sodium (2S)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoate

• ChemBase编号: 133323
• 分子式: C15H11I3NNaO4
• 平均质量: 672.95532
• 单一同位素质量: 672.77199612
• SMILES: c1cc(c(cc1Oc1c(cc(cc1I)C[C@@H](C(=O)[O-])N)I)I)O.[Na+]
• Canonical SMILES: [O-]C(=O)[C@H](Cc1cc(I)c(c(c1)I)Oc1ccc(c(c1)I)O)N.[Na+]
• InChI: 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
• InChIKey: SBXXSUDPJJJJLC-YDALLXLXSA-M

名称和登记号

名称

• IUPAC标准名: sodium (2S)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoate
• IUPAC传统名: sodium liothyronine(1-)
• 别名: O-(4-羟基-3-碘苯基)-3,5-二碘-L-酪氨酸 钠盐; 碘塞罗宁; 3,3′,5-三碘-L-甲状腺原氨酸 钠盐; T3; 3,3′,5-Triiodo-L-thyronine sodium salt; 3-[4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodophenyl]-L-alanine Monosodium Salt; Basoprocin; Cynomel; Cyomel; Cytobin; Cytomel; Cytomel sodium; Cytomine; Ibiothyron; L-Triiodothyronine Sodium Salt; Sodium Triiodo-L-thyronine; Sodium Triiodothyronine; T3 Sodium Salt; Tertroxin; Triiodothyronine Sodium Salt; Triostat; Triothyrone; 3,3',5-Triiodo-L-thyronine Sodium Salt; Liothyronine; O-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine sodium salt

登记号

• CAS号: 55-06-1
• EC号: 200-223-5
• MDL号: MFCD00002594
• Beilstein号: 8179867
• PubChem SID: 24889594; 24900071; 24900372; 162227600; 24900290
• PubChem CID: 23666110

理论计算性质

• Acid pKa: 0.30246884
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 2.798151
• LogD (pH = 7.4): 2.7648876
• Log P: 2.798505
• 摩尔折射率: 124.2626 cm^3
• 极化性: 44.781998 Å^3
• 极化表面积: 95.61 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: 4 M NH4OH in methanol: soluble125 g/5mL, clear, yellow-brown; DMSO
• 外观: Light Purple Solid; powder
• 熔点: 196-197°C (dec.)
• 比旋光度: [α]20/D +21±2°, c = 1% in ethanol/1 M HCl (2:1)

安全信息

• 保存条件: Refrigerator
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C; 2-8°C

药理学性质

• 相关基因信息: human ... THRA(7067), THRB(7068)rat ... Thra(81812), Thrb(24831)

产品相关信息

• 纯度: ≥95%; ≥95% (HPLC); ≥98.0% (sum of enantiomers, HPLC)
• 药效: 0.02-50 ng/mL; 0.02-50 μg/mL
• 适用性: suitable for cell culture
• 无菌消毒: γ-irradiated
• Empirical Formula (Hill Notation): C15H11I3NNaO4

详细说明

Sigma Aldrich - T6397

Biochem/physiol Actions
T3 is a thyroid hormone that increases rates of proteins synthesis, stimulates the breakdown of cholesterol, and effects embryonic development. In cell culture, T3 regulates cell differentiation and protein expression.
Reconstitution
To prepare 20 μg/ml stock solution: add 1ml 1N NaOH per mg 3,3′, 5-triiodo-L-thyronine; gently swirl to dissolve. To this, add 49 ml sterile medium per ml 1N NaOH added.
Physical form
powder-0 °C; stock-frozen in working aliquots, avoid repeated freeze/thaw, solution stable 2-8 °C, 30 days

Sigma Aldrich - T5516

Biochem/physiol Actions
T3 是一种甲状腺激素，可加快蛋白质的合成，促进胆固醇的降解，影响胚胎的发育。在细胞培养中，T3 可调控细胞分化和蛋白质表达。
Reconstitution
制备 20μg/mL 储存液：加入 1mL 1N NaOH；缓缓搅拌溶解；加入 49mL 无菌培养基。
Physical form
0°C 下为粉末状；分成小份冻存，以避免使用时重复冰冻/解冻，溶液在 2-8°C 下可稳定 30 天

Sigma Aldrich - 92010

Application
Literature see 3,5,3′-Triodo-L-thyronine, 91990

Toronto Research Chemicals - T795385

One of the hormones produced by the thyroid gland that is involved in the maintenance of metabolic homeostasis. Also produced in peripheral tissues as the active metabolite of Thyroxine.

参考文献

• McLaughlin, C., et al.: Clin. Endocrinol., 69, 169 (2008)
• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2008)
• Lee, J., et al.: Thyroid, 20, 173 (2008)