L-硒代蛋氨酸

中文名称:

L-硒代蛋氨酸

中文同义词:

L(+)硒代蛋氨酸;L-硒代蛋氨;硒代蛋氨酸;L-(+)-硒代蛋氨酸;硒基-L-甲硫氨酸;(S)-(+)-2-氨基-4-(甲基硒)丁酸;-硒代蛋氨酸;L-SELENOMETHIONINE L-硒代蛋氨酸

英文名称:

L-Selenomethionine

英文同义词:

(S)-(+)-2-AMINO-4-(METHYLSELENO)BUTANOIC ACID;(S)-2-AMINO-4-(METHYLSELENO)BUTYRIC ACID;SEMET;SELENOMETHIONINE, L-(+)-;SELENO-L-METHIONINE;L-(+)-2-AMINO-4-(METHYLSELENO)BUTANOIC ACID;L-(+)-SELENOMETHIONINE;L-SELENOMETHIONINE

CAS号:

3211-76-5

分子式:

C5H11NO2Se

分子量:

196.11

EINECS号:

608-705-0

相关类别:

医药原料药;化学试剂;氨基酸类;细胞信号和神经生物学;食品添加剂;氨基酸;新材料;对照品;功能性物质-硒代蛋氨酸;生化试剂-氨基酸类;化工;L-硒代蛋氨酸;化工原料;原料;医药原料;医用原料;食品添加;优势产品;Amino Acid Derivatives;Methionine [Met, M];Amino Acids;Antioxidant;Biochemistry;Biological-modified Amino Acids;Classes of Metal Compounds;Se (Selenium) Compounds;Semimetal Compounds;Seleno Amino Acid;amino acid;饲料添加剂;其他

Mol文件:

3211-76-5.mol

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

powder

酸度系数(pKa)

2.26±0.10(Predicted)

颜色

white to off-white

水溶解性 

soluble

Merck 

14,8441

InChIKey

RJFAYQIBOAGBLC-BYPYZUCNSA-N

CAS 数据库

3211-76-5(CAS DataBase Reference)

生物活性

L-SelenoMethionine 是 Selenomethionine 的 L-异构体，是硒的主要天然食物形式。L-SelenoMethionine 是一种癌症化学预防剂，可以通过饮食补充降低癌症的发生率并诱导癌细胞凋亡。L-SelenoMethionine 还可以增加谷胱甘肽过氧化物酶的表达。

靶点

Human Endogenous Metabolite

Human Endogenous Metabolite

体外研究

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.

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).

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 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.

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.

体内研究

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.

用途 

可以用于蛋白质的结构分析。拿此产品来饲养细菌，这样最终形成的蛋白质里的特定位置就会被硒所取代，便于结构测定

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

HazardClass 

6.1

PackingGroup 

III

海关编码 

29309090