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Merck
CN

T2877

3,3′,5-三碘代-L-甲状腺原氨酸

synthetic (organic), ≥95% (HPLC), Thyroid hormone, powder

别名:

O-(4-羟基-3-碘苯基)-3,5-二碘代-L-酪氨酸, T3, 碘噻罗宁

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关于此项目

经验公式(希尔记法):
C15H12I3NO4
化学文摘社编号:
分子量:
650.97
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
51111800
EC Number:
229-999-3
MDL number:
Beilstein/REAXYS Number:
2710227
Biological source:
synthetic (organic)
Form:
powder
Assay:
≥95% (HPLC)
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产品名称

3,3′,5-三碘代-L-甲状腺原氨酸, ≥95% (HPLC), powder

form

powder

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

SMILES string

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

biological source

synthetic (organic)

sterility

non-sterile

assay

≥95% (HPLC)

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

Quality Level

Gene Information

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Application

3,3′5-三碘-L-甲状腺原氨酸可用于胰岛素样生长因子I的检测,采用双抗体放射免疫分析法。该产品还可用于293T细胞的 体外 转染。

Biochem/physiol Actions

3,3′5-三碘-L-甲状腺原氨酸也称为O-(4-羟基-3-碘苯)-3,5-二碘-L-酪氨酸或T3,是具有生物活性的甲状腺激素。在甲状腺功能减退症中,三碘腺苷能增强情绪和神经心理功能。本品对肝脏FGF21表达也有正向调节作用并通过提高许多代谢酶(如用于氧化磷酸化的己糖激酶、肝脏葡萄糖6-磷酸酶以及线粒体酶)的水平,促进葡萄糖、脂肪和蛋白质的代谢分解。此外,该产品可促进儿童正常身体生长,并对胎儿中枢神经系统的成熟至关重要。

Other Notes

本品未经过细胞培养测试。我们另外提供适合细胞培养的无菌版产品:经过细胞培养检测的T5516无菌制剂。详见产品页面——T2877

Preparation Note

3,3′5-三碘-L-甲状腺原氨酸以5 mg/ml溶于4M NH4OH的MeOH中,生成无色至淡黄色,澄清至略模糊的溶液。

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

STOT RE 1

target_organs

Thyroid,Cardio-vascular system,Kidney

存储类别

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

涉药品监管产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
R Calvo et al.
The Journal of clinical investigation, 86(3), 889-899 (1990-09-01)
To study the protective effects of maternal thyroxine (T4) and 3,5,3'-triiodothyronine (T3) in congenital hypothyroidism, we gave pregnant rats methimazole (MMI), an antithyroid drug that crosses the placenta, and infused them with three different doses of T4 or T3. The

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