular Weight: 650.97
• Beilstein: 2710227
• EC Number: 229-999-3
• MDL number: MFCD00002593
• PubChem Substance ID: 24900088
• NACRES: NA.32

Properties

• biological source: synthetic (organic)
• Quality Level: 200
• sterility: non-sterile
• Assay: ≥95% (HPLC)
• form: powder
• optical activity: [α]25/D +23.0°, c = 2 in 1 N HCl: ethanol, 1:2
• technique(s): transfection: suitable
• mp: 234-238 °C (lit.)
• solubility: 4 M NH₄OH in methanol: 5 mg/mL, clear to very slightly hazy, colorless to light yellow
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: N[C@@H](Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1)C(O)=O
• InChI: 1S/C15H12I3NO4/c16-9-6-8(1-2-13(9)20)23-14-10(17)3-7(4-11(14)18)5-12(19)15(21)22/h1-4,6,12,20H,5,19H2,(H,21,22)/t12-/m0/s1
• InChI key: AUYYCJSJGJYCDS-LBPRGKRZSA-N
• Gene Information: human ... THRA(7067) , THRB(7068) ; rat ... Thra(81812) , Thrb(24831)

Description

Application

3,3′,5-Triiodo-L-thyronine can be used for Insulin-like growth factor I assays performed by using a double antibody radioimmunoassay. The product can also be used for in vitro transfection of 293T cells.

Biochem/physiol Actions

3,3′,5-Triiodo-L-thyronine also referred to as O-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine or T3 is the biologically active thyroid hormone. In hypothyroidism pateints, triiodothyronine enhances mood and neuropsychological function. The product also positively regulates the hepatic FGF21 expression and stimulates the metabolic breakdown of glucose, fats, and proteins by enhancing the levels of numerous metabolic enzymes such as hexokinase, liver glucose 6-phosphatase as well as mitochondrial enzymes for oxidative phosphorylation. Additionally, the product facilitates the normal body growth in children and is pivotal for central nervous system maturation in foetus.

Preparation Note

3,3′,5-Triiodo-L-thyronine dissolves in 4M NH4OH in MeOH at 5 mg/ml to yield a colorless to light yellow, clear to very slightly hazy solution.

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