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Merck

T2752

3,3′,5-Triiodo-L-thyronine sodium salt

≥95% (HPLC)

Synonym(s):

Liothyronine, O-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine sodium salt, T3

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About This Item

Empirical Formula (Hill Notation):
C15H11I3NNaO4
CAS Number:
55-06-1
Molecular Weight:
672.96
UNSPSC Code:
51111800
NACRES:
NA.32
PubChem Substance ID:
24900071
EC Number:
200-223-5
Beilstein/REAXYS Number:
8179867
MDL number:
MFCD00002594
Biological source:
synthetic (organic)
Form:
powder
Assay:
≥95% (HPLC)

Key Documents

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Product Name

3,3′,5-Triiodo-L-thyronine sodium salt, ≥95% (HPLC)

InChI key

SBXXSUDPJJJJLC-YDALLXLXSA-M

InChI

1S/C15H12I3NO4.Na/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);/q;+1/p-1/t12-;/m0./s1

SMILES string

[Na+].N[C@@H](Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1)C([O-])=O

biological source

synthetic (organic)

assay

≥95% (HPLC)

form

powder

technique(s)

cell culture | mammalian: suitable

solubility

ethanol/1 M HCl (4:1): 10 mg/mL, clear, colorless to faintly yellow or pink

shipped in

ambient

storage temp.

−20°C

Quality Level

200

Gene Information

human ... THRA(7067), THRB(7068)
rat ... Thra(81812), Thrb(24831)

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Preparation Note

3,3′,5-Triiodo-L-thyronine sodium salt dissolves in 1 M HCl:EtOH with a ratio of 1:4 at 10 mg/ml to yield a clear, colorless to yellow or faint pink solution.

Application

3,3′,5-Triiodo-L-thyronine sodium salt was used in Oligodendrocyte differentiation medium used for isolation and culture of rat and mouse oligodendrocyte precursor cells. The product was used as a test compound for incubating adipocyte cells, used for studying the impact of hormones and butyrate on modulation of porcine adipocyte beta-adrenergic receptors.

Biochem/physiol Actions

3,3′,5-Triiodo-L-thyronine also referred to as O-(4-Hydroxy-3-iodophenyl)−3,5−diiodo-L-tyrosine sodium salt or T3 is the biologically active thyroid hormone. In hypothyroidism pateints, triiodothyronine can enhance 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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SLCC9798
SLBX7427
SLBW1539
WXBC4656V
SLBN1727V

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S T Ding et al.
Journal of animal science, 78(4), 927-933 (2000-04-28)
The beta-adrenergic receptors (betaAR) on the surface of mammalian cells are desensitized when the cell is stimulated by betaAR agonists to eliminate excessive response by the cell. Investigations with adipocytes, primarily rodent-derived cells, indicate other hormones and substrates also can
Andrew C Adams et al.
The Journal of biological chemistry, 285(19), 14078-14082 (2010-03-20)
Thyroid hormone has profound and diverse effects on liver metabolism. Here we show that tri-iodothyronine (T3) treatment in mice acutely and specifically induces hepatic expression of the metabolic regulator fibroblast growth factor 21 (FGF21). Mice treated with T3 showed a
Ye-Seul Yoon et al.
Biomolecules & therapeutics, 29(1), 83-89 (2020-06-17)
Multiple system atrophy (MSA) is a neurodegenerative disease characterized by presence of α-synuclein-positive inclusions in the cytoplasm of oligodendrocytes. These glial cytoplasmic inclusions (GCIs) are considered an integral part of the pathogenesis of MSA, leading to demyelination and neuronal demise.
R Bunevicius et al.
The New England journal of medicine, 340(6), 424-429 (1999-02-11)
Patients with hypothyroidism are usually treated with thyroxine (levothyroxine) only, although both thyroxine and triiodothyronine are secreted by the normal thyroid gland. Whether thyroid secretion of triiodothyronine is physiologically important is unknown. We compared the effects of thyroxine alone with
Radim Vrzal et al.
Toxicology letters, 275, 77-82 (2017-05-10)
Aryl hydrocarbon receptor (AhR) is a transcription factor, the activity of which is modulated by hormones including glucocorticoids and estrogens. In this study, we examined the effects of triiodothyronine (T3), a ligand and activator of thyroid hormone receptor (TR), on
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Product Information Sheet - T2752

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