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T2877

Sigma-Aldrich

3,3′,5-Triyodo-L-tironina

≥95% (HPLC), powder

Sinónimos:

O-(4-Hidroxi-3-yodofenil)-3,5-diyodo-L-tirosina, Liotironina, T3

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About This Item

Fórmula empírica (notación de Hill):
C15H12I3NO4
Número de CAS:
6893-02-3
Peso molecular:
650.97
Beilstein:
2710227
Número CE:
229-999-3
Número MDL:
MFCD00002593
Código UNSPSC:
51111800
ID de la sustancia en PubChem:
24900088
NACRES:
NA.32

origen biológico

synthetic (organic)

Nivel de calidad

200

esterilidad

non-sterile

Análisis

≥95% (HPLC)

formulario

powder

actividad óptica

[α]25/D +23.0°, c = 2 in 1 N HCl: ethanol, 1:2

técnicas

transfection: suitable

mp

234-238 °C (lit.)

solubilidad

4 M NH4OH in methanol: 5 mg/mL, clear to very slightly hazy, colorless to light yellow

Condiciones de envío

ambient

temp. de almacenamiento

−20°C

cadena SMILES

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

Clave InChI

AUYYCJSJGJYCDS-LBPRGKRZSA-N

Información sobre el gen

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

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Aplicación

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.

Acciones bioquímicas o fisiológicas

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.

Nota de preparación

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.

Otras notas

This product has not been tested for cell culture. A sterile version is offered that is suitable for cell culture. The T5516 is a sterile preparation that is cell culture tested. Please review the product page for product T2877

Pictogramas

Health hazard
GHS08

Palabra de señalización

Danger

Frases de peligro

H372

Clasificaciones de peligro

STOT RE 1

Órganos de actuación

Thyroid,Cardio-vascular system,Kidney

Código de clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

W A Head et al.
Journal of animal science, 74(9), 2152-2157 (1996-09-01)
Targhee ewes (n = 22, average age 5 yr) rearing twin lambs were used to investigate serum growth hormone (GH), IGF-I, triiodothyronine (T3), thyroxine (T4), and prolactin (PRL; ewes only) concentrations associated with selection pressure for lifetime production of kilograms
Soledad Bárez-López et al.
PloS one, 14(12), e0226017-e0226017 (2019-12-07)
Patients lacking the thyroid hormone (TH) transporter MCT8 present abnormal serum levels of TH: low thyroxine and high triiodothyronine. They also have severe neurodevelopmental defects resulting from cerebral hypothyroidism, most likely due to impaired TH transport across the brain barriers.
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
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
Takahiro Nojiri et al.
Endocrine journal, 66(5), 409-422 (2019-03-01)
Graves' Disease is a representative autoimmune thyroid disease that presents with hyperthyroidism. Emerging evidence has shown the involvement of lysophosphatidic acid (LPA) and its producing enzyme, autotaxin (ATX), in the pathogenesis of various diseases; among them, the involvement of the
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