Merck
All Photos(3)

T2877

Sigma-Aldrich

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:
Molecular Weight:
650.97
Beilstein:
2710227
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32

biological source

synthetic (organic)

Quality Level

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

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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.

Packaging

100, 250, 500 mg in poly bottle
1, 5 g in poly bottle

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.

Storage Class Code

13 - Non 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

Certificate of Analysis

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Certificate of Origin

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