硒代蛋氨酸
硒代蛋氨酸 性质
| 熔点 | 265 °C |
|---|---|
| 比旋光度 | 18 º (c=1, 1N HCl) |
| 沸点 | 320.8±37.0 °C(Predicted) |
| 折射率 | 18 ° (C=0.5, 2mol/L HCl) |
| 储存条件 | -20°C |
| 溶解度 | H2O:50 mg/mL |
| 形态 | 粉末 |
| 酸度系数(pKa) | 2.26±0.10(Predicted) |
| 颜色 | 白色至类白色 |
| 水溶解性 | soluble |
| Merck | 14,8441 |
| 化妆品成分功效 | ANTIOXIDANT |
| InChI | InChI=1S/C5H11NO2Se/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1 |
| InChIKey | RJFAYQIBOAGBLC-BYPYZUCNSA-N |
| SMILES | C(O)(=O)[C@@H](N)CC[Se]C |
| LogP | 0.152 (est) |
| CAS 数据库 | 3211-76-5(CAS DataBase Reference) |
硒代蛋氨酸 用途与合成方法
|
Human Endogenous Metabolite
|
L-SelenoMethionine (1-500 μM; 24-72 h) is selectively inhibits the growth of prostate cancer cells, compared with normal cells.
L-SelenoMethionine (500 μM; 48 h) induce apoptosis in prostate cancer cells.
L-SelenoMethionine (500 μM; 48 h) causes an increase in arrest in the G2-M phase of the cell cycle selectively in prostate cancer cells.
L-SelenoMethionine (5 μM; 24 h) mitigates gene expression associated with the cellular stress response from 10 cGy irradiation.
Cell Viability Assay
| Cell Line: | Prostate cancer cells (LNCaP, PC-3, and DU145) and normal prostate cells (PrEC, PrSM, and PrSt) |
| Concentration: | 1, 5, 10, 50, 100, 500 μM |
| Incubation Time: | 24, 48, 72 hours |
| Result: | Inhibited the growth of prostate cancer cells, with a lower IC 50 (1-90 μM) at 72 h than normal prostate cells (>500 μM). |
Apoptosis Analysis
| Cell Line: | Prostate cancer cells (LNCaP, PC-3, and DU145) and normal prostate cells (PrEC, PrSM, and PrSt) |
| Concentration: | 500 μM |
| Incubation Time: | 48 hours |
| Result: |
Exhibited the highest level of DNA condensation in androgen-responsive LNCaP carcinoma cells, followed by PC-3 and DU145 cells.
Exhibited the nicked-end DNA labeling in prostate cancer cells. Promoted the PARP cleavage in prostate cancer cells. |
Cell Cycle Analysis
| Cell Line: | Prostate cancer cells (LNCaP, PC-3, and DU145) and normal prostate cells (PrEC, PrSM, and PrSt) |
| Concentration: | 500 μM |
| Incubation Time: | 48 hours |
| Result: |
Increased the sub-G0-G1 cell fraction of LNCaP (41.5%), PC-3 (12.1%), and DU145 cells (11.2%).
Caused a significant increases in G2 cells , particularly in LNCaP (13%), PC-3 (32%), and DU145 (20%) cells. |
RT-PCR
| Cell Line: | Human thyroid epithelial cells (HTori-3) |
| Concentration: | 5 μM |
| Incubation Time: | 24 hours |
| Result: | Downregulated the CDC6, GADD45A, FAS and ATF3 in irradiated cells. |
L-SelenoMethionine (0.06-12 μg/g diet; p.o. for 3 d) partially or completely prevent the decrease in the serum or plasma levels of total antioxidants in rats exposed to gamma rays, protons or HZE particles.
2185-03-7
37773-10-7
3211-76-5
在氮气保护下，将13.75 g L-高丝氨酸内酯盐酸盐与40 mL N,N-二甲基甲酰胺(DMF)混合，搅拌至完全溶解。随后，将15.2 g硒酸甲酯（CAS:37773-10-7）溶于20 mL DMF中，缓慢加入上述反应体系。加热回流反应2小时。反应完成后，用乙酸水溶液调节反应体系的pH至6.0，析出白色固体。将所得固体溶于水和乙醇的混合溶剂中进行重结晶，得到L-硒代蛋氨酸。该合成路线的总收率为72.11%，产物的化学纯度大于99%，对映体过量值(ee)大于99%。
参考文献：
[1] Patent: CN106928110, 2017, A. Location in patent: Paragraph 0028; 0030
安全信息
| 危险品标志 | T,N |
|---|---|
| 危险类别码 | 23/25-33-50/53 |
| 安全说明 | 20/21-28-45-60-61-28A |
| 危险品运输编号 | UN 3283 6.1/PG 2 |
| WGK Germany | 3 |
| RTECS号 | EK7713840 |
| F | 10 |
| 危险等级 | 6.1 |
| 包装类别 | III |
| 海关编码 | 29309090 |
| 存储类别 | 6.1A - 可燃，急性毒性物质（类别1和类别2） 剧毒的危险物质 |
| 危险性类别 | 急性毒性 类别3 吸入 急性毒性 类别3经口 危害水生环境-急性危害 类别1 危害水生环境-长期危害 类别1 特异性靶器官毒性-反复接触类别2 |
硒代蛋氨酸 价格(试剂级)
| 更新日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
|---|---|---|---|---|---|
| 2026-03-03 | 25996 | L(+)硒代蛋氨酸 | 3211-76-5 | 250mg | 2813 |
| 2026-03-03 | S3973 | L-硒代蛋氨酸 | 3211-76-5 | 25mg | 795.39 |
