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T2752

Sigma-Aldrich

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
Beilstein:
8179867
EC Number:
200-223-5
MDL number:
MFCD00002594
UNSPSC Code:
51111800
PubChem Substance ID:
24900071
NACRES:
NA.32

biological source

synthetic (organic)

Quality Level

200

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

SMILES string

[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

InChI key

SBXXSUDPJJJJLC-YDALLXLXSA-M

Gene Information

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

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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.

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.

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.

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

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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.
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
Pia D Bagamasbad et al.
PloS one, 14(7), e0220378-e0220378 (2019-07-28)
The hippocampus is a well-known target of thyroid hormone (TH; e.g., 3,5,3'-triiodothyronine-T3) and glucocorticoid (GC; e.g., corticosterone-CORT) action. Despite evidence that TH and GC play critical roles in neural development and function, few studies have identified genes and patterns of
Nicolas Buisine et al.
Cells, 10(9) (2021-09-29)
Most work in endocrinology focus on the action of a single hormone, and very little on the cross-talks between two hormones. Here we characterize the nature of interactions between thyroid hormone and glucocorticoid signaling during Xenopus tropicalis metamorphosis. We used
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