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T2752

Sigma-Aldrich

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

≥95% (HPLC)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C15H11I3NNaO4
Numéro CAS:
Poids moléculaire :
672.96
Numéro Beilstein :
8179867
Numéro CE :
Numéro MDL:
Code UNSPSC :
51111800
ID de substance PubChem :
Nomenclature NACRES :
NA.32

Source biologique

synthetic (organic)

Pureté

≥95% (HPLC)

Forme

powder

Technique(s)

cell culture | mammalian: suitable

Solubilité

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

Conditions d'expédition

ambient

Température de stockage

−20°C

Chaîne SMILES 

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

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

Clé InChI

SBXXSUDPJJJJLC-YDALLXLXSA-M

Informations sur le gène

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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.

Actions biochimiques/physiologiques

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.

Notes préparatoires

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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
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
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.
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

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